Swfloridafinehomes.com Search Results

$1,900,000

Virtually Staged. A rare canvas of luxury, positioned on a lush double lot within the sought-after, gated community of The Oaks, in Osprey, adjacent to stunning Sarasota, known for the arts. Bordering the Heron Course on the eighth fairway, this iconic two-story estate boasts incredible opportunity for limitless potential. The entire interior is freshly painted, to enhance vision of stateliness. With five bedrooms, 7.5 baths and a sprawling layout, this magnificent property is an exceptional backdrop, just waiting for your personal touch. Arrive in style via the elegant front circular driveway or utilize the private rear driveway leading to a rare four-car garage. Inside, the home is masterfully designed for grand entertaining and everyday comfort, with a sweeping curved stairway at the entrance, setting the stage to an exquisite residence. The first floor features a formal living room and a sun-drenched family room complete with a fireplace, custom built-ins and multiple French doors, leading to the outdoor bliss. A screened lanai lays the foundation for Florida living at its finest, showcasing an enormous 33-by-46-foot sparkling heated pool and spa, expansive patio and an outdoor kitchen. The expansive open kitchen is a chef's dream, flowing seamlessly into a casual breakfast nook. For formal affairs, the large dining room offers custom cabinetry and an adjacent wet bar. The main-floor primary retreat is a sanctuary, featuring a dedicated sitting area and luxurious dual en-suite baths. There is more closet space than a clothes diva could possibly desire. The first floor is completed by a handsome office/library with built-ins, a powder room and a guest bedroom. Upstairs, you will find three additional en-suite bedrooms, one of which benefits from private back-staircase access, ideal for an au pair, in-laws or VIP guests. With every bedroom featuring its private bath, privacy is guaranteed for all. Outdoors, the walled double lot provides a private tropical oasis, all with tranquil, serene views. On a practical note, roof was replaced in 2019, with hurricane shutters, for peace of mind. Two 18-hole championship golf courses, 12 Har-Tru tennis courts (four lighted), croquet and pickleball courts, a state-of-the art fitness center, fine and casual dining options and a calendar of social events, The Oaks is Sarasota’s leading golf and country club.

5 Beds ⋅ 8 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code

Virtually Staged. A rare canvas of luxury, positioned on a lush double lot within the sought-after, gated community of The Oaks, in Osprey, adjacent to stunning Sarasota, known for the arts. Bordering the Heron Course on the eighth fairway, this iconic two-story estate boasts incredible opportunity for limitless potential. The entire interior is freshly painted, to enhance vision of stateliness. With five bedrooms, 7.5 baths and a sprawling layout, this magnificent property is an exceptional backdrop, just waiting for your personal touch. Arrive in style via the elegant front circular driveway or utilize the private rear driveway leading to a rare four-car garage. Inside, the home is masterfully designed for grand entertaining and everyday comfort, with a sweeping curved stairway at the entrance, setting the stage to an exquisite residence. The first floor features a formal living room and a sun-drenched family room complete with a fireplace, custom built-ins and multiple French doors, leading to the outdoor bliss. A screened lanai lays the foundation for Florida living at its finest, showcasing an enormous 33-by-46-foot sparkling heated pool and spa, expansive patio and an outdoor kitchen. The expansive open kitchen is a chef's dream, flowing seamlessly into a casual breakfast nook. For formal affairs, the large dining room offers custom cabinetry and an adjacent wet bar. The main-floor primary retreat is a sanctuary, featuring a dedicated sitting area and luxurious dual en-suite baths. There is more closet space than a clothes diva could possibly desire. The first floor is completed by a handsome office/library with built-ins, a powder room and a guest bedroom. Upstairs, you will find three additional en-suite bedrooms, one of which benefits from private back-staircase access, ideal for an au pair, in-laws or VIP guests. With every bedroom featuring its private bath, privacy is guaranteed for all. Outdoors, the walled double lot provides a private tropical oasis, all with tranquil, serene views. On a practical note, roof was replaced in 2019, with hurricane shutters, for peace of mind. Two 18-hole championship golf courses, 12 Har-Tru tennis courts (four lighted), croquet and pickleball courts, a state-of-the art fitness center, fine and casual dining options and a calendar of social events, The Oaks is Sarasota’s leading golf and country club.

916 Macewen Drive, Osprey

$4,790,000

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

4 Beds ⋅ 6 Baths ⋅ The 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

$11,950,000

Pre-Construction. To be built. An extraordinary opportunity on Casey Key, set across 1.37 private acres with an exceptional 300 feet of deep-water bay frontage, one of the most expansive and coveted waterfront parcels on the island. