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$9,750,000
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

$2,199,999
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

$599,000
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
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
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
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

$1,289,000
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
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
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

$2,700,000
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
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
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
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
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
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
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

$600,000
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
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

$2,300,000
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
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
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
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
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
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

$1,600,000
4 Beds 5 Baths Blackburn Ridge SubDv. 34275 Zip Code
One or more photo(s) has been virtually staged. NEW PRICE! MOTIVATED SELLER-BUILDER. A MUST SEE! Stunning BRAND-NEW Custom-Built Home in the gated Blackburn Estates on the Bay! Welcome to 4980 Top Sail Drive, a meticulously designed custom-built residence in the luxurious gated waterfront community of Blackburn Estates on the Bay. This modern coastal home showcases exceptional craftsmanship, elegant architectural detail, thoughtfully curated high-end finishes throughout and truly one-of-a-kind designer finishes throughout. Featuring three ensuites—two guest suites and a luxurious primary—plus a fourth bedroom and full bath at the front of the home, along with a true half bath off the lanai for easy pool access. The gourmet kitchen offers Bosch built-in convection oven and microwave, Bosch cooktop with range hood, custom floor to ceiling cabinetry, slate custom stone island with Kraus Kore stainless-steel sink, Bosch built-in dishwasher, and KitchenAid hidden cabinet refrigerator. A stylish butler’s pantry includes stone counters, Kraus stainless-steel sink, cabinetry and Frigidaire Chez Vous side-by-side refrigerator. Enjoy the expansive lanai with built-in outdoor kitchen, grill, and includes a Whynter 24” dual-zone wine and beverage cooler—perfect for entertaining, located under the covered lighted area and ceiling fan, directly beside the serene custom lap pool with attached spa overlooking the lake. Premium details throughout this home include Moen bath sinks, quartz and high-end stone countertops, Hansgrohe showers with floor to ceiling tile walls and framed glass doors, ALUPROF impact sliders, DDRUTEX impact windows, epoxy garage floor, LG Smart washer/dryer, Yale smart lock on custom front door, and York HVAC system. This is an extremely rare opportunity to own such a high-end custom home in the most desirable of locations, surrounded by multi-million-dollar custom homes along the Intracoastal Waterway, complete with private kayak launch, fishing dock, and kayak/canoe storage. A modern coastal masterpiece, this brand-new home defines Florida's waterfront luxury living. Call today for your private showing before it’s gone!

4980 Topsail Drive, Nokomis

$1,950,000
4 Beds 6 Baths Oaks SubDv. 34229 Zip Code
**ELEGANT UPDATED RESIDENCE IN THE OAKS | MODERN COMFORT ON A .83-ACRE CORNER LOT** Welcome to 538 Dove Pointe, an exceptional residence in the secure and gated Oaks Country Club community in Osprey, Florida. Set on a generous .83-acre elevated lot, this beautifully landscaped property offers the perfect combination of privacy, sophistication, and modern comfort. Built in 2002, this newer home showcases timeless architecture with a thoughtful layout and extensive 2023–2025 updates throughout. From its striking curb appeal to its serene outdoor living spaces, every detail has been meticulously curated. Inside, the home offers 4 EN SUITE BEDROOMS, 5.5 BATHS, and a 3-CAR GARAGE that’s been freshly painted and upgraded with a new epoxy floor. Walls of glass fill the home with natural light, complemented by plantation shutters and new motorized window shades throughout. Major updates include a new tile roof (August 2025), two new HVAC units, new LED lighting, and new outlets and light switches across the home. The entire interior and exterior were freshly painted in 2023, giving the home a bright and modern aesthetic. The primary suite is a private retreat, featuring new flooring, a spacious bath, and a bonus office/dressing area for added versatility. A separate office or sitting room, also with new floors, provides ideal space for remote work or quiet relaxation. The three additional bedrooms feature new carpeting, creating a cohesive and comfortable atmosphere. The chef’s kitchen is equipped with new stainless-steel appliances (refrigerator, dishwasher, – all 2025) and flows seamlessly to the main living areas and outdoor entertainment space. There is a new 2025 washer and dryer as well. Step outside to your private Florida oasis — a covered lanai with a full outdoor kitchen and a large motorized Sunbrella shade for comfort and convenience. The property’s two fountains (one new) and professionally graded, elevated landscaping create a lush and tranquil environment perfect for al fresco dining or quiet reflection. The Oaks is a distinguished, 24hr guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **Please Enjoy Viewing the 3D VIRTUAL TOUR**

538 Dove Pointe Drive, Osprey

$3,650,000
4 Beds 7 Baths The Oaks SubDv. 34229 Zip Code
Nestled within the exclusive gated community of the Oaks Club in Osprey, Florida. This singular estate represents a masterful confluence of architectural refinement and modern luxury, encompassing nearly 7000 ft.² of conditioned living space, the residence has undergone an extraordinary transformation – reflecting an investment exceeding $1.5 million – to achieve a standard of craftsmanship seldom encountered in contemporary homes. The grand foyer reimagined with architectural restraint and elegance, opens to a series of impeccably curated, living spaces defined by scale, light and material integrity. The entire home has been freshly repainted, presenting a pristine, harmonious aesthetic that enhances the interplay of color, texture and light throughout. The kitchen rebuilt from its foundation up is a tour de force of design and function-anchored by bespoke ultra-custom cabinetry, expansive, quartz surfaces, and a suite of professional grade Thermador appliances. These include three wall, ovens a speed-cook microwave, an induction cooktop, dual dishwashers, two wine coolers, a U-line beverage refrigerator, and an impressive new side by side Thermador refrigerator and freezer. Every culinary and social experience is elevated by thoughtful details such as Newport Brass fixtures, elegant chandeliers, and an exceptional walk-in pantry that unite beauty and practical design. The primary suite embodies serene granuer, featuring a newly constructed bath with custom cabinetry, a sculptural freestanding tub, and dual shower-all finished in large format, porcelain tile. A remarkable walk-in closet includes a concealed storage and safe room, melding security with sophistication. Two additional bedroom suites have been fully redesigned with its own private bath, while a refined powder room enriches the main entry corridor. Throughout the home, state- of-the-art technology complements the elegant aesthetic, a newly installed security system with outdoor surveillance cameras, ensures peace of mind, while a Sonos sound system, integrates premium audio, seamlessly across living areas for both entertainment and ambience. Additional appointments include new hardwood flooring, freshly refinished and painted garage spaces with an epoxy-coated floor, and a large air-conditioned storage room with supplementary washer, dryer hook ups. The outdoor domain has been equally vitalized, showcasing, a newly remodeled pool, upgraded mechanical systems, and beautifully landscaped grounds that frame the home with natural grace and meticulous attention to detail. Residing within the Oaks Club, homeowners enjoy the exclusivity of one of Sarasota County’s, most distinguished country club communities renowned for its championship golf courses, fine dining, tennis and social amenities. This one-of-a-kind Eagle Watch Lane estate stands as a testament to discerning design, meticulous, stewardship, and enduring architectural grace.

691 Eagle Watch Lane, Osprey

$1,500,000
3 Beds 5 Baths The Oaks SubDv. 34229 Zip Code
**BEAUTIFULLY UPDATED COUNTRY CLUB ESTATE with Ideal Southern Exposure and WATER VIEW** is located in the COVETED, OAKS BAYSIDE Country Club Neighborhood on Little Sarasota Bay. Enjoy the Private and Tranquil, Lake-front setting of this Meticulously Maintained, Timeless residence with Stunning Architectural Detail as designed by Famed Architect, Bo MacEwen, who also designed the breathtaking Oaks Clubhouse. Featuring 3 EN SUITE BEDROOMS, 4 FULL and 1 HALF BATHS, this Open and Split Floorplan offers generous gathering areas. The recently renovated, Light and Bright Country French Kitchen is a chef’s delight, featuring a large island with counter seating, premium stainless steel appliances, stone counters, hardwood cabinets, ample storage including walk-in and closet pantries, etc. The Spacious Primary Bedroom suite features a lovely wall of windows with beautiful lake view, multiple walk-in closets, dual vanities, custom-tiled shower and soaking tub. Custom details include crown moldings, wainscoting, hardwood, tile and engineered hardwood flooring, many built-in features, fireplace etc. French doors from most rooms lead to the screened lanai which overlooks an expansive lake in a serene setting. The Oversized 2-Car Garage features EV Charging and adjacent workshop/storage. Architectural POOL Design is available. THE OAKS-BAYSIDE is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World and Elite Distinguished Club of the World - where amenities include two, 18-hole championship GOLF courses, award-winning TENNIS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL. The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **ENJOY THE 3D VIRTUAL TOUR and AERIAL VIDEO**

325 Osprey Point Drive, Osprey

$2,100,000
4 Beds 4 Baths Oaks SubDv. 34229 Zip Code
**INCREDIBLE TRANSFORMATION OF THIS MOVE-IN READY, GOLF COURSE ESTATE** From the Reimagined Entryway and through the Stunning Iron double front door, you will be captivated by the attention to detail throughout this elegantly appointed residence located on an Over Half Acre, Private lot on the Interior, Heron Golf Course in the highly-sought after, OAKS COUNTRY CLUB community. The recently completed, extensive renovation throughout its expanded footprint with 4-BEDROOMS, NEW Office/Den Addition and 4 FULL BATHS, entails NEW tile and engineered hardwood flooring, crown moldings, custom built-ins, Hurricane Impact Windows and Doors, designer window treatments, etc. The sophisticated Kitchen features a large island seating area, beautiful hardwood cabinets, quartz countertops, premium stainless steel appliances including WOLF, KitchenAid, Etc. The extensive Owners’ Suite showcases herringbone pattern engineered hardwood floors, multiple walk-in closets with custom built-ins and an impressive primary bath adorned by a gorgeous chandelier and featuring separate vanities, oversized custom-tiled shower, soaking tub, separate water closet, plantation shutters, etc. With its private setting and ideal Southwestern Exposure, the Expansive screened lanai offers multiple covered areas with NEW outdoor kitchen and separate Bar seating area with adjacent Full pool bath, a wonderful Pebbletec, Heated, Saltwater Pool & Spa, and attractive pavered deck. 3-CAR GARAGE offers ample storage. The Oaks is a distinguished, 24hr guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **Please Enjoy Viewing the 3D VIRTUAL TOUR and AERIAL VIDEO**

889 Macewen Drive, Osprey

$1,150,000
4 Beds 5 Baths Calusa Lakes SubDv. 34275 Zip Code
HANDCRAFTED WOODWORK THAT IS A MUST SEE! HEATED SALTWATER POOL. 2025 ROOF. HVAC 2024. 4 BEDROOMS. 4.5 BATHROOMS. IMPACT WINDOWS. OUTDOOR KITCHEN. COMPLETELY RENOVATED. OVERSIZED LOT. This exceptional pool home in the desirable Calusa Lakes community is a unique masterpiece of craftsmanship and design. Every detail has been thoughtfully curated, showcasing the owner’s remarkable woodworking talent throughout the home. From the moment you step into the foyer, you’ll be captivated by the artistry on display — rich wood accents that flow seamlessly from floor to ceiling, creating warmth, character, and timeless appeal. The formal living room features custom built-in cabinetry with glass fronts, while the adjacent dining room is perfectly positioned next to a one-of-a-kind wine storage room complete with a wine refrigerator, and bar area. The bar room includes handcrafted cabinetry, a wine refrigerator, beverage refrigerator, sink, and a bar counter ideal for entertaining. Natural light floods this space, highlighting the incredible wood detail and open, welcoming ambiance.The primary suite is a true retreat, complete with custom-built shelving, cabinetry, and a cozy nook ideal for a home office overlooking the pool and spa. Dual walk-in closets feature custom organizers and a vanity space, while the spa-inspired bathroom offers dual vanities, a private water closet, and an oversized walk-in shower with multiple rain shower heads. The kitchen is both a chef’s dream and a work of art, boasting all-wood cabinetry, quartz countertops, two dishwashers, dual sinks, a gas range and oven, convection oven, and a full-size refrigerator and freezer. A built-in bench surrounds the large breakfast table made of quartz, providing the perfect spot for casual dining. The family room continues the home’s theme of custom woodworking, with rich tray ceiling details, built-in shelving, and views of the outdoor kitchen and lanai. The heated saltwater pool with built-in spa serves as the centerpiece of the backyard oasis perfect for relaxing or entertaining year-round. There is additional seating for dining al-fresco, as well as a fire table area with even more entertaining options. The lanai also features an outdoor kitchen with complete exhaust system. Guest accommodations are equally impressive. One large guest suite features a private entrance, built-in desk, and luxurious en-suite bath with dual vanities and a rain shower. Another bedroom offers access to a private sun patio, while the remaining guest suite includes an en-suite bath and generous closet space. The powder room and fully renovated laundry area complete with air-conditioned storage and ample cabinetry add even more functionality. Additional highlights include hurricane impact windows, automated roll-down shutters for doors, abundant storage throughout, and a newer 2025 roof. This home truly must be seen in person to appreciate its quality, detail, and handcrafted beauty. Located conveniently near I-75 and US-41, this property offers easy access to local beaches, the Island of Venice, and top-rated schools including Venice High and Pine View School. Copy and paste the following link to watch the Luxury Video: https://player.vimeo.com/video/1129870082?badge=0&autopause=0&player_id=0&app_id=58479

2196 Muskogee Trail, Nokomis

$649,000
4 Beds 3 Baths Palmero / Sorrento Phase 2 SubDv. 34275 Zip Code
One or more photo(s) has been virtually staged. (Seller Motivated!! - preferred lender with low rates and great loan programs!) Are you searching for that true slice of Florida paradise that truly has it all? Built in 2023 (HUGE SAVINGS! with LOW Maintenance & LOW Insurance!) and set on a premium preserve homesite, this 4-spacious bedrooms, 3-Full baths residence offers expansive, uninterrupted nature views within an amenity-rich resort style gated community featuring the lowest HOA fees in the area and NO CDD FEES!! With 2,410 square feet of thoughtfully designed living space, this newer built one level Antigua model home combines modern luxury, structural upgrades, and an unbeatable location! From the moment you enter, preserve views draw you through the panoramic sliding pocket doors to the screened lanai. The spacious floor plan includes a private den with glass French doors—ideal for a quiet home office or sitting room. Wood-grain tile flooring enhances the main living areas, while plush carpeting adds comfort to the bedrooms. Modern wall tones, upgraded baseboards, and trim molding create a clean, contemporary aesthetic throughout. The gourmet kitchen features a built-in oven and microwave, stainless steel appliances, and a natural gas range with stainless hood. Other features include a tankless water heater, wired internet system, keyless entry, app controlled garage door, an irrigation system, and a driveway that can accommodate multiple vehicles. The open floor plan design makes entertaining effortless while enjoying the natural tropical preserves views. The owner’s suite is generously sized with tray ceiling details and expansive preserve views. The luxurious primary bath offers dual vanities, an oversized glass-enclosed shower with bench seating, a large soaking tub, and a spacious walk-in closet with convenient pass-through access to the laundry room. Situated on a larger lot at the end of a quiet cul-de-sac with a beautifully landscaped tropical round median in front of the home for added privacy. This home also enjoys an extra-wide side yard space for even greater privacy and added natural sun light. The backyard has an abundance of space to design your own custom pool overlooking the preserves (a list of reputable pool builders available upon request). This pet-friendly community offers sidewalks, scenic walking trails, resort-style pool gatherings, clubhouse with hot tub and guest baths, BBQ grills, fire pit seating, large dog park, basketball and volleyball courts, and playground. Located off 681 with no other communities on that side, the setting feels private yet incredibly connected. Just 4 miles to Nokomis Beach, and directly across the street from the Legacy Trail (a quick bike ride to downtown Venice!), minutes to Venice Island’s shops, dining, and waterfront restaurants, and close to Sarasota Memorial Hospital of Venice. Pine View School (ranked #1 in Florida), downtown Sarasota, UTC Mall, Whole Foods (coming soon), marinas for boat storage, parks, pickle ball and tennis courts—all easily accessible via Tamiami Trail. This is the place to be! From sunset walks on Nokomis Beach to boating, paddle boarding, and vibrant local events, this home places you in the heart of a welcoming coastal community with small-town charm and big lifestyle appeal. This is more than a home—it’s what living in paradise truly feels like. Contact today for your private tour - let's give you the life you've been waiting for!

5604 Blue Reef Place, Nokomis

$6,475,000
5 Beds 6 Baths Casey Key SubDv. 34229 Zip Code
Gulf Front, private beach. This sun-drenched Florida villa captures the character of a Mexican hacienda with the ease of tropical coastal living. Smooth stucco exteriors, clay tile roofing, and vibrant bougainvillea frame a private courtyard, setting the tone for a home that is both timeless and inviting. Directly on the turquoise waters of the Gulf, this newly remodeled residence on the north end of Casey Key offers the rare privilege of a private beach just steps from the home. Set on one of Florida’s most exclusive barrier islands, the property enjoys sweeping sunset views, exceptional privacy, and convenient access to the dining, shopping, and cultural attractions of Venice and Sarasota. Behind a gated entrance, the home features three bedrooms, a private office, and three-and-a-half baths, all thoughtfully updated to celebrate its extraordinary Gulf-front setting. Expansive windows and sliding glass doors frame breathtaking water views while filling the interiors with natural light and coastal breezes. Rich architectural details reflect its hacienda-inspired design, including wood beams and moldings, barrel-brick ceilings, Mexican tile and wood floors, brick accents, artisanal mosaic tile, and hand-painted stair risers. Hurricane-impact windows and doors, a new roof, a new pool, and updated air-conditioning and pool equipment provide both peace of mind and modern comfort. The gourmet kitchen is beautifully appointed with custom cabinetry and Wolf appliances, creating an ideal setting for entertaining after a day on the beach. The primary suite is a private retreat with a sitting room, wet bar, soaking tub, walk-in closet, and private balcony overlooking the Gulf. Two additional en-suite guest bedrooms provide comfort and privacy for family and visitors. A spiral staircase leads to the rooftop deck, where panoramic views stretch from the Gulf to the Intracoastal Waterway. Outside, the courtyard-style pool, fountain, tiled terraces, and lush tropical gardens create a tranquil setting for authentic alfresco living. This is an exceptional opportunity to experience the privacy, beauty, and effortless lifestyle of Gulf-front living on Casey Key.

121 N Casey Key Road, Osprey

$1,100,000
3 Beds 3 Baths Southbay Yacht & Racquet Club SubDv. 34229 Zip Code
**IMPRESSIVE, METICULOUSLY MAINTAINED, SINGLE-STORY, CUL DE SAC ESTATE in the Highly Sought-After SOUTHBAY Community** offers 3 BEDS, 2 FULL and 1 HALF BATHS plus STUDY/DEN – and is nearly 100% SOLAR-POWERED (details available)! This Custom and Updated home offers many premium features including elegant Bolivian woodwork, beautiful tile floors throughout, Expansive Kitchen with Hardwood Cabinets, Granite Counters and Stainless Steel Appliances. The Spacious primary bedroom suite offers multiple walk-in closets and even a BONUS ROOM (possible Gym, Nursery, etc.) while the primary bathroom includes dual sinks, spa tub and custom-tiled shower. Ultimate enjoyment of the outdoors is made possible with an expansive screened lanai featuring a Solar-Heated Pool (Resurfaced in 2021) and ample entertaining space in a private and serene setting. With its HIGH ELEVATION (and NO FLOODING concerns during recent hurricanes and NO storm Damage), this residence is situated on an Oversized, Cul De Sac Lot with Circular Driveway, has wonderful curb appeal and an Ideal SOUTHERN Rear Exposure! Recent UPDATES include NEW ROOF, NEW HURRICANE IMPACT WINDOWS & SLIDING DOORS, NEW LANAI CAGE and Much More! SOUTHBAY YACHT & RACQUET CLUB is a BOATING COMMUNITY with a 170 Boat MARINA, Clubhouse, Tennis and Pickleball Courts! SOUTHBAY is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. **ENJOY THE 3D VIRTUAL TOUR and AERIAL VIDEO**

219 Keel Way, Osprey

$850,000
3 Beds 3 Baths Venetian Golf And River Club SubDv. 34275 Zip Code
Designed with nearly 2,900 square feet of living space, this three-bedroom, two-and-a-half bath home combines elegant design with modern conveniences. The layout of the home provides an opportunity for entertaining with an oversized gourmet kitchen appointed with new Cafe appliances and complemented by a massive granite island. The butler's pantry comes with dual refrigerators and a prep sink. The interiors showcase custom millwork throughout with closets tailored for efficiency and organization. The primary suite is highlighted by an expansive walk-in closet. Indoor and outdoor living blend seamlessly in this custom home; large windows and doors throughout the home invite natural light and a strong connection to the outdoors. A private central courtyard is centered around a pool with a waterfall and spa, newly resurfaced in 2025, as well as new tile, pumps, filter and heater. The rear screened lanai frames views of the community's award-winning golf course, where the fourth fairway provides a tranquil backdrop. Plenty of storage and oversized, air-conditioned garage. This residence presents a rare opportunity to enjoy refined living in one of North Venice's premier golf communities. Venetian Golf and River Club is a 24-hour guard-gated community with a multitude of amenities, including a championship 18-hole golf course (membership optional), a tennis center with Har-Tru tennis courts, new pickleball courts, fitness center, nature trail, heated lap and resort pools, tiki bar and dining, access to the adjacent 70-acre nature park along the scenic Myakka River. Community offers proximity to beaches, entertainment, Interstate 75 and the newly completed Sarasota Memorial Hospital.

258 Montelluna Drive, North Venice

$950,000
4 Beds 5 Baths Pine Ranch SubDv. 34229 Zip Code
A truly rare opportunity to own a home on over 2 acres in Osprey, FL. Pine Ranch is a charming enclave of 36 properties with low HOA fees and sensible deed restrictions that offers room for your RV, boat, and space for your horses. Conveniently positioned one mile East of US 41, within a mile of the Legacy Trail and the nationally-ranked Pine View School. Situated at the end of a cul-de-sac and bordering a protected preserve, this property offers privacy almost impossible to find West of I75 in Sarasota County. From nearly every window in the home, enjoy the views of the surrounding nature, a private fish-stocked pond, picturesque gazebo, and well-appointed pool area. Improvements in 2025 include a new hot water heater, picture frame pool enclosure, and roof with transferable warranty. A thoughtfully designed addition expanded the original home adding a spacious primary suite featuring a vaulted ceiling, abundant natural light from multiple skylights, dual walk-in closets, a full ensuite bath, and direct access to an outdoor living space with wet bar and pool access. A beautiful library with custom wooden shelves and vaulted ceilings with a full pool bath too. This home has a total of four bedrooms, two with ensuite bathrooms, all with sizable walk-in closets and four and a half baths. A formal living and dining room, eat in family room with a wood burning fireplace, wet bar and vaulted pecky cypress ceiling and walls, all add up to a great home to gather. The home also boasts a converted garage space which adds an additional air conditioned 500 square feet, plus a glass enclosed Florida room 555 square feet, these two areas add over 1,000 living square feet not included in the county records. Outside there is a large screened patio to truly enjoy the garden views, four car covered carport, free standing Barn/Workshop with garage door access and attached screened potting shed and a defunct pump house that could become a man cave or she shed!

701 Eaglenook Way, Osprey

$1,025,000
3 Beds 3 Baths Southbay Yacht & Racquet Club SubDv. 34229 Zip Code
Attention water lovers... take a look at this home in the highly sought-after community of Southbay Yacht & Racquet Club, where true resort-style living awaits. The community offers an impressive array of amenities, including a marina, a recently remodeled clubhouse, shuffleboard courts, three tennis courts, four pickleball courts, a bocce ball court, basketball courts, and kayak storage. Residents also enjoy a waterfront park and nearly 20 acres of common grounds with miles of walking trails. A true highlight is the gorgeous geothermal pool, which showcases stunning marina views and is a must-see when visiting Southbay! Now that you’ve fallen in love with the community, are you ready to explore this spectacular home that’s waiting to be yours? This spacious residence, spanning over 3,000 square feet, welcomes you with a brick-paver driveway and lush, mature landscaping along the front walkway. Continue through the gated entry to discover the tranquil sound of a soothing water feature before stepping inside. The interior boasts beautiful views of the pool and lush green landscape, hard flooring throughout, and a layout designed for both everyday living and effortless entertaining. The floor plan includes two distinct family rooms, one with a cozy fireplace, wet bar, and beverage refrigerator, and the other offering beautiful views of the pool. The primary bedroom includes an additional room with pool views, ideal for an office or exercise space...the choice is yours. A spacious laundry room, complete with a double desk and abundant storage, adds to the home’s functionality. Outside, the large lanai features a beautiful pool and provides generous covered areas, and plenty of open space for sunbathing under the clear blue sky. Recent updates include a new roof installed in 2023 and a recently refinished and resurfaced pool. The location is equally appealing, just minutes from a variety of restaurants and shopping, convenient highway access, and the soft, powdery sands of Southwest Florida's Gulf Beaches. I welcome you to visit this home... come see, come sigh, and make it your own!

1218 Yacht Harbor Drive, Osprey

$3,885,000
4 Beds 5 Baths Kilton Estates SubDv. 34275 Zip Code
Set along the coveted waterfront of Blackburn Bay, this rare Nokomis estate embodies the very best of refined coastal living with multi-residence flexibility. The .68-acre property spans 100 waterfront feet and offers a stunning main residence and a fully appointed guest house with unique and flexible garage space. Crafted for effortless entertaining, year-round comfort, and Gulf Coast adventure, it encompasses 4,537 square feet of living space, four bedrooms, four-and-a-half baths, an attached garage, and dedicated boat, RV or hobby storage, ideally pairing casual luxury with a practical lifestyle. A welcoming approach leads to Trex steps, and a front porch framed by glass-pane French doors, opening to expansive living spaces. The great room’s illuminated tray ceiling, large windows, and engineered hardwood floors set the tone for airy sophistication. The dining area, open to the kitchen and living area, features sliders to the deck, designer lighting and a decorative high ceiling. The chef’s kitchen offers an oversized central island with seating, quartz countertops, a premier stainless-steel appliance package with a cabinet-faced Sub-Zero refrigerator, stone backsplash, and ceiling-height cabinetry with decorative glass accents. A custom bar and lounge, with prep sink, wine cooler, dual Sub-Zero beverage refrigerators, glass-faced cabinetry and a hidden door to the primary suite, adds a touch of intrigue. The primary bedroom includes a sitting area, dual walk-in closets, and plantation-shuttered windows, while its spa-inspired bath features a soaking tub, glass-block walk-in shower, dual vanities, water closet, chandelier-lit tray ceiling and transom windows. Two guest bedrooms share a full bath, and a half bath completes the main floor. The ground level, finished with wood-look tile, offers water views and flexible spaces that open to the outdoor amenities, abundant storage and a two-stop elevator. Outdoor living is elevated with a spacious terrace featuring retractable awning and hurricane screens, a shaded lower patio with freshly sealed stone columns and mature landscaping. The dock includes two lifts, plus water, electric and lighting for seamless boating with quick access to the Gulf. The guest house is equally well-appointed, with a travertine-floored great room, kitchenette with stainless steel Frigidaire appliances, upstairs family room and bedroom, two full baths, Bosch laundry, and a garage designed for boat, RV or hobby storage. Multiple French doors and sliders connect the space to an amazing paver pool area strategically between the two homes. With its blend of refined interiors, generous indoor-outdoor spaces and direct waterfront access, 559 Bob Hope Drive is more than a home, it’s a statement of coastal living.

559 Bob Hope Drive, Nokomis

$630,000
4 Beds 3 Baths Palmero / Sorrento Phase 2 SubDv. 34275 Zip Code
One or more photo(s) has been virtually staged. ***Special Buyer Incentives: Take advantage of Closing Cost assistance, secure competitive low rates with our preferred lender, and enjoy over $60,000 in premium owner upgrades already included!***Come experience a home like no other—where everyday living feels like a vacation! This 4BR/3BA home in the gated Palmero community offers 2,410 sq. ft. of modern living, backing directly to Oscar Scherer State Park for rare privacy and breathtaking preserve views that will remain untouched and natural forever. From your backyard, enjoy birdsong at sunrise, swaying palms, and golden sunsets over the preserve. Inside, the gourmet kitchen features a gas range, Cafe Brand refrigerator, and shaker cabinetry. The serene primary suite includes a tray ceiling and spa-like bath. Thoughtful upgrades add to the appeal: an outdoor kitchen, limestone patio, rain gutters, tropical landscaping with underground lighting package, epoxy garage floor, and remote-controlled no-see-um screen. A pool pre-wire rough-in was added structurally at build, allowing you to design your own tropical lagoon to complement the expansive preserve views. Palmero offers resort-style amenities, including a heated community pool, hot tub, grilling station, fire pits, basketball courts, volleyball courts, dog parks, and nature trails. Low HOA fees of just $172/month, modern smart-home tech, and a transferable 10-year builder warranty make this home a rare find. All of this is just a short car ride from Nokomis Beach, boutique shopping and theaters on Venice Avenue, arts and entertainment venues, renowned restaurants, top-rated schools including Venice High and Pine View (#1 public school in Florida and ranked 12th in the nation), numerous grocery options, top medical practices including SMH, and the pristine Gulf beaches. Schedule your private tour today and experience what true Florida living has to offer.

