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$9,750,000

At the northernmost point of Casey Key, where the Gulf meets the tranquil waters of Little Sarasota and Blackburn Bay, an extraordinary private estate unfolds between two worlds of water. Beyond a secluded entrance lies a residence of remarkable distinction, an Italianate architectural masterpiece spanning more than 8,000 square feet, with a private sandy beach on the Gulf and a rare, grandfathered covered boat lift on the bay. Designed by renowned architect Clifford A. Scholz and masterfully built by Delta Southern Construction, the estate was envisioned not simply as a home but as a setting for an exceptional life. Here, timeless architecture, impeccable craftsmanship and modern coastal luxury converge in a residence designed to bring family and guests together while preserving moments of treasured privacy. From the moment of arrival, the architecture reveals a quiet sense of grandeur. Cypress-beamed ceilings, graceful arches, French doors, handcrafted millwork, and luminous water views create a sequence of spaces that feel both magnificent and deeply welcoming. The living room commands a captivating panorama across the Bay, while walls of glass and elegantly framed openings blend the boundary between interior and landscape. The culinary spaces are equally impressive. A sophisticated kitchen is complemented by a dedicated wine cellar, butler’s pantry, and wet bar—an entertainer’s dream conceived for intimate dinners and spectacular gatherings alike. Beyond, a grand media room provides an elegant retreat for cinematic evenings, music, and cultural pursuits. The primary suite is a private sanctuary unto itself. A serene sitting room, sumptuous bath, dual closets, breakfast nook, and expansive water views create an atmosphere of effortless indulgence. Three additional bedroom suites offer luxurious accommodations for family and guests, while a fifth suite transforms into a private wellness retreat with a home gym, steam room, and sauna. A magnificent marble staircase leads to an office and library distinguished by leaded-glass doors, handcrafted built-in shelving, a coffered ceiling, and mesmerizing Gulf views. Throughout the residence, additional spaces for recreation, relaxation, and quiet spaces have been thoughtfully integrated, ensuring that every corner serves the extraordinary rhythm of life on the water. Outside, stone terraces cascade toward a shimmering infinity pool, where the architecture gives way to sky and water. Days unfold between the pool and the Gulf, afternoons drift toward the bay, and evenings become unforgettable beneath the coastal sky. For the boating enthusiast, the deep-water dock offers quick access with no bridges to the Gulf through Midnight Pass and features one of the area’s rare grandfathered covered boat lifts. For those drawn to the Gulf, a private sandy beach provides a front-row seat to spectacular sunsets and the timeless beauty of the sea. Yet perhaps the estate’s greatest luxury is its sense of place. North Casey Key remains one of Sarasota County’s most coveted enclaves—a sanctuary of quiet privacy and natural beauty, remarkably close to world-class golf, tennis, dining, shopping, and the cultural attractions of Sarasota. This is more than an exceptional residence. It is a private coastal world—an irreplaceable estate where architecture, water, nature, and the art of gracious living come together in extraordinary harmony.

5 Beds ⋅ 8 Baths ⋅ Casey Key SubDv. ⋅ 34229 Zip Code

At the northernmost point of Casey Key, where the Gulf meets the tranquil waters of Little Sarasota and Blackburn Bay, an extraordinary private estate unfolds between two worlds of water. Beyond a secluded entrance lies a residence of remarkable distinction, an Italianate architectural masterpiece spanning more than 8,000 square feet, with a private sandy beach on the Gulf and a rare, grandfathered covered boat lift on the bay. Designed by renowned architect Clifford A. Scholz and masterfully built by Delta Southern Construction, the estate was envisioned not simply as a home but as a setting for an exceptional life. Here, timeless architecture, impeccable craftsmanship and modern coastal luxury converge in a residence designed to bring family and guests together while preserving moments of treasured privacy. From the moment of arrival, the architecture reveals a quiet sense of grandeur. Cypress-beamed ceilings, graceful arches, French doors, handcrafted millwork, and luminous water views create a sequence of spaces that feel both magnificent and deeply welcoming. The living room commands a captivating panorama across the Bay, while walls of glass and elegantly framed openings blend the boundary between interior and landscape. The culinary spaces are equally impressive. A sophisticated kitchen is complemented by a dedicated wine cellar, butler’s pantry, and wet bar—an entertainer’s dream conceived for intimate dinners and spectacular gatherings alike. Beyond, a grand media room provides an elegant retreat for cinematic evenings, music, and cultural pursuits. The primary suite is a private sanctuary unto itself. A serene sitting room, sumptuous bath, dual closets, breakfast nook, and expansive water views create an atmosphere of effortless indulgence. Three additional bedroom suites offer luxurious accommodations for family and guests, while a fifth suite transforms into a private wellness retreat with a home gym, steam room, and sauna. A magnificent marble staircase leads to an office and library distinguished by leaded-glass doors, handcrafted built-in shelving, a coffered ceiling, and mesmerizing Gulf views. Throughout the residence, additional spaces for recreation, relaxation, and quiet spaces have been thoughtfully integrated, ensuring that every corner serves the extraordinary rhythm of life on the water. Outside, stone terraces cascade toward a shimmering infinity pool, where the architecture gives way to sky and water. Days unfold between the pool and the Gulf, afternoons drift toward the bay, and evenings become unforgettable beneath the coastal sky. For the boating enthusiast, the deep-water dock offers quick access with no bridges to the Gulf through Midnight Pass and features one of the area’s rare grandfathered covered boat lifts. For those drawn to the Gulf, a private sandy beach provides a front-row seat to spectacular sunsets and the timeless beauty of the sea. Yet perhaps the estate’s greatest luxury is its sense of place. North Casey Key remains one of Sarasota County’s most coveted enclaves—a sanctuary of quiet privacy and natural beauty, remarkably close to world-class golf, tennis, dining, shopping, and the cultural attractions of Sarasota. This is more than an exceptional residence. It is a private coastal world—an irreplaceable estate where architecture, water, nature, and the art of gracious living come together in extraordinary harmony.

1216 N Casey Key Road, Osprey

$1,495,000

Located inside the gates of The Oaks Club, this 3 bedroom 2.5 bathroom home offers an exceptional opportunity for luxury country club living. The property features a new roof and impact windows. Situated in a community recognized for its world-class amenities, residents enjoy access to two 18-hole championship golf courses—the Eagle and Heron courses—along with comprehensive practice facilities and driving ranges. The member-owned Oaks Club features a 34,000-square-foot clubhouse with multiple dining venues, tennis courts, pickleball courts,a resort-style pool, and a 7,500-square-foot fitness center. Beyond the community gates, this location provides convenient access to Gulf Coast beaches, scenic trails including The Legacy Trail, local parks, as well as the cultural offerings of Sarasota and Venice. Schedule a private tour to explore the property and experience the distinct lifestyle of The Oaks Club.

3 Beds ⋅ 3 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code

Located inside the gates of The Oaks Club, this 3 bedroom 2.5 bathroom home offers an exceptional opportunity for luxury country club living. The property features a new roof and impact windows. Situated in a community recognized for its world-class amenities, residents enjoy access to two 18-hole championship golf courses—the Eagle and Heron courses—along with comprehensive practice facilities and driving ranges. The member-owned Oaks Club features a 34,000-square-foot clubhouse with multiple dining venues, tennis courts, pickleball courts,a resort-style pool, and a 7,500-square-foot fitness center. Beyond the community gates, this location provides convenient access to Gulf Coast beaches, scenic trails including The Legacy Trail, local parks, as well as the cultural offerings of Sarasota and Venice. Schedule a private tour to explore the property and experience the distinct lifestyle of The Oaks Club.

226 Saint James Park, Osprey

$2,199,999

Welcome to exceptional Florida living in the highly sought-after Southbay Yacht & Racquet Club. Offering approximately 4,578 square feet under roof, this spacious 4-bedroom, 3.5-bath residence combines beautifully updated interiors, exceptionally generous rooms and an extraordinary indoor-outdoor lifestyle. The heart of the home is a completely renovated kitchen featuring quartz countertops, soft-close cabinetry and drawers, built-in organizers, pull-out spice storage, a specialty appliance lift for a mixer or blender, a new refrigerator and dishwasher, and abundant functional storage. The main living area is anchored by a fully functioning wood-burning fireplace with an elegant travertine stone surround, adding warmth and character to the home. All four bedrooms are exceptionally spacious and feature large walk-in closets with custom organization systems. The primary suite and a guest bedroom are conveniently located on the first floor, providing an ideal layout for family and guests. Additional conveniences include a whole-home central vacuum system and a spacious two-car garage with an already-installed Tesla EV charging station. Major recent improvements provide additional peace of mind, including two brand-new air-conditioning systems and brand-new hurricane-rated windows installed in August 2026. The outdoor living space is truly a standout. More than 1,500 square feet of screened lanai and outdoor living area surrounds an exceptionally large residential pool ranging from approximately 3 to 8 feet deep. Two covered outdoor areas provide comfortable spaces for entertaining and relaxing, including an outdoor kitchen with a brand-new THOR grill and a separate covered TV lounge area. A pool bath is conveniently accessible directly from the lanai. Across the back of the pool enclosure, an impressive approximately 50-foot panoramic screen creates a virtually unobstructed view with no intermediate posts interrupting the sightline. Beyond the pool is an expansive green space, creating a wonderful sense of openness and privacy. The newly landscaped yard and more than 25 palm trees lining the backyard complete the lush, tropical setting. Living in Southbay Yacht & Racquet Club is about much more than the home itself. Residents enjoy an impressive collection of community amenities, including a clubhouse, heated community pool, fitness center, tennis courts, pickleball courts, basketball courts, bocce ball, library, card and game room, ballroom and banquet facilities, and the community’s highly desirable marina, where residents have opportunities to rent or lease boat slips, subject to availability. The location is equally exceptional. Pine View School is approximately one mile away, while the bay, Gulf beaches, Publix, restaurants, coffee shops, fitness and yoga studios, CVS and everyday conveniences are all close at hand. The golf-cart-friendly community makes enjoying the neighborhood and surrounding area even easier. From its oversized bedrooms and beautifully renovated kitchen to its remarkable pool, panoramic screened view and expansive outdoor entertaining areas, this home offers an uncommon combination of space, thoughtful upgrades and Florida lifestyle. Add the boating and recreational amenities of Southbay Yacht & Racquet Club, and this is a home designed to enjoy everything the Sarasota area has to provide.

4 Beds ⋅ 4 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code

Welcome to exceptional Florida living in the highly sought-after Southbay Yacht & Racquet Club. Offering approximately 4,578 square feet under roof, this spacious 4-bedroom, 3.5-bath residence combines beautifully updated interiors, exceptionally generous rooms and an extraordinary indoor-outdoor lifestyle. The heart of the home is a completely renovated kitchen featuring quartz countertops, soft-close cabinetry and drawers, built-in organizers, pull-out spice storage, a specialty appliance lift for a mixer or blender, a new refrigerator and dishwasher, and abundant functional storage. The main living area is anchored by a fully functioning wood-burning fireplace with an elegant travertine stone surround, adding warmth and character to the home. All four bedrooms are exceptionally spacious and feature large walk-in closets with custom organization systems. The primary suite and a guest bedroom are conveniently located on the first floor, providing an ideal layout for family and guests. Additional conveniences include a whole-home central vacuum system and a spacious two-car garage with an already-installed Tesla EV charging station. Major recent improvements provide additional peace of mind, including two brand-new air-conditioning systems and brand-new hurricane-rated windows installed in August 2026. The outdoor living space is truly a standout. More than 1,500 square feet of screened lanai and outdoor living area surrounds an exceptionally large residential pool ranging from approximately 3 to 8 feet deep. Two covered outdoor areas provide comfortable spaces for entertaining and relaxing, including an outdoor kitchen with a brand-new THOR grill and a separate covered TV lounge area. A pool bath is conveniently accessible directly from the lanai. Across the back of the pool enclosure, an impressive approximately 50-foot panoramic screen creates a virtually unobstructed view with no intermediate posts interrupting the sightline. Beyond the pool is an expansive green space, creating a wonderful sense of openness and privacy. The newly landscaped yard and more than 25 palm trees lining the backyard complete the lush, tropical setting. Living in Southbay Yacht & Racquet Club is about much more than the home itself. Residents enjoy an impressive collection of community amenities, including a clubhouse, heated community pool, fitness center, tennis courts, pickleball courts, basketball courts, bocce ball, library, card and game room, ballroom and banquet facilities, and the community’s highly desirable marina, where residents have opportunities to rent or lease boat slips, subject to availability. The location is equally exceptional. Pine View School is approximately one mile away, while the bay, Gulf beaches, Publix, restaurants, coffee shops, fitness and yoga studios, CVS and everyday conveniences are all close at hand. The golf-cart-friendly community makes enjoying the neighborhood and surrounding area even easier. From its oversized bedrooms and beautifully renovated kitchen to its remarkable pool, panoramic screened view and expansive outdoor entertaining areas, this home offers an uncommon combination of space, thoughtful upgrades and Florida lifestyle. Add the boating and recreational amenities of Southbay Yacht & Racquet Club, and this is a home designed to enjoy everything the Sarasota area has to provide.

154 Lookout Point Drive, Osprey

$2,750,000

Experience refined living in this extraordinary, elegant home. With 3 bedrooms and 4.5 baths it offers expansive lake and golf course views from its premier position along the Heron Course. Designed for both grand entertaining and everyday comfort, the home features generous living spaces, a bright open kitchen overlooking the family room with wood burning fireplace, and a luxurious primary suite with two walk-in closets and a spa style bath. Each guest suite includes its own private bath, ensuring comfort and privacy. Outdoor living shines with a dramatic pool, and spacious covered areas ideal for sunset dining, and beautiful views. Residents enjoy access to The Oaks Club’s renowned amenities, including two championship golf courses, tennis, pickleball, and a vibrant social calendar. Membership is required with homeownership. There is currently no wait list for either Golf or Sports/Social Membership.

4 Beds ⋅ 5 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code

Experience refined living in this extraordinary, elegant home. With 3 bedrooms and 4.5 baths it offers expansive lake and golf course views from its premier position along the Heron Course. Designed for both grand entertaining and everyday comfort, the home features generous living spaces, a bright open kitchen overlooking the family room with wood burning fireplace, and a luxurious primary suite with two walk-in closets and a spa style bath. Each guest suite includes its own private bath, ensuring comfort and privacy. Outdoor living shines with a dramatic pool, and spacious covered areas ideal for sunset dining, and beautiful views. Residents enjoy access to The Oaks Club’s renowned amenities, including two championship golf courses, tennis, pickleball, and a vibrant social calendar. Membership is required with homeownership. There is currently no wait list for either Golf or Sports/Social Membership.

447 E Macewen Drive, Osprey

$599,000

Sweeping water views, beautiful updates and an enviable waterfront lifestyle come together in this exceptional fourth-floor residence at Blackburn Harbor. Docking available on the premises for a very reasonable quarterly fee. Set along South Creek with direct access via canal to the Intracoastal Waterway and the Gulf, this spacious 2-bedroom, 2-bath home with a versatile den captures the essence of coastal Florida living, from spectacular sunsets and gentle sea breezes to easy access for kayaking and boating. Thoughtfully renovated, the residence offers a fresh, modern feel with laminate wood flooring throughout, plantation-style window shutters, updated lighting and new vertical drapery on the sliding doors. The open living and dining areas flow seamlessly to the spacious screened lanai, where expansive water views create a beautiful setting for morning coffee, afternoon relaxation or sunset entertaining. The updated kitchen features quartz countertops and backsplash, stainless-steel appliances replaced in 2022, a new faucet and disposal, and thoughtfully added cabinet drawers for enhanced storage and functionality. Both bathrooms were beautifully updated in 2022 with new cabinetry, sinks, granite countertops, backsplashes, faucets, mirrors and fresh paint. The spacious primary suite enjoys tranquil water views, three closets—including two walk-ins—and a generous ensuite bath. The guest bedroom features a walk-in closet and convenient access to the second bath, creating a comfortable private suite for guests. The den adds valuable flexibility as a home office, reading room or occasional third bedroom. Additional improvements include a new HVAC system in 2023, water heater, washer and dryer in 2022, and a new metal community roof installed in 2025. HOA fees include water, sewer, cable and Wi-Fi, leaving electric as the primary utility expense. Blackburn Harbor is an inviting gated waterfront community surrounded by lush tropical grounds and an active social atmosphere. Residents enjoy a heated pool, fitness center, tennis, pickleball, shuffleboard, clubhouse, walking paths, waterside gathering areas, grills and a kayak launch. Boat dockage is available for approximately $252 per month, offering the rare opportunity to keep your boat close to home and enjoy the waterways at your leisure. Located minutes from Nokomis Beach, the Legacy Trail, Oscar Scherer State Park, shopping and dining, this is a wonderful opportunity to enjoy the best of the Sarasota-area waterfront lifestyle—with the updates already done and nothing left to do but settle in and enjoy.

2 Beds ⋅ 2 Baths ⋅ Blackburn Harbor SubDv. ⋅ 34229 Zip Code

Sweeping water views, beautiful updates and an enviable waterfront lifestyle come together in this exceptional fourth-floor residence at Blackburn Harbor. Docking available on the premises for a very reasonable quarterly fee. Set along South Creek with direct access via canal to the Intracoastal Waterway and the Gulf, this spacious 2-bedroom, 2-bath home with a versatile den captures the essence of coastal Florida living, from spectacular sunsets and gentle sea breezes to easy access for kayaking and boating. Thoughtfully renovated, the residence offers a fresh, modern feel with laminate wood flooring throughout, plantation-style window shutters, updated lighting and new vertical drapery on the sliding doors. The open living and dining areas flow seamlessly to the spacious screened lanai, where expansive water views create a beautiful setting for morning coffee, afternoon relaxation or sunset entertaining. The updated kitchen features quartz countertops and backsplash, stainless-steel appliances replaced in 2022, a new faucet and disposal, and thoughtfully added cabinet drawers for enhanced storage and functionality. Both bathrooms were beautifully updated in 2022 with new cabinetry, sinks, granite countertops, backsplashes, faucets, mirrors and fresh paint. The spacious primary suite enjoys tranquil water views, three closets—including two walk-ins—and a generous ensuite bath. The guest bedroom features a walk-in closet and convenient access to the second bath, creating a comfortable private suite for guests. The den adds valuable flexibility as a home office, reading room or occasional third bedroom. Additional improvements include a new HVAC system in 2023, water heater, washer and dryer in 2022, and a new metal community roof installed in 2025. HOA fees include water, sewer, cable and Wi-Fi, leaving electric as the primary utility expense. Blackburn Harbor is an inviting gated waterfront community surrounded by lush tropical grounds and an active social atmosphere. Residents enjoy a heated pool, fitness center, tennis, pickleball, shuffleboard, clubhouse, walking paths, waterside gathering areas, grills and a kayak launch. Boat dockage is available for approximately $252 per month, offering the rare opportunity to keep your boat close to home and enjoy the waterways at your leisure. Located minutes from Nokomis Beach, the Legacy Trail, Oscar Scherer State Park, shopping and dining, this is a wonderful opportunity to enjoy the best of the Sarasota-area waterfront lifestyle—with the updates already done and nothing left to do but settle in and enjoy.

5100 Jessie Harbor Drive Unit 404, Osprey

$550,000

Under contract-accepting backup offers. Welcome to this beautifully maintained 2,425-square-foot pool home in the desirable community of Sorrento Woods. On nearly one-third of an acre with a fenced backyard, this bright and spacious three-bedroom, two-bath home offers privacy, abundant natural light and the ideal Florida lifestyle just minutes from pristine Gulf beaches. Recent improvements provide added peace of mind, including a 2019 air-conditioning system, 2019 garage door, 2018 reroof, and eight new impact windows installed in 2018. Enter through beautiful glass door into a welcoming foyer with soaring ceilings and sparkling pool views. The split-bedroom floor plan provides a spacious and functional layout with a formal living room, formal dining room, family room, dinette and two-car garage. The formal living room features large sliding glass doors that open to the expansive lanai. The generous primary suite is privately positioned and offers flexible space for a home office, fitness area or sitting room with high windows, dual corner sliders leading to the lanai, two walk-in closets, and a private en-suite bath with dual sinks, garden tub and separate walk-in shower. The kitchen is centrally located and features raised-panel opaque cabinetry, gently used appliances, breakfast bar, pass-through window to the lanai and a spacious dinette area. The formal dining room is conveniently just off the kitchen to make those special meals a breeze. The adjacent family room features a wood-burning fireplace, wet bar, extra storage and sliding glass doors leading to the lanai. The secondary bedrooms are just off the family room and can be separated with a convenient pocketing door, creating a private guest wing. Both bedrooms feature walk-in closets and are near the second full bath, which also serves as a convenient pool bath. Go outside to enjoy Florida living at its best. The spacious lanai offers plenty of room for outdoor dining and entertaining, while the private pool and spa create a relaxing backyard retreat. Multiple sliding glass doors provide excellent indoor-outdoor flow and allow the lanai to become a natural extension of the home's living space. Additional features include a laundry room with extra cabinetry and utility sink, a spacious two-car garage with additional storage and side-yard access, and a circular driveway with ample parking. With its spacious floor plan, private pool and spa, fenced nearly one-third-acre lot, valuable updates and convenient proximity to Gulf beaches, this Sorrento Woods home is a wonderful opportunity to enjoy the best of the Florida lifestyle. The low HOA fees and no CDD make the charming community of Sorrento Woods desirable. Residents of Sorrento Woods enjoy a private boat launch and fishing pier, as well as a playground, horseshoes and bocce ball courts. Conveniently near shopping, dining, Interstate 75, U.S. 41, A+ rated schools, Sarasota Memorial Hospital, beautiful Gulf beaches and the quaint downtown of Venice.

3 Beds ⋅ 2 Baths ⋅ Sorrento Woods SubDv. ⋅ 34275 Zip Code

Under contract-accepting backup offers. Welcome to this beautifully maintained 2,425-square-foot pool home in the desirable community of Sorrento Woods. On nearly one-third of an acre with a fenced backyard, this bright and spacious three-bedroom, two-bath home offers privacy, abundant natural light and the ideal Florida lifestyle just minutes from pristine Gulf beaches. Recent improvements provide added peace of mind, including a 2019 air-conditioning system, 2019 garage door, 2018 reroof, and eight new impact windows installed in 2018. Enter through beautiful glass door into a welcoming foyer with soaring ceilings and sparkling pool views. The split-bedroom floor plan provides a spacious and functional layout with a formal living room, formal dining room, family room, dinette and two-car garage. The formal living room features large sliding glass doors that open to the expansive lanai. The generous primary suite is privately positioned and offers flexible space for a home office, fitness area or sitting room with high windows, dual corner sliders leading to the lanai, two walk-in closets, and a private en-suite bath with dual sinks, garden tub and separate walk-in shower. The kitchen is centrally located and features raised-panel opaque cabinetry, gently used appliances, breakfast bar, pass-through window to the lanai and a spacious dinette area. The formal dining room is conveniently just off the kitchen to make those special meals a breeze. The adjacent family room features a wood-burning fireplace, wet bar, extra storage and sliding glass doors leading to the lanai. The secondary bedrooms are just off the family room and can be separated with a convenient pocketing door, creating a private guest wing. Both bedrooms feature walk-in closets and are near the second full bath, which also serves as a convenient pool bath. Go outside to enjoy Florida living at its best. The spacious lanai offers plenty of room for outdoor dining and entertaining, while the private pool and spa create a relaxing backyard retreat. Multiple sliding glass doors provide excellent indoor-outdoor flow and allow the lanai to become a natural extension of the home's living space. Additional features include a laundry room with extra cabinetry and utility sink, a spacious two-car garage with additional storage and side-yard access, and a circular driveway with ample parking. With its spacious floor plan, private pool and spa, fenced nearly one-third-acre lot, valuable updates and convenient proximity to Gulf beaches, this Sorrento Woods home is a wonderful opportunity to enjoy the best of the Florida lifestyle. The low HOA fees and no CDD make the charming community of Sorrento Woods desirable. Residents of Sorrento Woods enjoy a private boat launch and fishing pier, as well as a playground, horseshoes and bocce ball courts. Conveniently near shopping, dining, Interstate 75, U.S. 41, A+ rated schools, Sarasota Memorial Hospital, beautiful Gulf beaches and the quaint downtown of Venice.

1064 Sorrento Woods Boulevard, Nokomis

$4,950,000

Positioned on 1.9 private waterfront acres with approximately 200 feet of bay frontage, this exceptional estate offers a rare combination of immediate waterfront enjoyment and long-term flexibility. With multiple docks and direct access to Sarasota Bay, the property is ideally suited for those seeking an authentic waterfront lifestyle defined by boating, fishing, recreation and effortless access to the Gulf Coast's most desirable destinations. Spanning approximately 2,960 square feet under air, the residence blends rich architectural detailing with panoramic water and nature views throughout. Wood-trimmed windows, doors and millwork, tray ceilings, recessed lighting, large-format tile flooring and extensive custom cabinetry create a warm yet elevated atmosphere. The open-concept layout is anchored by a spacious great room featuring a built-in gas fireplace, custom entertainment wall and expansive sliding glass doors that create seamless indoor-outdoor flow. The kitchen is designed for both entertaining and everyday living with a Viking dual-oven gas range with integrated griddle and char broiler, Sub-Zero refrigerator, Bosch dishwasher, custom wood cabinetry, decorative copper lighting, integrated wine storage, center island with prep sink and a waterfront breakfast nook with terrace access. The primary suite serves as a private retreat with French doors to outdoor living areas, water and pool views, a custom walk-in closet and a spa-inspired bath featuring a Jacuzzi tub, dual vanities and an oversized walk-in shower. Additional spaces include a private office, guest suite and flexible bonus/game room complete with projector screen, surround sound system, wet bar, beverage refrigerator and French doors opening to the outdoor areas. Outdoor living is thoughtfully designed with an upper-level covered waterfront terrace, raised spa, screen-enclosed resort-style pool terrace, multiple lounge areas and tropical landscaping overlooking the water. For boating enthusiasts, the property features a new private composite dock with a 12,000-pound Deco boat lift, water and electric service, fish cleaning station and deep-water access and a second dock. Completing the property is an attached 2-car garage and a rare detached air-conditioned garage complex with capacity for up to 7 vehicles, workshop space, office area and extensive storage for boats, golf carts, trailers and recreational equipment. The property presents a potential opportunity for future division into two distinct waterfront homesites, each benefiting from approximately 100 feet of water-frontage. The northern parcel would encompass the existing residence and detached garage complex, while the southern parcel offers the potential for a premier bayfront homesite. Beyond its exceptional development potential, the estate delivers deep-water boating access, expansive garage capacity and thoughtfully designed indoor-outdoor living. The property is just moments from waterfront dining, marinas and beaches that define the Gulf Coast lifestyle. Nokomis Beach, Venice Island, Legacy Trail, Casey Key, Oscar Scherer State Park and downtown Venice are all nearby, while quick access to Sarasota, the barrier islands and Interstate 75 allow for effortless travel throughout the region. Combining acreage, waterfrontage, boating infrastructure and exceptional garage capacity, this is a rare opportunity to experience the best of Florida waterfront living.

3 Beds ⋅ 3 Baths ⋅ 34275 Zip Code

Positioned on 1.9 private waterfront acres with approximately 200 feet of bay frontage, this exceptional estate offers a rare combination of immediate waterfront enjoyment and long-term flexibility. With multiple docks and direct access to Sarasota Bay, the property is ideally suited for those seeking an authentic waterfront lifestyle defined by boating, fishing, recreation and effortless access to the Gulf Coast's most desirable destinations. Spanning approximately 2,960 square feet under air, the residence blends rich architectural detailing with panoramic water and nature views throughout. Wood-trimmed windows, doors and millwork, tray ceilings, recessed lighting, large-format tile flooring and extensive custom cabinetry create a warm yet elevated atmosphere. The open-concept layout is anchored by a spacious great room featuring a built-in gas fireplace, custom entertainment wall and expansive sliding glass doors that create seamless indoor-outdoor flow. The kitchen is designed for both entertaining and everyday living with a Viking dual-oven gas range with integrated griddle and char broiler, Sub-Zero refrigerator, Bosch dishwasher, custom wood cabinetry, decorative copper lighting, integrated wine storage, center island with prep sink and a waterfront breakfast nook with terrace access. The primary suite serves as a private retreat with French doors to outdoor living areas, water and pool views, a custom walk-in closet and a spa-inspired bath featuring a Jacuzzi tub, dual vanities and an oversized walk-in shower. Additional spaces include a private office, guest suite and flexible bonus/game room complete with projector screen, surround sound system, wet bar, beverage refrigerator and French doors opening to the outdoor areas. Outdoor living is thoughtfully designed with an upper-level covered waterfront terrace, raised spa, screen-enclosed resort-style pool terrace, multiple lounge areas and tropical landscaping overlooking the water. For boating enthusiasts, the property features a new private composite dock with a 12,000-pound Deco boat lift, water and electric service, fish cleaning station and deep-water access and a second dock. Completing the property is an attached 2-car garage and a rare detached air-conditioned garage complex with capacity for up to 7 vehicles, workshop space, office area and extensive storage for boats, golf carts, trailers and recreational equipment. The property presents a potential opportunity for future division into two distinct waterfront homesites, each benefiting from approximately 100 feet of water-frontage. The northern parcel would encompass the existing residence and detached garage complex, while the southern parcel offers the potential for a premier bayfront homesite. Beyond its exceptional development potential, the estate delivers deep-water boating access, expansive garage capacity and thoughtfully designed indoor-outdoor living. The property is just moments from waterfront dining, marinas and beaches that define the Gulf Coast lifestyle. Nokomis Beach, Venice Island, Legacy Trail, Casey Key, Oscar Scherer State Park and downtown Venice are all nearby, while quick access to Sarasota, the barrier islands and Interstate 75 allow for effortless travel throughout the region. Combining acreage, waterfrontage, boating infrastructure and exceptional garage capacity, this is a rare opportunity to experience the best of Florida waterfront living.

612 Laurel Road W, Nokomis

$4,790,000

Lakefront living and elevated architecture come together at 101 Osprey Point Drive, a Bo MacEwen-designed estate privately positioned on nearly an acre within the gates of Sarasota’s prestigious Oaks Bayside community. Spanning more than 5,000 square feet across two of the community’s most desirable homesites with 150 feet of water frontage, the residence blends timeless architecture, exceptional entertaining spaces, and a tranquil resort-style setting surrounded by lush landscaping and sweeping water views. An oversized granite-tiled circular drive and stately double-door entrance create a memorable arrival, leading into interiors defined by soaring ceilings, white onyx flooring with marble inlays, handcrafted millwork, dramatic fireplaces, crystal chandeliers, and walls of French doors opening to the lakefront terrace and pool. Designed for both elegant entertaining and everyday comfort, the home offers a series of richly detailed gathering spaces including a formal living room with dual fireplaces, a lakefront dining room with custom built-ins, a domed-ceiling sitting room ideal for cocktails or conversation, and a custom bar and wine room with etched-glass cabinetry, stone countertops, and display shelving. The remodeled chef’s kitchen combines classic design with modern functionality, featuring UltraKraft cabinetry, custom soffit lighting, Corian countertops, a center island with breakfast bar, and premium appliances including a Sub-Zero refrigerator, Wolf gas cooktop, wall oven, warming drawer, microwave, dual KitchenAid dishwashers, and wine refrigerator. A butler’s pantry and sunlit breakfast nook overlooking the gardens further enhance the home’s livability. The primary suite serves as a private retreat with a spacious sitting area, custom closets, and a spa-inspired bathroom renovated in 2025. Three additional guest suites with updated baths provide comfort and flexibility, including a separate suite ideally positioned for extended-stay guests, live-in assistance, or multigenerational living. Outdoor living is centered around an open-air pool, expansive entertaining deck, and cabana framed by mature landscaping and manicured hedges, creating a private oasis with peaceful lake views. Additional updates include refinished hardwood flooring, updated guest baths, and a Daikin 5-ton HVAC system installed in 2022. Located within The Oaks Club, residents enjoy access to one of Sarasota’s premier private club communities, offering two championship golf courses, tennis and pickleball courts, croquet, a state-of-the-art fitness center and spa, multiple dining venues, and a private community dock on Little Sarasota Bay. Just moments from Sarasota waterfront dining, Siesta Key beaches, and Sarasota/Venice cultural attractions, this distinguished lakefront estate presents an exceptional opportunity within one of the Gulf Coast’s most established luxury communities.

4 Beds ⋅ 6 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code

Lakefront living and elevated architecture come together at 101 Osprey Point Drive, a Bo MacEwen-designed estate privately positioned on nearly an acre within the gates of Sarasota’s prestigious Oaks Bayside community. Spanning more than 5,000 square feet across two of the community’s most desirable homesites with 150 feet of water frontage, the residence blends timeless architecture, exceptional entertaining spaces, and a tranquil resort-style setting surrounded by lush landscaping and sweeping water views. An oversized granite-tiled circular drive and stately double-door entrance create a memorable arrival, leading into interiors defined by soaring ceilings, white onyx flooring with marble inlays, handcrafted millwork, dramatic fireplaces, crystal chandeliers, and walls of French doors opening to the lakefront terrace and pool. Designed for both elegant entertaining and everyday comfort, the home offers a series of richly detailed gathering spaces including a formal living room with dual fireplaces, a lakefront dining room with custom built-ins, a domed-ceiling sitting room ideal for cocktails or conversation, and a custom bar and wine room with etched-glass cabinetry, stone countertops, and display shelving. The remodeled chef’s kitchen combines classic design with modern functionality, featuring UltraKraft cabinetry, custom soffit lighting, Corian countertops, a center island with breakfast bar, and premium appliances including a Sub-Zero refrigerator, Wolf gas cooktop, wall oven, warming drawer, microwave, dual KitchenAid dishwashers, and wine refrigerator. A butler’s pantry and sunlit breakfast nook overlooking the gardens further enhance the home’s livability. The primary suite serves as a private retreat with a spacious sitting area, custom closets, and a spa-inspired bathroom renovated in 2025. Three additional guest suites with updated baths provide comfort and flexibility, including a separate suite ideally positioned for extended-stay guests, live-in assistance, or multigenerational living. Outdoor living is centered around an open-air pool, expansive entertaining deck, and cabana framed by mature landscaping and manicured hedges, creating a private oasis with peaceful lake views. Additional updates include refinished hardwood flooring, updated guest baths, and a Daikin 5-ton HVAC system installed in 2022. Located within The Oaks Club, residents enjoy access to one of Sarasota’s premier private club communities, offering two championship golf courses, tennis and pickleball courts, croquet, a state-of-the-art fitness center and spa, multiple dining venues, and a private community dock on Little Sarasota Bay. Just moments from Sarasota waterfront dining, Siesta Key beaches, and Sarasota/Venice cultural attractions, this distinguished lakefront estate presents an exceptional opportunity within one of the Gulf Coast’s most established luxury communities.

101 Osprey Point Drive, Osprey

$565,000

This stunning Nokomis pool home blends modern luxury with exceptional Florida living. Nestled on a beautifully landscaped lot with mature tropical greenery, this property offers privacy, style, and functionality throughout. The open-concept interior features designer finishes, a show-stopping chef’s kitchen, spa-inspired bathrooms, and high-end upgrades from top to bottom. Step outside to your private backyard retreat with an expansive outdoor living area, oversized 8-foot deep heated saltwater pool, screened lanai, and fully fenced yard—perfect for entertaining, relaxing, or enjoying year-round coastal living. Low HOA, no CDD fees, and access to highly rated schools with convenient neighborhood bus transportation make this beautifully updated property an exceptional choice for both families and long-term value. A rare remodeled opportunity combining sophisticated indoor updates with incredible outdoor amenities in one of Nokomis’ most desirable locations. Conveniently located near Nokomis Beach, shopping, dining, and top-rated schools, this beautifully remodeled property offers easy access to both Sarasota and Venice.

3 Beds ⋅ 2 Baths ⋅ Sorrento East SubDv. ⋅ 34275 Zip Code

This stunning Nokomis pool home blends modern luxury with exceptional Florida living. Nestled on a beautifully landscaped lot with mature tropical greenery, this property offers privacy, style, and functionality throughout. The open-concept interior features designer finishes, a show-stopping chef’s kitchen, spa-inspired bathrooms, and high-end upgrades from top to bottom. Step outside to your private backyard retreat with an expansive outdoor living area, oversized 8-foot deep heated saltwater pool, screened lanai, and fully fenced yard—perfect for entertaining, relaxing, or enjoying year-round coastal living. Low HOA, no CDD fees, and access to highly rated schools with convenient neighborhood bus transportation make this beautifully updated property an exceptional choice for both families and long-term value. A rare remodeled opportunity combining sophisticated indoor updates with incredible outdoor amenities in one of Nokomis’ most desirable locations. Conveniently located near Nokomis Beach, shopping, dining, and top-rated schools, this beautifully remodeled property offers easy access to both Sarasota and Venice.

392 W Rossetti Drive, Nokomis

$1,289,000

One or more photo(s) has been virtually staged. Designed by renowned architect Frank Folsom Smith, this timeless luxury residence is privately positioned on an expansive double lot at the end of a quiet cul-de-sac in Bishops Court, an intimate gated enclave within The Oaks Preserve in Osprey, Florida. Framed by lush conservation views and a canopy of mature oaks, the property blends classic architectural character with thoughtfully curated updates in one of the Sarasota area’s most prestigious private country club communities. Professional lawn care and irrigation are included in the monthly fees. The residence offers three bedrooms, three-and-a-half baths, multiple indoor and outdoor gathering spaces, and a seamless connection to its tranquil natural surroundings. Crown molding, hardwood flooring, custom millwork, vaulted ceilings, plantation shutters, and two fireplaces create a warm yet elevated aesthetic throughout. The great room opens effortlessly to the screened Florida room and private outdoor living areas, while the dining room’s built-in serving bar and wine chiller complement the beautifully updated kitchen. Custom white cabinetry, granite countertops, stainless steel appliances, an oversized island, and curated designer lighting define the space. A Sonos sound system extends throughout the residence. The primary suite is a private retreat featuring vaulted ceilings, a bay-window sitting area, outdoor access, and a fully renovated, spa-inspired bathroom completed in 2023. Dramatic marble-look tile, a frameless glass shower, dual vanities, and a freestanding soaking tub positioned beneath a skylight create a serene, resort-like experience. The additional bathrooms have also been extensively renovated with elevated finishes and designer fixtures. In the laundry room, custom storage, shiplap detailing, and functional built-ins boast a refined aesthetic. Upstairs, a spacious bonus room, freshly painted in 2026, features a fireplace and opens directly to a newly renovated second-story deck overlooking the treetops. Complete with a full bathroom, this highly versatile level can serve as private guest accommodations, a recreation or media room, home office, art studio, creative retreat, or secluded lounge. Outdoor living is equally compelling, centered around a seven-foot-deep heated pool and spa surrounded by brick pavers, tropical landscaping, and peaceful preserve views with no rear neighbors. Recent improvements include a new pool heater, filtration system, pump and motor; new lanai screening and aluminum framing; exterior paint completed in 2025; a new main-level air-conditioning system; and a new second-story flat roof with a warranty. Ownership in The Oaks Preserve provides access to The Oaks Club. The Oaks offers an exceptional club-centered lifestyle just south of Sarasota, with two championship golf courses, Har-Tru tennis courts, pickleball, croquet, a state-of-the-art fitness center, fine and casual dining, and an active year-round social calendar. Golf or Social Membership is required with homeownership. The Oaks Club has earned recognition as a Platinum Club of America, a Distinguished Emerald Residential Country Club, and an Audubon International Certified property, reinforcing its standing as a premier private residential club. The Oaks delivers an exceptional lifestyle in Osprey between Sarasota and Venice. Gulf Coast beaches, boating, the Legacy Trail, Oscar Scherer State Park, Pine View School, downtown Sarasota, and historic Venice are all within easy reach.

3 Beds ⋅ 4 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code

One or more photo(s) has been virtually staged. Designed by renowned architect Frank Folsom Smith, this timeless luxury residence is privately positioned on an expansive double lot at the end of a quiet cul-de-sac in Bishops Court, an intimate gated enclave within The Oaks Preserve in Osprey, Florida. Framed by lush conservation views and a canopy of mature oaks, the property blends classic architectural character with thoughtfully curated updates in one of the Sarasota area’s most prestigious private country club communities. Professional lawn care and irrigation are included in the monthly fees. The residence offers three bedrooms, three-and-a-half baths, multiple indoor and outdoor gathering spaces, and a seamless connection to its tranquil natural surroundings. Crown molding, hardwood flooring, custom millwork, vaulted ceilings, plantation shutters, and two fireplaces create a warm yet elevated aesthetic throughout. The great room opens effortlessly to the screened Florida room and private outdoor living areas, while the dining room’s built-in serving bar and wine chiller complement the beautifully updated kitchen. Custom white cabinetry, granite countertops, stainless steel appliances, an oversized island, and curated designer lighting define the space. A Sonos sound system extends throughout the residence. The primary suite is a private retreat featuring vaulted ceilings, a bay-window sitting area, outdoor access, and a fully renovated, spa-inspired bathroom completed in 2023. Dramatic marble-look tile, a frameless glass shower, dual vanities, and a freestanding soaking tub positioned beneath a skylight create a serene, resort-like experience. The additional bathrooms have also been extensively renovated with elevated finishes and designer fixtures. In the laundry room, custom storage, shiplap detailing, and functional built-ins boast a refined aesthetic. Upstairs, a spacious bonus room, freshly painted in 2026, features a fireplace and opens directly to a newly renovated second-story deck overlooking the treetops. Complete with a full bathroom, this highly versatile level can serve as private guest accommodations, a recreation or media room, home office, art studio, creative retreat, or secluded lounge. Outdoor living is equally compelling, centered around a seven-foot-deep heated pool and spa surrounded by brick pavers, tropical landscaping, and peaceful preserve views with no rear neighbors. Recent improvements include a new pool heater, filtration system, pump and motor; new lanai screening and aluminum framing; exterior paint completed in 2025; a new main-level air-conditioning system; and a new second-story flat roof with a warranty. Ownership in The Oaks Preserve provides access to The Oaks Club. The Oaks offers an exceptional club-centered lifestyle just south of Sarasota, with two championship golf courses, Har-Tru tennis courts, pickleball, croquet, a state-of-the-art fitness center, fine and casual dining, and an active year-round social calendar. Golf or Social Membership is required with homeownership. The Oaks Club has earned recognition as a Platinum Club of America, a Distinguished Emerald Residential Country Club, and an Audubon International Certified property, reinforcing its standing as a premier private residential club. The Oaks delivers an exceptional lifestyle in Osprey between Sarasota and Venice. Gulf Coast beaches, boating, the Legacy Trail, Oscar Scherer State Park, Pine View School, downtown Sarasota, and historic Venice are all within easy reach.

156 Bishops Court Road, Osprey

$1,100,000

Under contract-accepting backup offers. *THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**Opportunities like this don’t come up often. Set on an oversized lakefront lot with a rare combination of water views and a private preserve backdrop, this home offers a level of privacy that’s hard to find, especially within 3.7 miles to Nokomis beach. With more than $175,000 in thoughtful post-closing upgrades, the design feels clean and current with a modern coastal look that isn’t overdone. Impact windows and doors throughout, light finishes, and a barely lived in condition give it that fresh, move in ready feel without the timeline or uncertainty of new construction. It shows the way a model home does, and with no CDD fees, it stands out in a price point where many buyers expect added costs. The layout is both functional and flexible, which is what makes it live so well. In addition to three bedrooms and three full bathrooms, there are multiple spaces that can adapt to your day to day. The bonus room is currently set up as a gym but could easily serve as a fourth bedroom, media room, or playroom. At the front of the home, the office is being used as a playroom and offers another flexible space for work, guests, or hobbies. It gives you options without feeling oversized or wasted. Thoughtful upgrades run throughout the home. Kef speakers indoors and out integrated with MusicCast, smart lighting, Lutron shades, a custom bar feature, and energy efficient insulation all add to the overall comfort and ease of living here. The primary suite is designed with function in mind, including a custom closet that makes everyday organization simple. But, out back is where the setting really comes to life. The combination of lake and preserve creates a peaceful, private backdrop, and the pool and spa added in 2025 feel like a natural extension of the home. Paired with the outdoor kitchen and fenced yard, it is a space that works just as well for quiet evenings as it does for entertaining. Located in Cassata Lakes, but outside the gates for the larger estate lots, it is a community known for newer homes without the higher fees. If you have been waiting for something that offers privacy, flexibility, and that close to the beach lifestyle without the usual trade offs, schedule your private showing today!

3 Beds ⋅ 3 Baths ⋅ Nokomis SubDv. ⋅ 34275 Zip Code

Under contract-accepting backup offers. *THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**Opportunities like this don’t come up often. Set on an oversized lakefront lot with a rare combination of water views and a private preserve backdrop, this home offers a level of privacy that’s hard to find, especially within 3.7 miles to Nokomis beach. With more than $175,000 in thoughtful post-closing upgrades, the design feels clean and current with a modern coastal look that isn’t overdone. Impact windows and doors throughout, light finishes, and a barely lived in condition give it that fresh, move in ready feel without the timeline or uncertainty of new construction. It shows the way a model home does, and with no CDD fees, it stands out in a price point where many buyers expect added costs. The layout is both functional and flexible, which is what makes it live so well. In addition to three bedrooms and three full bathrooms, there are multiple spaces that can adapt to your day to day. The bonus room is currently set up as a gym but could easily serve as a fourth bedroom, media room, or playroom. At the front of the home, the office is being used as a playroom and offers another flexible space for work, guests, or hobbies. It gives you options without feeling oversized or wasted. Thoughtful upgrades run throughout the home. Kef speakers indoors and out integrated with MusicCast, smart lighting, Lutron shades, a custom bar feature, and energy efficient insulation all add to the overall comfort and ease of living here. The primary suite is designed with function in mind, including a custom closet that makes everyday organization simple. But, out back is where the setting really comes to life. The combination of lake and preserve creates a peaceful, private backdrop, and the pool and spa added in 2025 feel like a natural extension of the home. Paired with the outdoor kitchen and fenced yard, it is a space that works just as well for quiet evenings as it does for entertaining. Located in Cassata Lakes, but outside the gates for the larger estate lots, it is a community known for newer homes without the higher fees. If you have been waiting for something that offers privacy, flexibility, and that close to the beach lifestyle without the usual trade offs, schedule your private showing today!

1154 Kings Way Drive, Nokomis

$2,470,000

A custom-built Baron estate of timeless elegance, overlooking a tranquil lake from a quiet cul-de-sac within one of the region’s most coveted guard-gated communities. Located in Oaks Bayside, oak-canopied streets, private bay access, and a peaceful setting define everyday living—just steps from the community’s private day dock on Little Sarasota Bay for kayaking and sunset views. Offering 5,287 square feet of living space, the home features four bedrooms, an office, a study, and 3½ baths, with a floor plan designed for both refined entertaining and comfortable living. Travertine marble and rich hardwood floors extend beneath coffered and tray ceilings, while aquarium windows and impact glass fill the interiors with natural light and frame serene lake views. A gas fireplace anchors the living room, and surround sound enhances the main living areas, all flowing seamlessly to the screened lanai. The chef’s kitchen is appointed with Wolf and Sub-Zero appliances, an oversized island with bar seating, and a walk-through pantry. A casual dining area adjoins the kitchen, while a separate formal dining room accommodates more formal gatherings. A wet bar with a large-capacity wine refrigerator and custom cabinetry adds a sophisticated entertaining element. The primary suite offers a private sitting area and a luxurious bath with separate vanities, individual dressing areas, private water closets, and two walk-in closets with custom built-ins. Three additional bedrooms are thoughtfully positioned for family or guests, along with a spacious office, separate study, and a five-seat home theater. Outdoors, the expansive screened lanai is designed for year-round living, featuring a pool, spa, fountain, covered seating, and a full outdoor kitchen overlooking the lake and lush tropical landscaping. An elegant circular paver drive and a three-car garage with epoxy floors and extensive storage enhance both form and function. Additional highlights include a whole-home vacuum system, solid wood doors, impact windows, a cedar closet, and abundant storage throughout. Located in Flood Zone X for added peace of mind. The Oaks Country Club offers 2 championship 18 hole golf courses, Tennis, pickleball, croquet, bocce, and an abundance of social activities to stay engaged in all the club has to offer. Ideally located near downtown Sarasota, Siesta Key Beach, and renowned cultural destinations, Oaks Bayside offers a rare blend of privacy and convenience. Membership to The Oaks Club is required. A wonderful opportunity to live in one of the finest country clubs in Florida.

4 Beds ⋅ 4 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code

A custom-built Baron estate of timeless elegance, overlooking a tranquil lake from a quiet cul-de-sac within one of the region’s most coveted guard-gated communities. Located in Oaks Bayside, oak-canopied streets, private bay access, and a peaceful setting define everyday living—just steps from the community’s private day dock on Little Sarasota Bay for kayaking and sunset views. Offering 5,287 square feet of living space, the home features four bedrooms, an office, a study, and 3½ baths, with a floor plan designed for both refined entertaining and comfortable living. Travertine marble and rich hardwood floors extend beneath coffered and tray ceilings, while aquarium windows and impact glass fill the interiors with natural light and frame serene lake views. A gas fireplace anchors the living room, and surround sound enhances the main living areas, all flowing seamlessly to the screened lanai. The chef’s kitchen is appointed with Wolf and Sub-Zero appliances, an oversized island with bar seating, and a walk-through pantry. A casual dining area adjoins the kitchen, while a separate formal dining room accommodates more formal gatherings. A wet bar with a large-capacity wine refrigerator and custom cabinetry adds a sophisticated entertaining element. The primary suite offers a private sitting area and a luxurious bath with separate vanities, individual dressing areas, private water closets, and two walk-in closets with custom built-ins. Three additional bedrooms are thoughtfully positioned for family or guests, along with a spacious office, separate study, and a five-seat home theater. Outdoors, the expansive screened lanai is designed for year-round living, featuring a pool, spa, fountain, covered seating, and a full outdoor kitchen overlooking the lake and lush tropical landscaping. An elegant circular paver drive and a three-car garage with epoxy floors and extensive storage enhance both form and function. Additional highlights include a whole-home vacuum system, solid wood doors, impact windows, a cedar closet, and abundant storage throughout. Located in Flood Zone X for added peace of mind. The Oaks Country Club offers 2 championship 18 hole golf courses, Tennis, pickleball, croquet, bocce, and an abundance of social activities to stay engaged in all the club has to offer. Ideally located near downtown Sarasota, Siesta Key Beach, and renowned cultural destinations, Oaks Bayside offers a rare blend of privacy and convenience. Membership to The Oaks Club is required. A wonderful opportunity to live in one of the finest country clubs in Florida.

449 Webbs Cove, Osprey

$1,250,000

Renovated throughout, this stunning four-bedroom, four-bath residence is in one of the West Coast of Florida's premier marina communities, Southbay Yacht and Racquet Club. This sought-after waterfront community features a community-owned marina with 172 boat slips accommodating vessels up to 55 feet, all within a protected deep-water basin. Enjoy low quarterly HOA fees, $656, for a resort-style atmosphere. This home features a beautifully updated chef's kitchen with a gas cooktop, double ovens and a large island with ample seating. A spacious dining room and wet bar provide an ideal setting for gatherings, while the split bedroom floor plan offers privacy for family and guests. Recent upgrades include a newer roof, hurricane-rated windows, appliances and updated plumbing and electrical. Osprey is between Sarasota and Venice, just 20 minutes to the famous Siesta Key Beach. A quarter mile away, the Legacy Trail offers miles of scenic biking and walking paths, along with easy access to Oscar Scherer State Park. The area has an abundance of waterfront dining options and shopping just a walk or golf cart ride away. Osprey is home to Pine View School for the gifted, consistently ranked the number one school in Florida and among the top in the nation.

4 Beds ⋅ 4 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code

Renovated throughout, this stunning four-bedroom, four-bath residence is in one of the West Coast of Florida's premier marina communities, Southbay Yacht and Racquet Club. This sought-after waterfront community features a community-owned marina with 172 boat slips accommodating vessels up to 55 feet, all within a protected deep-water basin. Enjoy low quarterly HOA fees, $656, for a resort-style atmosphere. This home features a beautifully updated chef's kitchen with a gas cooktop, double ovens and a large island with ample seating. A spacious dining room and wet bar provide an ideal setting for gatherings, while the split bedroom floor plan offers privacy for family and guests. Recent upgrades include a newer roof, hurricane-rated windows, appliances and updated plumbing and electrical. Osprey is between Sarasota and Venice, just 20 minutes to the famous Siesta Key Beach. A quarter mile away, the Legacy Trail offers miles of scenic biking and walking paths, along with easy access to Oscar Scherer State Park. The area has an abundance of waterfront dining options and shopping just a walk or golf cart ride away. Osprey is home to Pine View School for the gifted, consistently ranked the number one school in Florida and among the top in the nation.

408 Yacht Harbor Drive, Osprey

$2,700,000

**Welcome to 420 Palmetto Crescent – A Luxurious Waterfront Oasis** Step into a realm of unparalleled elegance and breathtaking waterfront views at this custom-built masterpiece by Beechwood Builders. Nestled in the serene Nokomis, Florida, this stunning residence boasts 145 feet of private bay frontage, offering direct access to the Gulf of America just minutes away—perfect for boating enthusiasts. This exquisite 3-bedroom, 2.5-bath home is designed for both relaxation and entertainment. The spacious garage accommodates up to 7 cars and includes a workshop area. Dive into the luxurious saltwater pool or unwind in the spa, by an inviting outdoor kitchen, featuring a new gas grill, ideal for alfresco dining. The beautifully landscaped property features a meticulously laid paver brick driveway, as well as, pavers surrounding the pool and covered lanai. Low-maintenance artificial turf eliminates the need for mowing. At the heart of the home lies a chef’s kitchen, complete with top-of-the-line Jenn- Air appliances. Elegant cherry wood cabinets and doors throughout add a warm touch, and designer pendant lights create an inviting atmosphere over the expansive island. The grandeur continues in the great room, which features a double bump-up ceiling soaring to 14 feet, adorned with sophisticated crown molding and a wet bar complete with a beverage cooler. Enjoy seamless transitions from the living and dining areas to the balcony, where you can revel in serene views overlooking the pool, spa, and picturesque Lyons Bay. Centrally located, this luxurious residence is just a stone's throw from shopping, gourmet restaurants, stunning beaches, and the charming Venice Island. Experience the lifestyle you have always dreamed of—schedule your private showing today and make 420 Palmetto Crescent your luxurious waterfront sanctuary.

3 Beds ⋅ 3 Baths ⋅ Lyons Bay SubDv. ⋅ 34275 Zip Code

**Welcome to 420 Palmetto Crescent – A Luxurious Waterfront Oasis** Step into a realm of unparalleled elegance and breathtaking waterfront views at this custom-built masterpiece by Beechwood Builders. Nestled in the serene Nokomis, Florida, this stunning residence boasts 145 feet of private bay frontage, offering direct access to the Gulf of America just minutes away—perfect for boating enthusiasts. This exquisite 3-bedroom, 2.5-bath home is designed for both relaxation and entertainment. The spacious garage accommodates up to 7 cars and includes a workshop area. Dive into the luxurious saltwater pool or unwind in the spa, by an inviting outdoor kitchen, featuring a new gas grill, ideal for alfresco dining. The beautifully landscaped property features a meticulously laid paver brick driveway, as well as, pavers surrounding the pool and covered lanai. Low-maintenance artificial turf eliminates the need for mowing. At the heart of the home lies a chef’s kitchen, complete with top-of-the-line Jenn- Air appliances. Elegant cherry wood cabinets and doors throughout add a warm touch, and designer pendant lights create an inviting atmosphere over the expansive island. The grandeur continues in the great room, which features a double bump-up ceiling soaring to 14 feet, adorned with sophisticated crown molding and a wet bar complete with a beverage cooler. Enjoy seamless transitions from the living and dining areas to the balcony, where you can revel in serene views overlooking the pool, spa, and picturesque Lyons Bay. Centrally located, this luxurious residence is just a stone's throw from shopping, gourmet restaurants, stunning beaches, and the charming Venice Island. Experience the lifestyle you have always dreamed of—schedule your private showing today and make 420 Palmetto Crescent your luxurious waterfront sanctuary.

420 Palmetto Crescent, Nokomis

$5,999,999

Bring your yacht. This is Sarasota waterfront living at its most refined. First time on the market, this custom-built John Cannon estate is perfectly positioned within Southbay Yacht & Racquet Club—one of Sarasota’s most exclusive waterfront communities offering a true private yacht club lifestyle within the neighborhood. With a deep-water marina reserved for residents, accommodating vessels up to 55 feet, and direct access to the Intracoastal Waterway and Gulf of Mexico, this is a setting designed for those who expect seamless access to life on the water. Privately situated on a homesite surrounded by water on two sides, the property offers a rare level of exposure and presence. From your outdoor living spaces, the backdrop is ever-changing—boats moving through the marina, dolphins just beyond your dock, and unobstructed sunsets that define the end of each day. Inside, the residence is a study in craftsmanship and comfort, where rich wood detailing carries throughout—from the staircase to the ceilings in the main living areas and extending into the outdoor spaces—creating a warm, architectural continuity rarely seen. Walls of impact-rated windows and doors bring in natural light while offering peace of mind, while expansive sliders pocket away completely—creating a perfect expression of Florida living with seamless indoor-outdoor flow and unobstructed sunset views across the bay. The kitchen is both striking and highly functional, appointed with Wolf and Miele appliances, dual Sub-Zero refrigerators, a warming drawer, two sinks, and a concealed pantry, all complemented by generous storage and oversized closets throughout the home. A fireplace anchors the main living space, adding warmth and ambiance. Designed for real life as beautifully as it is for entertaining, the home also features a thoughtfully designed mudroom off the garage entry, creating an organized and functional transition into the home. Outdoor living is equally elevated and designed for year-round enjoyment. Electronic roll-down screens allow you to fully enjoy the outdoor kitchen, complete with a propane grill and hood, sink, and composite cabinetry. Just beyond, a propane-fed fire pit creates the perfect setting for evenings by the pool. The separate air-conditioned poolside cabana offers stunning bayfront views and is equipped with its own refrigerator and ice maker—ideal for entertaining or creating a private retreat for guests. The floor plan is thoughtfully designed, offering 4 bedrooms, 4.5 baths, a private office, upstairs lounge, and expansive laundry room—balancing everyday livability with elevated design. For collectors and enthusiasts, the 5-car garage with 9,000 lb lift provides exceptional capacity, while the 110-foot private dock with jet ski lift delivers a level of waterfront utility that is increasingly rare. Southbay Yacht & Racquet Club offers a curated lifestyle with a private marina, clubhouse, fitness center, heated pool, tennis and pickleball courts, and walking trails—all within minutes of Casey Key, where pristine beaches, waterfront dining, and relaxed coastal elegance define the surrounding area. This is a property that stands apart. Compare it to anything else on the market and the value is clear. Priced to sell, with a motivated seller.

4 Beds ⋅ 5 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code

Bring your yacht. This is Sarasota waterfront living at its most refined. First time on the market, this custom-built John Cannon estate is perfectly positioned within Southbay Yacht & Racquet Club—one of Sarasota’s most exclusive waterfront communities offering a true private yacht club lifestyle within the neighborhood. With a deep-water marina reserved for residents, accommodating vessels up to 55 feet, and direct access to the Intracoastal Waterway and Gulf of Mexico, this is a setting designed for those who expect seamless access to life on the water. Privately situated on a homesite surrounded by water on two sides, the property offers a rare level of exposure and presence. From your outdoor living spaces, the backdrop is ever-changing—boats moving through the marina, dolphins just beyond your dock, and unobstructed sunsets that define the end of each day. Inside, the residence is a study in craftsmanship and comfort, where rich wood detailing carries throughout—from the staircase to the ceilings in the main living areas and extending into the outdoor spaces—creating a warm, architectural continuity rarely seen. Walls of impact-rated windows and doors bring in natural light while offering peace of mind, while expansive sliders pocket away completely—creating a perfect expression of Florida living with seamless indoor-outdoor flow and unobstructed sunset views across the bay. The kitchen is both striking and highly functional, appointed with Wolf and Miele appliances, dual Sub-Zero refrigerators, a warming drawer, two sinks, and a concealed pantry, all complemented by generous storage and oversized closets throughout the home. A fireplace anchors the main living space, adding warmth and ambiance. Designed for real life as beautifully as it is for entertaining, the home also features a thoughtfully designed mudroom off the garage entry, creating an organized and functional transition into the home. Outdoor living is equally elevated and designed for year-round enjoyment. Electronic roll-down screens allow you to fully enjoy the outdoor kitchen, complete with a propane grill and hood, sink, and composite cabinetry. Just beyond, a propane-fed fire pit creates the perfect setting for evenings by the pool. The separate air-conditioned poolside cabana offers stunning bayfront views and is equipped with its own refrigerator and ice maker—ideal for entertaining or creating a private retreat for guests. The floor plan is thoughtfully designed, offering 4 bedrooms, 4.5 baths, a private office, upstairs lounge, and expansive laundry room—balancing everyday livability with elevated design. For collectors and enthusiasts, the 5-car garage with 9,000 lb lift provides exceptional capacity, while the 110-foot private dock with jet ski lift delivers a level of waterfront utility that is increasingly rare. Southbay Yacht & Racquet Club offers a curated lifestyle with a private marina, clubhouse, fitness center, heated pool, tennis and pickleball courts, and walking trails—all within minutes of Casey Key, where pristine beaches, waterfront dining, and relaxed coastal elegance define the surrounding area. This is a property that stands apart. Compare it to anything else on the market and the value is clear. Priced to sell, with a motivated seller.

313 Lookout Point Drive, Osprey

$3,650,000

Along one of the most breathtaking stretches of shoreline on Casey Key, this rebuilt two-story coastal residence captures the rare balance of privacy, elevation, and timeless beachfront living. Set on a natural Gulf-front berm at approximately 11 feet above sea level, the property enjoys an uncommon vantage point overlooking the sand and water, offering both beauty and permanence rarely found along the Gulf Coast. The home was rebuilt with a newly constructed first level and an elevated second-floor addition, creating a residence designed for long-term sustainability while preserving the charm and scale of a classic coastal cottage. The result is a home that feels as though it has always belonged here, yet offers the confidence of modern construction. With four bedrooms and four bathrooms arranged over two levels, the living spaces are oriented to capture extraordinary Gulf views while maintaining privacy in the secondary bedrooms. On the main level, the living room and kitchen open to sweeping views of the Gulf of Mexico through a full wall of patio doors, filling the space with light and drawing the outdoors in. Two bedrooms are located on this level, including a private en-suite guest room that opens to a quiet courtyard garden, creating a peaceful retreat away from the waterfront side of the home. The second bedroom is also on the main level, along with an additional full bath. Outside, a landscaped lawn extends toward the shoreline, leading to approximately 45 feet of privately owned sandy beach. The transition from garden to sand feels effortless, with curated landscaping, architectural lighting, and the natural beauty of Casey Key surrounding the property. The second level, added during reconstruction, takes full advantage of the elevated setting. The primary suite and adjoining sitting room open through floor-to-ceiling patio doors to an expansive balcony overlooking the beach and Gulf, creating a breathtaking vantage point above the shoreline. From this level, the views stretch endlessly across the water. The primary suite includes a spacious bath and walk-in closet, while an additional bedroom, full bath, and laundry area complete the upper level. Throughout the home, finishes balance modern construction with the warmth of a coastal retreat. Wide-plank Riva Spanish white oak flooring, custom Magnolia cabinetry, Calacatta Gold marble, handcrafted Zellige tile, and designer lighting create a layered elegance. Major systems have been replaced, including electrical, plumbing, HVAC, septic, insulation, roofing, impact windows and doors, and exterior cladding, giving the home the strength of new construction while preserving the character of a Gulf-front residence. Positioned on one of the rare naturally elevated sites along this stretch of Casey Key, the home sits gently on its berm above the shoreline, overlooking a private expanse of sand and water. The lawn, gardens, and beach flow together in a way that makes the property feel as though it has always been part of the land. There is a quiet beauty here that is hard to find and even harder to recreate. The scale is intimate, the setting extraordinary, and the craftsmanship unmistakable. It feels less like a house that was built, and more like a beach home meant to be here. On Casey Key, opportunities like this are rare. Call to today to set up an appointment for a private tour.

4 Beds ⋅ 4 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code

Along one of the most breathtaking stretches of shoreline on Casey Key, this rebuilt two-story coastal residence captures the rare balance of privacy, elevation, and timeless beachfront living. Set on a natural Gulf-front berm at approximately 11 feet above sea level, the property enjoys an uncommon vantage point overlooking the sand and water, offering both beauty and permanence rarely found along the Gulf Coast. The home was rebuilt with a newly constructed first level and an elevated second-floor addition, creating a residence designed for long-term sustainability while preserving the charm and scale of a classic coastal cottage. The result is a home that feels as though it has always belonged here, yet offers the confidence of modern construction. With four bedrooms and four bathrooms arranged over two levels, the living spaces are oriented to capture extraordinary Gulf views while maintaining privacy in the secondary bedrooms. On the main level, the living room and kitchen open to sweeping views of the Gulf of Mexico through a full wall of patio doors, filling the space with light and drawing the outdoors in. Two bedrooms are located on this level, including a private en-suite guest room that opens to a quiet courtyard garden, creating a peaceful retreat away from the waterfront side of the home. The second bedroom is also on the main level, along with an additional full bath. Outside, a landscaped lawn extends toward the shoreline, leading to approximately 45 feet of privately owned sandy beach. The transition from garden to sand feels effortless, with curated landscaping, architectural lighting, and the natural beauty of Casey Key surrounding the property. The second level, added during reconstruction, takes full advantage of the elevated setting. The primary suite and adjoining sitting room open through floor-to-ceiling patio doors to an expansive balcony overlooking the beach and Gulf, creating a breathtaking vantage point above the shoreline. From this level, the views stretch endlessly across the water. The primary suite includes a spacious bath and walk-in closet, while an additional bedroom, full bath, and laundry area complete the upper level. Throughout the home, finishes balance modern construction with the warmth of a coastal retreat. Wide-plank Riva Spanish white oak flooring, custom Magnolia cabinetry, Calacatta Gold marble, handcrafted Zellige tile, and designer lighting create a layered elegance. Major systems have been replaced, including electrical, plumbing, HVAC, septic, insulation, roofing, impact windows and doors, and exterior cladding, giving the home the strength of new construction while preserving the character of a Gulf-front residence. Positioned on one of the rare naturally elevated sites along this stretch of Casey Key, the home sits gently on its berm above the shoreline, overlooking a private expanse of sand and water. The lawn, gardens, and beach flow together in a way that makes the property feel as though it has always been part of the land. There is a quiet beauty here that is hard to find and even harder to recreate. The scale is intimate, the setting extraordinary, and the craftsmanship unmistakable. It feels less like a house that was built, and more like a beach home meant to be here. On Casey Key, opportunities like this are rare. Call to today to set up an appointment for a private tour.

321 Casey Key Road, Nokomis

$1,495,000

Located on a quiet cul-de-sac within the gates of The Oaks Clubside, this custom-built residence at 554 Dove Pointe offers privacy, space, and the refined lifestyle of one of Sarasota County’s most established country club communities. Set on a beautifully landscaped homesite covering more than a half-acre, the property enjoys exceptional curb appeal with a circular drive, mature trees, and a fully fenced backyard—an ideal setting for pets, outdoor play, or peaceful evenings surrounded by nature. Spanning 3,500+ square feet of interior living space, the thoughtfully designed floor plan includes four bedrooms, three-and-a-half baths, and a dedicated study/den, creating flexible space for everyday living, guests, or working from home. The home has been carefully maintained and enhanced with a new roof completed in 2025, providing peace of mind for years to come. A welcoming foyer leads into the main living areas where high ceilings, crown molding, and expansive sightlines create an inviting atmosphere. The living/dining room is anchored by a gas fireplace and wet bar, while walls of sliding glass doors and French doors open to the outdoor living spaces, blending interior comfort with Florida’s year-round indoor-outdoor lifestyle. The chef’s kitchen serves as the center of the home, offering solid wood cabinetry, granite countertops and backsplash, stainless steel appliances, a walk-in pantry, and an expansive island with breakfast bar seating. The space flows seamlessly into the family room and breakfast nook, creating a comfortable gathering area for casual meals and conversation. The primary suite is privately situated and features terrace access, a spacious walk-in closet, and an en-suite bath designed for relaxation with dual vanities, soaking tub, and a walk-in shower. Three additional guest bedrooms are arranged in a split configuration, two featuring en-suite baths and walk-in closets, ensuring privacy and comfort for visitors. Outdoor living is designed for both relaxation and entertaining. The screened lanai and pavered pool deck surround a private swimming pool with raised spa and summer kitchen, creating an inviting setting for gatherings or quiet afternoons at home. Beyond the pool area, the fenced backyard offers an expansive lawn ideal for pets or outdoor enjoyment. Residents of The Oaks Country Club enjoy a gated setting spanning more than 1,000 acres along Little Sarasota Bay. The required membership provides access to an exceptional collection of amenities including two championship 18-hole golf courses, 12 Har-Tru tennis courts, croquet lawns, a fitness center, heated community pool, and multiple dining venues. Ideally located in Osprey between Sarasota and Venice, this home places residents just minutes from the Gulf beaches of Casey Key and Siesta Key, waterfront dining, and everyday conveniences. Nearby cultural destinations such as Selby Gardens, Sarasota Opera House, and The Bay Park anchor Sarasota’s renowned Cultural Coast, while marinas, nature preserves, and scenic trails offer endless opportunities to enjoy the area’s outdoor lifestyle. This property presents a rare opportunity to enjoy private, pet-friendly living on a spacious cul-de-sac homesite within one of Sarasota’s premier golf and country club communities.

4 Beds ⋅ 4 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code

Located on a quiet cul-de-sac within the gates of The Oaks Clubside, this custom-built residence at 554 Dove Pointe offers privacy, space, and the refined lifestyle of one of Sarasota County’s most established country club communities. Set on a beautifully landscaped homesite covering more than a half-acre, the property enjoys exceptional curb appeal with a circular drive, mature trees, and a fully fenced backyard—an ideal setting for pets, outdoor play, or peaceful evenings surrounded by nature. Spanning 3,500+ square feet of interior living space, the thoughtfully designed floor plan includes four bedrooms, three-and-a-half baths, and a dedicated study/den, creating flexible space for everyday living, guests, or working from home. The home has been carefully maintained and enhanced with a new roof completed in 2025, providing peace of mind for years to come. A welcoming foyer leads into the main living areas where high ceilings, crown molding, and expansive sightlines create an inviting atmosphere. The living/dining room is anchored by a gas fireplace and wet bar, while walls of sliding glass doors and French doors open to the outdoor living spaces, blending interior comfort with Florida’s year-round indoor-outdoor lifestyle. The chef’s kitchen serves as the center of the home, offering solid wood cabinetry, granite countertops and backsplash, stainless steel appliances, a walk-in pantry, and an expansive island with breakfast bar seating. The space flows seamlessly into the family room and breakfast nook, creating a comfortable gathering area for casual meals and conversation. The primary suite is privately situated and features terrace access, a spacious walk-in closet, and an en-suite bath designed for relaxation with dual vanities, soaking tub, and a walk-in shower. Three additional guest bedrooms are arranged in a split configuration, two featuring en-suite baths and walk-in closets, ensuring privacy and comfort for visitors. Outdoor living is designed for both relaxation and entertaining. The screened lanai and pavered pool deck surround a private swimming pool with raised spa and summer kitchen, creating an inviting setting for gatherings or quiet afternoons at home. Beyond the pool area, the fenced backyard offers an expansive lawn ideal for pets or outdoor enjoyment. Residents of The Oaks Country Club enjoy a gated setting spanning more than 1,000 acres along Little Sarasota Bay. The required membership provides access to an exceptional collection of amenities including two championship 18-hole golf courses, 12 Har-Tru tennis courts, croquet lawns, a fitness center, heated community pool, and multiple dining venues. Ideally located in Osprey between Sarasota and Venice, this home places residents just minutes from the Gulf beaches of Casey Key and Siesta Key, waterfront dining, and everyday conveniences. Nearby cultural destinations such as Selby Gardens, Sarasota Opera House, and The Bay Park anchor Sarasota’s renowned Cultural Coast, while marinas, nature preserves, and scenic trails offer endless opportunities to enjoy the area’s outdoor lifestyle. This property presents a rare opportunity to enjoy private, pet-friendly living on a spacious cul-de-sac homesite within one of Sarasota’s premier golf and country club communities.