5612 Blue Reef Place, Nokomis

$2,625,000
4 Beds 7 Baths The Oaks SubDv. 34229 Zip Code
Welcome to your dream home, a sanctuary of elegance and comfort nestled on an exclusive, private street with only nine residences and no neighbors across the way—just the tranquility of a natural preserve. This remarkable property in The Oaks Clubside, with 4 bedrooms, 5 full bathrooms, and 2 half baths, boasts impact windows and doors throughout, providing peace of mind and a quiet, secure environment. Step inside to discover an open floor plan adorned with a blend of rich wood and luxurious travertine floors. Each of the large bedrooms is an en suite retreat, offering privacy and comfort for residents and guests alike. On the first floor you will find a huge master suite, with his-and-her closets, and a luxurious master bathroom that has two separate vanities, a walk-in shower and soaking tub. The two additional bedrooms are generously sized. The open kitchen features cherry wood cabinets, a granite island and high end stainless steel appliances. The breakfast nook is flooded with natural light and offers a lovely view over the pool. The second story has a fourth en-suite bedroom, and balcony overlooking the golf course and lake. And, for those who love to entertain, the game and media room is designed for fun gatherings of friends. The heart of the home extends outdoors, where you will find an impressive outdoor kitchen area perfect for grilling and dining alfresco. Enjoy a beautiful, long view of the Heron #14 and the serene lake beyond—a panoramic scene that will take your breath away every day. This home is loaded with thoughtful additions, including three new exterior ceiling fans for comfort on warm days, custom office closet shelving and a secure dog run fence for your furry friends. The garage boasts a durable epoxy floor and hurricane-rated doors. Additional upgrades abound with 4 new AC units with UV lights for optimal air quality, a new roof, two-stage pool pump and new irrigation pump, new tankless Navian water heater to name a few. You absolutely must see this home to appreciate all it has to offer. Membership in The Oaks Club, Sarasota’s premier golf and country club is required with home ownership.

478 Oriskany Court, Osprey

$2,395,000
3 Beds 4 Baths The Oaks SubDv. 34229 Zip Code
**CHARMING and PRIVATE, GOLF COURSE ESTATE** is located behind the Secure Gates of the highly sought after Oaks Country Club community and offers a Lovely, Golf Course View of the 17th Fairway of the interior, Heron Golf Course. This Spacious, Light and Bright, Open Floorplan of OVER 4500sf entails 3-BEDS, 3 FULL and 1 HALF BATHS, Study/Den, Bonus Room / Entertaining area with Fireplace and Wetbar, 3-CAR GARAGE, etc. Premium features abound including Crown moldings, Marble and wood floors, Coffered ceiling, Custom built-ins, a well-equipped kitchen with Granite countertops, Stainless Steel Appliances including KitchenAid and Fisher & Paykel, and much more! An Expansive Primary Bedroom Suite features a Bonus Room, Walk-In Closet, dual vanities, soaking tub and custom-tiled shower. Enjoy OUTDOOR LIVING at its FINEST in an Expansive, Screened Lanai with PEBBLETEC Pool & Spa and Outdoor Kitchen in a serene setting. ROOF (2015). THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **Please Enjoy Viewing the 3D VIRTUAL TOUR**