554 Dove Pointe, Osprey

$3,000,000

Gulf-View Retreat with Private Pool on Casey Key. Escape to paradise in this beautifully renovated three-bedroom, two-bath Gulf-view cottage, ideally positioned on the coveted barrier island of Casey Key. Known for its pristine shoreline, natural beauty, and relaxed coastal charm, Casey Key offers a rare blend of privacy and convenience along Florida’s Gulf Coast. Wake up to gentle sea breezes and enjoy your morning coffee on the deck as the Gulf shimmers in the distance. Spend the afternoon lounging beside your private pool while taking in the coastal views, then gather in the evening to watch spectacular sunsets that paint the sky over the water. Inside, the home has been thoughtfully renovated with coastal-inspired finishes, modern amenities, and inviting living spaces designed for both relaxation and entertaining. The open-concept living area flows seamlessly into a fully equipped kitchen and dining space—perfect for sharing meals, hosting friends, or simply enjoying the laid-back rhythm of island life. Beyond the cottage, Casey Key places you just minutes from some of the region’s most celebrated destinations. To the north, downtown Sarasota offers world-class arts and culture including theaters, galleries, and renowned performing arts venues, along with a vibrant waterfront and exceptional dining. To the south, charming Historic Venice invites you to stroll tree-lined avenues, boutique shops, cafés, and a lively restaurant scene. Whether you’re exploring nearby beaches, enjoying fresh coastal cuisine, or attending an evening of theater and the arts, everything is within easy reach—while your peaceful Gulf-view retreat remains a world away. This charming coastal cottage offers the perfect balance of island serenity, modern comfort, and access to the very best of Florida’s Gulf Coast.

3 Beds ⋅ 2 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code

Gulf-View Retreat with Private Pool on Casey Key. Escape to paradise in this beautifully renovated three-bedroom, two-bath Gulf-view cottage, ideally positioned on the coveted barrier island of Casey Key. Known for its pristine shoreline, natural beauty, and relaxed coastal charm, Casey Key offers a rare blend of privacy and convenience along Florida’s Gulf Coast. Wake up to gentle sea breezes and enjoy your morning coffee on the deck as the Gulf shimmers in the distance. Spend the afternoon lounging beside your private pool while taking in the coastal views, then gather in the evening to watch spectacular sunsets that paint the sky over the water. Inside, the home has been thoughtfully renovated with coastal-inspired finishes, modern amenities, and inviting living spaces designed for both relaxation and entertaining. The open-concept living area flows seamlessly into a fully equipped kitchen and dining space—perfect for sharing meals, hosting friends, or simply enjoying the laid-back rhythm of island life. Beyond the cottage, Casey Key places you just minutes from some of the region’s most celebrated destinations. To the north, downtown Sarasota offers world-class arts and culture including theaters, galleries, and renowned performing arts venues, along with a vibrant waterfront and exceptional dining. To the south, charming Historic Venice invites you to stroll tree-lined avenues, boutique shops, cafés, and a lively restaurant scene. Whether you’re exploring nearby beaches, enjoying fresh coastal cuisine, or attending an evening of theater and the arts, everything is within easy reach—while your peaceful Gulf-view retreat remains a world away. This charming coastal cottage offers the perfect balance of island serenity, modern comfort, and access to the very best of Florida’s Gulf Coast.

3743 Casey Key Road, Nokomis

$1,265,000

One or more photo(s) has been virtually staged. This exceptional residence truly checks every box. Designed by a renowned architect for his own family, 1471 Shoal Way is a masterclass in thoughtful design, quality craftsmanship, and effortless livability. Set on one of the largest lots in Southbay (just shy of half an acre) privacy was a guiding principle in the home’s design. Tucked at the end of a quiet cul-de-sac and overlooking an expansive green space, the property feels even more open and serene. No expense has been spared in the home’s extensive upgrades, evident the moment you step inside. Eight-inch wide white oak flooring, custom cabinetry, and high-level quartz countertops create a refined yet inviting aesthetic throughout. A striking, oversized fireplace crafted from natural coral stone anchors the living space and is beautifully framed by solid iron double doors—an architectural feature unique to this home. The layout is equally impressive, offering two distinct living areas, four bedrooms, and three baths, thoughtfully designed to maximize both functionality and flow. The oversized garage includes a workshop area and a climate controlled storage space! With every detail already complete, this home allows you to fully enjoy the idyllic waterfront lifestyle Southbay is known for—whether boating, playing pickleball or tennis, or simply relaxing poolside. Boating in Southbay is made easy with its marina located in the center of the development. Peace of mind comes standard with a metal roof designed to resemble barrel tile, hurricane-rated windows, and a location outside of the flood zone, offering both resilience and long-term value. Pack your bathing suit and bring your boat – live the Florida lifestyle to the fullest. Exclusions: mounted tv/screens, potted plants Pool heater conveys as is

4 Beds ⋅ 3 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code

One or more photo(s) has been virtually staged. This exceptional residence truly checks every box. Designed by a renowned architect for his own family, 1471 Shoal Way is a masterclass in thoughtful design, quality craftsmanship, and effortless livability. Set on one of the largest lots in Southbay (just shy of half an acre) privacy was a guiding principle in the home’s design. Tucked at the end of a quiet cul-de-sac and overlooking an expansive green space, the property feels even more open and serene. No expense has been spared in the home’s extensive upgrades, evident the moment you step inside. Eight-inch wide white oak flooring, custom cabinetry, and high-level quartz countertops create a refined yet inviting aesthetic throughout. A striking, oversized fireplace crafted from natural coral stone anchors the living space and is beautifully framed by solid iron double doors—an architectural feature unique to this home. The layout is equally impressive, offering two distinct living areas, four bedrooms, and three baths, thoughtfully designed to maximize both functionality and flow. The oversized garage includes a workshop area and a climate controlled storage space! With every detail already complete, this home allows you to fully enjoy the idyllic waterfront lifestyle Southbay is known for—whether boating, playing pickleball or tennis, or simply relaxing poolside. Boating in Southbay is made easy with its marina located in the center of the development. Peace of mind comes standard with a metal roof designed to resemble barrel tile, hurricane-rated windows, and a location outside of the flood zone, offering both resilience and long-term value. Pack your bathing suit and bring your boat – live the Florida lifestyle to the fullest. Exclusions: mounted tv/screens, potted plants Pool heater conveys as is

1471 Shoal Way, Osprey

$2,300,000

Located in the prestigious gated community of The Oaks Golf & Country Club in Osprey (Sarasota area), this elegant single-story residence at 530 N Mac Ewen Drive offers resort-style living with championship golf just steps away. Spanning 4,346 square feet under air and 5,837 square feet under roof on an oversized lot, the home features 4 bedrooms, 5 full bathrooms, 1 half bathroom, and a 3-car garage with built-in cabinets and the bonus of a car lift allowing for 4 cars in total. Presented fully furnished and turnkey, this meticulously maintained home is move-in ready and showcases exceptional craftsmanship throughout. Italian granite flows through the interiors, complemented by designer lighting and a whole-house water softener/filtration system. The custom handcrafted kitchen is a chef’s dream, complete with a hidden pantry, soft-close drawers and doors, spice drawers, double oven, and premium Viking Pro appliances. A custom built-in wet bar with ice machine and pull-outs adds convenience for entertaining, while a panoramic electric fireplace anchors the living spaces. A built-in sound system throughout the home and custom closets in every bedroom (including a Therma Sol steam shower in the primary suite) enhance daily comfort. Additional practical luxuries include a bolted-in safe. Step outside to an expansive lanai and backyard oasis featuring a custom-designed pool and hot tub with fire feature, plus a fully equipped outdoor kitchen—perfect for al fresco dining and year-round enjoyment. Industrial-grade landscape lighting (valued at $40K) beautifully illuminates the mature, oversized lot. Residents of The Oaks enjoy 24/7 gated security and world-class amenities including two 18-hole championship golf courses, tennis courts, pickleball, a state-of-the-art fitness center, and vibrant social events. This turnkey luxury home in one of Sarasota County’s most sought-after private communities is an exceptional opportunity for discerning buyers seeking refined coastal Florida living. Roof is 2017 (Tile) and A/C is newer (2023)

4 Beds ⋅ 6 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code

Located in the prestigious gated community of The Oaks Golf & Country Club in Osprey (Sarasota area), this elegant single-story residence at 530 N Mac Ewen Drive offers resort-style living with championship golf just steps away. Spanning 4,346 square feet under air and 5,837 square feet under roof on an oversized lot, the home features 4 bedrooms, 5 full bathrooms, 1 half bathroom, and a 3-car garage with built-in cabinets and the bonus of a car lift allowing for 4 cars in total. Presented fully furnished and turnkey, this meticulously maintained home is move-in ready and showcases exceptional craftsmanship throughout. Italian granite flows through the interiors, complemented by designer lighting and a whole-house water softener/filtration system. The custom handcrafted kitchen is a chef’s dream, complete with a hidden pantry, soft-close drawers and doors, spice drawers, double oven, and premium Viking Pro appliances. A custom built-in wet bar with ice machine and pull-outs adds convenience for entertaining, while a panoramic electric fireplace anchors the living spaces. A built-in sound system throughout the home and custom closets in every bedroom (including a Therma Sol steam shower in the primary suite) enhance daily comfort. Additional practical luxuries include a bolted-in safe. Step outside to an expansive lanai and backyard oasis featuring a custom-designed pool and hot tub with fire feature, plus a fully equipped outdoor kitchen—perfect for al fresco dining and year-round enjoyment. Industrial-grade landscape lighting (valued at $40K) beautifully illuminates the mature, oversized lot. Residents of The Oaks enjoy 24/7 gated security and world-class amenities including two 18-hole championship golf courses, tennis courts, pickleball, a state-of-the-art fitness center, and vibrant social events. This turnkey luxury home in one of Sarasota County’s most sought-after private communities is an exceptional opportunity for discerning buyers seeking refined coastal Florida living. Roof is 2017 (Tile) and A/C is newer (2023)

530 N Mac Ewen Drive, Osprey

$159,900

Enjoy the perfect blend of comfort and coastal charm at 6 Lafitte Drive in Nokomis! This beautifully updated and maintained furnished water access neighborhood offers direct access to Shakett Creek with a neighborhood dock, ideal for boating, kayaking, or simply relaxing by the water. The open layout features light-filled living spaces, tasteful furnishings, perfect for entertaining or unwinding with peaceful quiet nights. Large Primary Bedroom with a walk-in closet. Very large laundry room conveniently located right off the driveway in the shed and under the carport for easy access. Conveniently located just minutes from Nokomis Beach, Venice Island, shopping, dining, and easy access to both I-75 and US-41, this home delivers the best of Florida’s laid-back lifestyle with move-in-ready ease.

2 Beds ⋅ 2 Baths ⋅ Terra Cove SubDv. ⋅ 34275 Zip Code

Enjoy the perfect blend of comfort and coastal charm at 6 Lafitte Drive in Nokomis! This beautifully updated and maintained furnished water access neighborhood offers direct access to Shakett Creek with a neighborhood dock, ideal for boating, kayaking, or simply relaxing by the water. The open layout features light-filled living spaces, tasteful furnishings, perfect for entertaining or unwinding with peaceful quiet nights. Large Primary Bedroom with a walk-in closet. Very large laundry room conveniently located right off the driveway in the shed and under the carport for easy access. Conveniently located just minutes from Nokomis Beach, Venice Island, shopping, dining, and easy access to both I-75 and US-41, this home delivers the best of Florida’s laid-back lifestyle with move-in-ready ease.

6 Lafitte Drive, Nokomis

$600,000

One or more photo(s) has been virtually staged. If you’re planning a move in 2026 and want to get it right, look no further than the highly sought-after Sorrento Woods waterfront community in Nokomis, Florida. Set on an oversized lakefront lot, this home immediately captivates you with soaring ceilings and light-filled sightlines that draw you straight to the heated oversized pool, newly paver pool deck and screen - overlooking tranquil water views of your own private oasis for unforgettable sunsets. The thoughtfully designed split floor plan offers four bedrooms (the appraiser notes three; all bedrooms include closets), with the fourth bedroom perfectly suited as a home office or flexible living space ideal for remote work or quiet retreat. The spacious primary suite is a true sanctuary, featuring two walk-in closets and a large en-suite bathroom complete with a soaking tub, dual vanities AND shower heads, and heated lighting. With just over 3,000 square feet, this home provides room to truly live and grow. Interior spaces include a formal dining room (easily convertible into a fifth bedroom or additional flex space), an eat-in kitchen, and a comfortable family room ideal for gatherings. The kitchen is designed for both function and entertaining, offering newer appliances, a large breakfast bar, a hidden pantry, and a stylish wet bar—perfect for hosting friends and family. Just off the kitchen, you’ll find a guest bathroom and laundry room featuring new luxury vinyl plank flooring and sink with vanity. Notable features include, AC 2024, new ceiling fans and newer appliances. Sorrento Woods is a picturesque waterfront neighborhood of just over 200 single-family homes, known for its winding roads, oversized lots, sidewalks, holiday traditions and PRIVATE BOAT RAMP with access to Shakett Creek. Dozens of waterfront restaurants, Snake Island, and the Gulf of Mexico are just a boat ride away. Residents enjoy a community waterfront park with a fishing and boat dock, playground, picnic gazebo, and a low annual HOA fee of just $425. Ideally located minutes from Nokomis Beach, Venice Beach and Siesta Key, as well as top-rated schools, charter schools, I-75 access, Sarasota Memorial Hospital Venice, Legacy Trail and the charming shops and dining of historic downtown Venice—this home delivers an exceptional coastal lifestyle in one of the area’s most coveted communities.

4 Beds ⋅ 3 Baths ⋅ Sorrento Woods SubDv. ⋅ 34275 Zip Code

One or more photo(s) has been virtually staged. If you’re planning a move in 2026 and want to get it right, look no further than the highly sought-after Sorrento Woods waterfront community in Nokomis, Florida. Set on an oversized lakefront lot, this home immediately captivates you with soaring ceilings and light-filled sightlines that draw you straight to the heated oversized pool, newly paver pool deck and screen - overlooking tranquil water views of your own private oasis for unforgettable sunsets. The thoughtfully designed split floor plan offers four bedrooms (the appraiser notes three; all bedrooms include closets), with the fourth bedroom perfectly suited as a home office or flexible living space ideal for remote work or quiet retreat. The spacious primary suite is a true sanctuary, featuring two walk-in closets and a large en-suite bathroom complete with a soaking tub, dual vanities AND shower heads, and heated lighting. With just over 3,000 square feet, this home provides room to truly live and grow. Interior spaces include a formal dining room (easily convertible into a fifth bedroom or additional flex space), an eat-in kitchen, and a comfortable family room ideal for gatherings. The kitchen is designed for both function and entertaining, offering newer appliances, a large breakfast bar, a hidden pantry, and a stylish wet bar—perfect for hosting friends and family. Just off the kitchen, you’ll find a guest bathroom and laundry room featuring new luxury vinyl plank flooring and sink with vanity. Notable features include, AC 2024, new ceiling fans and newer appliances. Sorrento Woods is a picturesque waterfront neighborhood of just over 200 single-family homes, known for its winding roads, oversized lots, sidewalks, holiday traditions and PRIVATE BOAT RAMP with access to Shakett Creek. Dozens of waterfront restaurants, Snake Island, and the Gulf of Mexico are just a boat ride away. Residents enjoy a community waterfront park with a fishing and boat dock, playground, picnic gazebo, and a low annual HOA fee of just $425. Ideally located minutes from Nokomis Beach, Venice Beach and Siesta Key, as well as top-rated schools, charter schools, I-75 access, Sarasota Memorial Hospital Venice, Legacy Trail and the charming shops and dining of historic downtown Venice—this home delivers an exceptional coastal lifestyle in one of the area’s most coveted communities.

1146 Wyeth Drive, Nokomis

$4,900,000

Discover the ultimate in luxury living in this exquisite John Cannon home, Southwest Florida's most celebrated, award-winning custom home builder for over three decades. This phenomenal residence exudes timeless sophistication and refined coastal living. Set on 98 ft of frontage along the tranquil shores of Dona Bay, this amazing home boasts over 5,700 square feet of thoughtfully designed open-concept living space enhanced by soaring 30-foot ceilings, three fireplaces, a sweeping staircase, polished travertine floors throughout and beautiful Mediterranean architectural interests. Formal and casual living areas unfold seamlessly, opening to multiple balconies, ideal for entertaining and relaxed waterfront living. The magnificent kitchen serves as heart of the home, featuring exotic 2-inch blue Bahia granite counters, a large gas range, three dishwashers, three copper sinks, and wet bar with walk-in 1,000-bottle wine cellar. The main floor also boasts two grand living areas with stunning water views, one of two primary suites, two guest bedrooms, 2 1/2 baths and a butler pantry with laundry facilities. The elevator leads to the second floor, where a dedicated game room, private office and magnificent primary suite serve as a private sanctuary, opening to a romantic terrace overlooking the bay. A closet fit for royalty also hosts a washer and dryer for convenience. The primary bath boasts a full room mirror, two large vanities, walk in shower and Roman tub. Outdoors, the home’s graceful lines lead to an infinity saltwater pool with a sun deck, spa, full bath with air conditioner and resort-style entertainment area, all shaded by 92 palm trees. A bayfront walkway leads to the new Trex dock with a 10,000-pound lift, completing the experience. This is a four-zone house, all units new, a new steel EDCO roof and two septic tanks with new floats and pumps. There is also a central vacuum system for cleaning ease. The extensive list of improvements is available in the attachments. Be sure to watch the video and walk-through floor plan.

4 Beds ⋅ 5 Baths ⋅ N/A SubDv. ⋅ 34275 Zip Code

Discover the ultimate in luxury living in this exquisite John Cannon home, Southwest Florida's most celebrated, award-winning custom home builder for over three decades. This phenomenal residence exudes timeless sophistication and refined coastal living. Set on 98 ft of frontage along the tranquil shores of Dona Bay, this amazing home boasts over 5,700 square feet of thoughtfully designed open-concept living space enhanced by soaring 30-foot ceilings, three fireplaces, a sweeping staircase, polished travertine floors throughout and beautiful Mediterranean architectural interests. Formal and casual living areas unfold seamlessly, opening to multiple balconies, ideal for entertaining and relaxed waterfront living. The magnificent kitchen serves as heart of the home, featuring exotic 2-inch blue Bahia granite counters, a large gas range, three dishwashers, three copper sinks, and wet bar with walk-in 1,000-bottle wine cellar. The main floor also boasts two grand living areas with stunning water views, one of two primary suites, two guest bedrooms, 2 1/2 baths and a butler pantry with laundry facilities. The elevator leads to the second floor, where a dedicated game room, private office and magnificent primary suite serve as a private sanctuary, opening to a romantic terrace overlooking the bay. A closet fit for royalty also hosts a washer and dryer for convenience. The primary bath boasts a full room mirror, two large vanities, walk in shower and Roman tub. Outdoors, the home’s graceful lines lead to an infinity saltwater pool with a sun deck, spa, full bath with air conditioner and resort-style entertainment area, all shaded by 92 palm trees. A bayfront walkway leads to the new Trex dock with a 10,000-pound lift, completing the experience. This is a four-zone house, all units new, a new steel EDCO roof and two septic tanks with new floats and pumps. There is also a central vacuum system for cleaning ease. The extensive list of improvements is available in the attachments. Be sure to watch the video and walk-through floor plan.

419 Bayview Parkway, Nokomis

$6,400,000

Experience true Florida coastal living in this impeccably maintained Key West–style home on Casey Key, offering the rare and coveted Gulf-to-Bay lifestyle. Thoughtfully designed with high ceilings and a bright, open feel, this residence blends relaxed island charm with modern updates throughout. Step outside to a beautifully landscaped, fenced, and gated backyard—your own private oasis. Enjoy the Pebble Tec resurfaced pool, perfect for entertaining or unwinding after a day on the water. Boaters will love the new composite dock with covered lift, providing effortless access to the bay and Gulf beyond. The dune walkover and 100 feet of private sandy beachfront is perfect for afternoons by the shore and evening sunsets. Adding exceptional flexibility, the separate guest house features one bath and two bedrooms (or one bedroom plus a den)—ideal for guests, extended family, or a home office retreat. This home has been extensively updated for peace of mind, including hurricane shutters, newer HVAC systems, water heaters, well pump, and a whole-house replumb. Every detail reflects pride of ownership and careful maintenance. Whether you’re seeking a full-time residence or a luxurious island escape, this exceptional Casey Key property delivers privacy, comfort, and the ultimate waterfront lifestyle.

5 Beds ⋅ 5 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code

Experience true Florida coastal living in this impeccably maintained Key West–style home on Casey Key, offering the rare and coveted Gulf-to-Bay lifestyle. Thoughtfully designed with high ceilings and a bright, open feel, this residence blends relaxed island charm with modern updates throughout. Step outside to a beautifully landscaped, fenced, and gated backyard—your own private oasis. Enjoy the Pebble Tec resurfaced pool, perfect for entertaining or unwinding after a day on the water. Boaters will love the new composite dock with covered lift, providing effortless access to the bay and Gulf beyond. The dune walkover and 100 feet of private sandy beachfront is perfect for afternoons by the shore and evening sunsets. Adding exceptional flexibility, the separate guest house features one bath and two bedrooms (or one bedroom plus a den)—ideal for guests, extended family, or a home office retreat. This home has been extensively updated for peace of mind, including hurricane shutters, newer HVAC systems, water heaters, well pump, and a whole-house replumb. Every detail reflects pride of ownership and careful maintenance. Whether you’re seeking a full-time residence or a luxurious island escape, this exceptional Casey Key property delivers privacy, comfort, and the ultimate waterfront lifestyle.

3240 Casey Key Road, Nokomis

$2,300,000

This beautiful custom designed home will captivate you from the moment you enter the front door. Located in the extremely sought after Oaks Country Club, this recently renovated home is sure to impress with picturesque views of the golf course. Privacy and entertaining are at the top of the list for this tastefully remodeled home, offering 4 bedrooms and 5 ½ baths. Marble and wood floors are in the main living areas. You are certain to have plenty of room for visiting family and friends, with a living room, fireplace, and family room all overlooking large pool area, lush landscaping, and golf course. The kitchen is waiting for your culinary skills, with stunning Quartz countertops, an island, a Thermador gas range, complete stainless appliances including double ovens with a warming drawer, extensive wood cabinetry, wine refrigeration and dining space for six. The dining room seats 12 comfortably, has handsome wood floors, and plenty of light. Two full size closet pantries offer plenty of storage space for kitchenware. The study/den has extensive built in shelving for your book collection. hurricane impact sliding doors lead you to the immense lanai, with a completely outfitted outdoor kitchen and fireplace, and multiple seating areas for dining al fresco. The generous pool and spa, all newly surfaced, are sure to complete your lifestyle. The first floor has an extremely spacious owner’s suite complete with a sitting area and three custom designed walk in closets. Also, an exercise or bonus room completes the owner’s wing. The generous bath has a walk in shower, jetted Jacuzzi, and separate vanity areas. An en suite guest bedroom is on the first floor as well. The elevator or stairs take you to the second level where you will find two en suite guest rooms complete with a cozy sitting area. This home is ready for its new owners with newer air conditioning systems, pool equipment, epoxy flooring in the 3 car garage and professional landscaping. The Oaks Country Club is a Platinum Club of America, and Emerald Club, offering two 18 hole golf courses, tennis, pickleball, croquet, fitness center, dining, and an extremely active social calendar. No need to look further, this is the one! Membership is required. Conveniently located to beautiful beaches, the Legacy

4 Beds ⋅ 6 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code

This beautiful custom designed home will captivate you from the moment you enter the front door. Located in the extremely sought after Oaks Country Club, this recently renovated home is sure to impress with picturesque views of the golf course. Privacy and entertaining are at the top of the list for this tastefully remodeled home, offering 4 bedrooms and 5 ½ baths. Marble and wood floors are in the main living areas. You are certain to have plenty of room for visiting family and friends, with a living room, fireplace, and family room all overlooking large pool area, lush landscaping, and golf course. The kitchen is waiting for your culinary skills, with stunning Quartz countertops, an island, a Thermador gas range, complete stainless appliances including double ovens with a warming drawer, extensive wood cabinetry, wine refrigeration and dining space for six. The dining room seats 12 comfortably, has handsome wood floors, and plenty of light. Two full size closet pantries offer plenty of storage space for kitchenware. The study/den has extensive built in shelving for your book collection. hurricane impact sliding doors lead you to the immense lanai, with a completely outfitted outdoor kitchen and fireplace, and multiple seating areas for dining al fresco. The generous pool and spa, all newly surfaced, are sure to complete your lifestyle. The first floor has an extremely spacious owner’s suite complete with a sitting area and three custom designed walk in closets. Also, an exercise or bonus room completes the owner’s wing. The generous bath has a walk in shower, jetted Jacuzzi, and separate vanity areas. An en suite guest bedroom is on the first floor as well. The elevator or stairs take you to the second level where you will find two en suite guest rooms complete with a cozy sitting area. This home is ready for its new owners with newer air conditioning systems, pool equipment, epoxy flooring in the 3 car garage and professional landscaping. The Oaks Country Club is a Platinum Club of America, and Emerald Club, offering two 18 hole golf courses, tennis, pickleball, croquet, fitness center, dining, and an extremely active social calendar. No need to look further, this is the one! Membership is required. Conveniently located to beautiful beaches, the Legacy

896 Macewen Drive, Osprey

$2,500,000

This stunning coastal-designed residence is just 0.5 miles from the exclusive Nokomis Beach, in a small, gated enclave of only seven homes. The property offers a quintessential nautical lifestyle, complete with a 30-foot dock that provides direct access to the Intracoastal Waterway and the Gulf, ideal for those who enjoy fishing or simply soaking in the serene surroundings. Built in 2020, this custom residence is a masterpiece of modern design, featuring a spacious open floor plan centered around a great room that seamlessly integrates with an exceptionally designed kitchen. The kitchen is a chef's dream, boasting abundant cabinetry with deep drawers, striking hardware and a massive island topped with luxurious quartzite slabs. This home includes three bedrooms and three baths, along with a versatile bonus/media room, providing ample space for family and guests. The owner’s retreat is particularly impressive, featuring its dedicated laundry area, designer closets and a luxurious spa-like bath. Natural light floods the interior through state-of-the-art, luxury PGT storm-rated windows and doors, complemented by transom details. The entrance is grand, featuring a remarkable 10-foot pivot front door that enhances the home's curb appeal. Every detail has been meticulously crafted, including a custom wet bar for entertaining. The exquisite shell stone flooring flows throughout the residence, adding a touch of elegance. Outdoor living is a highlight, with pocketing sliders that open to an expansive deck and pool/spa area, offering over 1,000 square feet of covered lanai space, complete with a built-in outdoor grill and sink, ideal for alfresco dining and entertaining. Additional features include a three-car tandem garage with a separate side entrance for golf carts. This exquisite home embodies the essence of Florida living, inviting you to explore and enjoy all this beautiful coastal community has to offer. Minutes to culturally rich downtown Sarasota and charming Venice, top-rated schools, dining and shopping.

3 Beds ⋅ 3 Baths ⋅ Cassata Estates SubDv. ⋅ 34275 Zip Code

This stunning coastal-designed residence is just 0.5 miles from the exclusive Nokomis Beach, in a small, gated enclave of only seven homes. The property offers a quintessential nautical lifestyle, complete with a 30-foot dock that provides direct access to the Intracoastal Waterway and the Gulf, ideal for those who enjoy fishing or simply soaking in the serene surroundings. Built in 2020, this custom residence is a masterpiece of modern design, featuring a spacious open floor plan centered around a great room that seamlessly integrates with an exceptionally designed kitchen. The kitchen is a chef's dream, boasting abundant cabinetry with deep drawers, striking hardware and a massive island topped with luxurious quartzite slabs. This home includes three bedrooms and three baths, along with a versatile bonus/media room, providing ample space for family and guests. The owner’s retreat is particularly impressive, featuring its dedicated laundry area, designer closets and a luxurious spa-like bath. Natural light floods the interior through state-of-the-art, luxury PGT storm-rated windows and doors, complemented by transom details. The entrance is grand, featuring a remarkable 10-foot pivot front door that enhances the home's curb appeal. Every detail has been meticulously crafted, including a custom wet bar for entertaining. The exquisite shell stone flooring flows throughout the residence, adding a touch of elegance. Outdoor living is a highlight, with pocketing sliders that open to an expansive deck and pool/spa area, offering over 1,000 square feet of covered lanai space, complete with a built-in outdoor grill and sink, ideal for alfresco dining and entertaining. Additional features include a three-car tandem garage with a separate side entrance for golf carts. This exquisite home embodies the essence of Florida living, inviting you to explore and enjoy all this beautiful coastal community has to offer. Minutes to culturally rich downtown Sarasota and charming Venice, top-rated schools, dining and shopping.