852 Macewen Drive, Osprey

$4,600,000
4 Beds 6 Baths Nokomis SubDv. 34275 Zip Code
Welcome to 1109 Bayshore Road—New construction and never lived in! an unparalleled waterfront sanctuary redefining luxury living along Florida's captivating Gulf Coast. Masterfully custom-built by the acclaimed John Cannon Homes, this residence embodies the sophistication, craftsmanship, and lavishness reminiscent of the world’s finest five-star resorts. Majestically set behind private gates on over 1.3 pristine acres, every detail of this estate has been artfully curated to provide a lifestyle of unrivaled refinement, tranquility, and indulgence. From the moment you enter through the gates and travel the elongated paver drive framed by lush tropical landscaping and towering palms, you’ll sense you've arrived someplace extraordinary. Inside, the residence reveals breathtaking bayfront and Intracoastal panoramas from nearly every vantage point. Rich wood plank flooring, polished tile, elevated tray ceilings, and striking eight-foot doorways evoke a sense of grandeur typically reserved for elite luxury resorts. Corner pocket doors vanish effortlessly, blending indoor elegance with expansive outdoor spaces and framing endless vistas of shimmering water. At the heart of this remarkable estate lies a chef-inspired kitchen worthy of culinary excellence—expertly designed with gleaming quartz countertops, an oversized centerpiece island for unforgettable gatherings, and Viking stainless steel appliances including a professional-grade 48-inch gas cooktop with a vented hood, built-in oven, convection microwave, and an impeccably organized walk-in pantry. A luxurious wine bar area complements the space perfectly, featuring custom cabinetry, elegant shelving, and a built-in beverage refrigerator—ideal for hosting the most discerning guests. The main-level primary suite is a private oasis, carefully designed for serenity and style, offering mesmerizing water views and direct access to the poolside lanai. Its spa-inspired bath rivals those found in the world’s most exclusive retreats, featuring luxurious finishes, spacious dual vanities, and a walk-in shower with exquisite tile detailing. Additional highlights of comfort include a private elevator granting seamless access to each floor and thoughtfully designed guest accommodations that deliver unparalleled privacy and sophistication. Outdoors, paradise awaits. The resort-style heated pool and spa overlook breathtaking water views, enhanced by a custom-designed summer kitchen and extensive lanai—perfect for sunset soirées or elegant alfresco dining beneath the stars. A private dock equipped with a 10,000-pound boat lift invites exploration of Florida’s stunning waterways, while the expansive grounds provide ample space to add a guest house or casita, further enhancing the estate’s exclusive appeal. This home also comes with a new construction home warranty that lasts until November 2026! Located mere minutes from the pristine sands of Nokomis Beach, with convenient access to the charming boutiques, renowned restaurants, and vibrant culture of nearby downtown Venice and Sarasota, 1109 Bayshore Road transcends the ordinary. This residence doesn't just promise luxury—it delivers a lifestyle only experienced in the world's most distinguished five-star destinations.

1109 Bayshore Road, Nokomis

$1,450,000
5 Beds 4 Baths Venetian Golf & River Club SubDv. 34275 Zip Code
Welcome to 186 Portofino Drive, a grand Donato model estate located in the exclusive Grand Estates enclave of the Venetian Golf & River Club. This striking home offers over 4,000 sq ft of refined living space, including four bedrooms, four full bathrooms, a private upstairs guest suite, and an oversized three-car garage, all set on a preserve-view lot that ensures both privacy and serenity. Double leaded-glass entry doors open into a spacious foyer with soaring ceilings, porcelain tile flooring, and elegant architectural detail. The expansive great room features a gas ventless fireplace with custom built-ins and a pocketing slider that opens to the lanai and frames the stunning view beyond. The kitchen is a chef’s dream, equipped with professional stainless-steel appliances including a six-burner gas cooktop, convection oven, built-in microwave, and French-door refrigerator. Rich cherry wood cabinetry, Cambria quartz countertops, a pantry and a generous breakfast bar provide both function and style. The adjoining casual dining area offers a sunny spot for morning coffee with tranquil preserve views. A well-appointed coffee nook and pantry provides additional prep space and connects to the formal dining room. The first-floor primary suite is a luxurious private retreat, with coffered ceilings, dual custom walk-in closets, and French doors opening to the lanai. The en-suite bathroom features dual vanities with granite countertops, a jetted soaking tub, a large walk-in shower with frameless glass, a ceiling fan, and a private water closet. Two additional first-floor bedrooms are thoughtfully designed—one conveniently located by the pool bath, and the other connected to a Jack and Jill bathroom. All feature upgraded finishes, ceiling fans, carpet or porcelain tile flooring. The main level also includes a dedicated study with custom arched door, large windows, and tile flooring—perfect for a home office or quiet workspace. The addition of a murphy bed and closet add versatility for use as an additional guest space. The laundry room is spacious and efficient, offering full-size washer and dryer, extensive cabinetry, and folding counter space. Upstairs, your guests will enjoy their own private suite complete with a spacious bedroom, full bathroom, sitting area, granite-topped wet bar, and private balcony overlooking the preserve. A spiral staircase leads directly down to the pool area, creating a perfect setup for guest privacy and convenience. Alternatively a great family room or entertaining space. The outdoor living area is an absolute showstopper. The screened lanai features a salt-filtered infinity-edge pool with LED color lighting, a spillover spa, and two cascading fountains. A built-in grill kitchen with bar area, outdoor shower, and multiple covered and uncovered lounging areas make this an entertainer’s dream. Paver decking extends throughout, and landscape lighting adds ambiance from day to night. Natural gas powers the furnace, water heater, dryer, cooktop, and pool heater. Additional features include central vacuum, ceiling speakers, customized closets, plantation shutters, driveway and pool deck pavers, front and rear landscape lighting, and impact-rated windows, sliders, and front entry doors. Decorative blinds are installed on the pool bath door and French doors leading from the primary suite to the lanai. The oversized three-car garage offers ample space for vehicles, storage, and even a golf cart.

186 Portofino Drive, Nokomis

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