4996 Western Docks Lane, Nokomis

$290,000

Welcome to a beautifully appointed 2 bedroom with a den and 2 bath residence in the sought-after, gated community of TOSCANA ISLES, where refined living and everyday comfort come together effortlessly. This elegant first-floor condominium at 117 Porta Vecchio Bend, Unit #102, offers a serene and polished environment designed to complement a relaxed TOSCANA ISLES lifestyle. Thoughtfully maintained and filled with natural light, this nearly 1,400 square foot home presents an inviting atmosphere from the moment you step inside. A graceful foyer sets the tone, opening into a spacious living area that flows seamlessly toward a private lanai framed by lush, peaceful greenery. Large windows and sliding glass doors enhance the sense of openness, creating an ideal setting for morning coffee, quiet reading, or simply enjoying the gentle Gulf-coast breezes and breathtaking water views. The living and dining spaces are arranged to accommodate both everyday convenience and effortless entertaining, while the neutral finishes provide a timeless backdrop for any style. The kitchen blends functionality with understated sophistication, featuring ample cabinetry, generous counter space, and a layout designed for ease of use. Just steps away, the primary suite offers a restful retreat, complete with a well-proportioned bedroom, walk-in closet, and an en-suite bath that combines comfort and practicality. The additional bedroom provide versatility for guests, a home office, or hobbies, allowing the space to adapt to a variety of needs. A private garage adds welcome storage and convenience, while the community setting enhances the overall lifestyle. TOSCANA ISLES is known for its inviting atmosphere and attractive surroundings, offering well-kept landscaping, scenic walking areas, and a welcoming sense of neighborhood. Its location places you just minutes from Venice’s pristine beaches, dining, boutique shopping, golf, and the cultural experiences the Gulf Coast is celebrated for. This residence represents a wonderful opportunity to enjoy an elegant and relaxed way of living in one of Nokomis’ desirable communities. With its refined layout, peaceful setting, and beautifully maintained interiors, this home is ready to provide comfort, ease, and the charm of coastal Florida living.

2 Beds ⋅ 2 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code

Welcome to a beautifully appointed 2 bedroom with a den and 2 bath residence in the sought-after, gated community of TOSCANA ISLES, where refined living and everyday comfort come together effortlessly. This elegant first-floor condominium at 117 Porta Vecchio Bend, Unit #102, offers a serene and polished environment designed to complement a relaxed TOSCANA ISLES lifestyle. Thoughtfully maintained and filled with natural light, this nearly 1,400 square foot home presents an inviting atmosphere from the moment you step inside. A graceful foyer sets the tone, opening into a spacious living area that flows seamlessly toward a private lanai framed by lush, peaceful greenery. Large windows and sliding glass doors enhance the sense of openness, creating an ideal setting for morning coffee, quiet reading, or simply enjoying the gentle Gulf-coast breezes and breathtaking water views. The living and dining spaces are arranged to accommodate both everyday convenience and effortless entertaining, while the neutral finishes provide a timeless backdrop for any style. The kitchen blends functionality with understated sophistication, featuring ample cabinetry, generous counter space, and a layout designed for ease of use. Just steps away, the primary suite offers a restful retreat, complete with a well-proportioned bedroom, walk-in closet, and an en-suite bath that combines comfort and practicality. The additional bedroom provide versatility for guests, a home office, or hobbies, allowing the space to adapt to a variety of needs. A private garage adds welcome storage and convenience, while the community setting enhances the overall lifestyle. TOSCANA ISLES is known for its inviting atmosphere and attractive surroundings, offering well-kept landscaping, scenic walking areas, and a welcoming sense of neighborhood. Its location places you just minutes from Venice’s pristine beaches, dining, boutique shopping, golf, and the cultural experiences the Gulf Coast is celebrated for. This residence represents a wonderful opportunity to enjoy an elegant and relaxed way of living in one of Nokomis’ desirable communities. With its refined layout, peaceful setting, and beautifully maintained interiors, this home is ready to provide comfort, ease, and the charm of coastal Florida living.

117 Porta Vecchio Bend Unit 102, Nokomis

$4,700,000

Virtually Staged. PREMIER HIGH-ELEVATION BAYFRONT ESTATE ON 2 PRIVATE ACRES 4 Bedrooms | 5.5 Bathrooms | 6,308 Sq. Ft. | 730 Sarabay Road is a rare opportunity to own two acres of private waterfront property in Osprey. Situated at the end of a long gated drive by a private pond, this expansive estate offers privacy, luxury, and direct boating access to the Gulf through nearby Midnight Pass. Positioned along 100 feet of Little Sarasota Bay frontage, it includes a private dock and 15,000-lb boat lift. Inside, the residence provides over 6,300 square feet of living space, soaring ceilings, walls of windows, and sweeping bay views. Wide-plank oak and floor-to-ceiling hurricane-impact windows frame generous living spaces designed for entertaining and an open-plan gourmet kitchen. The primary suite includes a spa-inspired bath and spacious walk-in closets. Upstairs, three en suite bedrooms feature views over the bay; an additional room offers flexibility as a sitting room or fifth bedroom. Outside, a large travertine terrace, resort-style pool and hot tub, propane fire pit, and broad bayside lawn showcase Sarasota’s brilliant sunsets. A four-car attached garage and air-conditioned, detached three-car garage offer space for car collectors, or for an artist’s studio or home gym. Ideally located between Sarasota and Venice, the home has easy access to Siesta Key and Nokomis beaches as well as to the many cultural attractions of Sarasota’s downtown. Additionally, the home has a documented history of no flooding, water intrusion, or hurricane damage, providing significant peace of mind. This bayfront estate is a unique combination of lush acreage, secure elevation, boating access, and luxury coastal living—a complete waterfront lifestyle.

4 Beds ⋅ 6 Baths ⋅ Sarabay Acres SubDv. ⋅ 34229 Zip Code

Virtually Staged. PREMIER HIGH-ELEVATION BAYFRONT ESTATE ON 2 PRIVATE ACRES 4 Bedrooms | 5.5 Bathrooms | 6,308 Sq. Ft. | 730 Sarabay Road is a rare opportunity to own two acres of private waterfront property in Osprey. Situated at the end of a long gated drive by a private pond, this expansive estate offers privacy, luxury, and direct boating access to the Gulf through nearby Midnight Pass. Positioned along 100 feet of Little Sarasota Bay frontage, it includes a private dock and 15,000-lb boat lift. Inside, the residence provides over 6,300 square feet of living space, soaring ceilings, walls of windows, and sweeping bay views. Wide-plank oak and floor-to-ceiling hurricane-impact windows frame generous living spaces designed for entertaining and an open-plan gourmet kitchen. The primary suite includes a spa-inspired bath and spacious walk-in closets. Upstairs, three en suite bedrooms feature views over the bay; an additional room offers flexibility as a sitting room or fifth bedroom. Outside, a large travertine terrace, resort-style pool and hot tub, propane fire pit, and broad bayside lawn showcase Sarasota’s brilliant sunsets. A four-car attached garage and air-conditioned, detached three-car garage offer space for car collectors, or for an artist’s studio or home gym. Ideally located between Sarasota and Venice, the home has easy access to Siesta Key and Nokomis beaches as well as to the many cultural attractions of Sarasota’s downtown. Additionally, the home has a documented history of no flooding, water intrusion, or hurricane damage, providing significant peace of mind. This bayfront estate is a unique combination of lush acreage, secure elevation, boating access, and luxury coastal living—a complete waterfront lifestyle.

730 Sarabay Road, Osprey

$3,500,000

Ahhh…you have finally found “the one”! This home is a one of a kind property with one of the best water front lots in Southbay! Features of this spectacular home include not only a lagoon style pool with waterfall, but a lagoon with a winding deck bridge walkway taking you past another waterfall, to the intracoastal water way! Imagine your morning coffee or evening sunsets “sitting by the dock of the bay”. Inside, this home is filled with character. Etched glass panels tell a story in the master bedroom. The office has built-in cabinetry and etched glass panels. The master bathroom has sliding glass doors to outdoor shower and zen area…just to name a few. One of the many exciting features of this home is the 4th car garage, the auto atrium! Car enthusiasts, you now have a place to show off your pride and joy! This home was built with quality and the kitchen shows that off. Glossy high end cabinetry and built-in luxury appliances have a timeless beauty. The roof was replaced in 2022 and 3 new air conditioners were installed in October, 2025. The community of Southbay offers a deep marina to handle just about any size boat. Southbay is an active community with many social, sports and boating activities. The remodeled clubhouse is the heartbeat of the community including a fitness room, game room, two kitchens, card room, ball room, elevator, even a baby grand piano! Southbay is located in a convenient and central location just a short drive to several area beaches, shopping, restaurants, downtown Venice or Sarasota. The famous Casey Key Fish House and Tiki Bar are close by - an easy golf cart ride away. This home is ready for you to start living the vibrant Southbay lifestyle!

3 Beds ⋅ 3 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code

Ahhh…you have finally found “the one”! This home is a one of a kind property with one of the best water front lots in Southbay! Features of this spectacular home include not only a lagoon style pool with waterfall, but a lagoon with a winding deck bridge walkway taking you past another waterfall, to the intracoastal water way! Imagine your morning coffee or evening sunsets “sitting by the dock of the bay”. Inside, this home is filled with character. Etched glass panels tell a story in the master bedroom. The office has built-in cabinetry and etched glass panels. The master bathroom has sliding glass doors to outdoor shower and zen area…just to name a few. One of the many exciting features of this home is the 4th car garage, the auto atrium! Car enthusiasts, you now have a place to show off your pride and joy! This home was built with quality and the kitchen shows that off. Glossy high end cabinetry and built-in luxury appliances have a timeless beauty. The roof was replaced in 2022 and 3 new air conditioners were installed in October, 2025. The community of Southbay offers a deep marina to handle just about any size boat. Southbay is an active community with many social, sports and boating activities. The remodeled clubhouse is the heartbeat of the community including a fitness room, game room, two kitchens, card room, ball room, elevator, even a baby grand piano! Southbay is located in a convenient and central location just a short drive to several area beaches, shopping, restaurants, downtown Venice or Sarasota. The famous Casey Key Fish House and Tiki Bar are close by - an easy golf cart ride away. This home is ready for you to start living the vibrant Southbay lifestyle!

431 Yacht Harbor Drive, Osprey

$817,000

Experience refined waterfront living in Southbay, one of the area’s most coveted boating communities. This impeccably maintained three-bedroom pool residence offers a thoughtful, split-bedroom design that balances privacy with seamless flow—ideal for both relaxed everyday living and sophisticated entertaining. A comprehensive renovation in 2017 elevated the home with cohesive flooring throughout, fully redesigned spa-inspired bathrooms with custom vanities, updated ceilings, recessed lighting, and interior shaker doors. The home was also re-piped for water and sewer, offering both modern comfort and long-term peace of mind. The light-filled living room, accented with elegant shiplap detail, opens effortlessly to the lanai, creating a graceful indoor-outdoor connection. Outside, a private retreat awaits with a resurfaced pool, new screen enclosure, and marble pavers. Generous covered space accommodates lounging, dining, and entertaining, while sliding doors from the primary suite, living room, and family room invite the outdoors in and enhance the home’s open, airy ambiance. The primary suite is a serene escape, thoughtfully positioned for privacy and direct access to the lanai. Custom closet systems throughout the home provide elevated functionality, while the epoxy-finished garage with built-in cabinetry delivers a polished, organized finish. Mature tropical landscaping and six-foot pitch apple plantings create a secluded backyard sanctuary, complemented by stately palms that frame the home with unmistakable Florida elegance. Southbay offers a distinguished, resort-style lifestyle with a newly renovated waterfront clubhouse featuring a grand ballroom, catering kitchen, and state-of-the-art fitness center overlooking the marina. Residents enjoy a heated pool, youth pool, tennis and pickleball courts, shuffleboard, bocce, basketball courts, walking trails, and an Intracoastal waterfront park. For boating connoisseurs, the community-owned deep-water marina provides direct Intracoastal access with no fixed bridges to the Gulf. Exclusive, low-fee boat slips accommodate vessels up to 55 feet and are available only to Southbay owners. A vibrant social calendar and golf-cart-friendly streets make it effortless to enjoy community events, nearby boutiques, waterfront dining, and local beaches. Ideally located near Pine View School—Florida’s #1 charter school and one of the nation’s premier gifted programs—this residence presents a rare opportunity to enjoy luxury living within an active, waterfront enclave. A sophisticated coastal retreat where lifestyle, privacy, and boating converge—welcome to Southbay.

3 Beds ⋅ 2 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code

Experience refined waterfront living in Southbay, one of the area’s most coveted boating communities. This impeccably maintained three-bedroom pool residence offers a thoughtful, split-bedroom design that balances privacy with seamless flow—ideal for both relaxed everyday living and sophisticated entertaining. A comprehensive renovation in 2017 elevated the home with cohesive flooring throughout, fully redesigned spa-inspired bathrooms with custom vanities, updated ceilings, recessed lighting, and interior shaker doors. The home was also re-piped for water and sewer, offering both modern comfort and long-term peace of mind. The light-filled living room, accented with elegant shiplap detail, opens effortlessly to the lanai, creating a graceful indoor-outdoor connection. Outside, a private retreat awaits with a resurfaced pool, new screen enclosure, and marble pavers. Generous covered space accommodates lounging, dining, and entertaining, while sliding doors from the primary suite, living room, and family room invite the outdoors in and enhance the home’s open, airy ambiance. The primary suite is a serene escape, thoughtfully positioned for privacy and direct access to the lanai. Custom closet systems throughout the home provide elevated functionality, while the epoxy-finished garage with built-in cabinetry delivers a polished, organized finish. Mature tropical landscaping and six-foot pitch apple plantings create a secluded backyard sanctuary, complemented by stately palms that frame the home with unmistakable Florida elegance. Southbay offers a distinguished, resort-style lifestyle with a newly renovated waterfront clubhouse featuring a grand ballroom, catering kitchen, and state-of-the-art fitness center overlooking the marina. Residents enjoy a heated pool, youth pool, tennis and pickleball courts, shuffleboard, bocce, basketball courts, walking trails, and an Intracoastal waterfront park. For boating connoisseurs, the community-owned deep-water marina provides direct Intracoastal access with no fixed bridges to the Gulf. Exclusive, low-fee boat slips accommodate vessels up to 55 feet and are available only to Southbay owners. A vibrant social calendar and golf-cart-friendly streets make it effortless to enjoy community events, nearby boutiques, waterfront dining, and local beaches. Ideally located near Pine View School—Florida’s #1 charter school and one of the nation’s premier gifted programs—this residence presents a rare opportunity to enjoy luxury living within an active, waterfront enclave. A sophisticated coastal retreat where lifestyle, privacy, and boating converge—welcome to Southbay.

1486 Landview Lane, Osprey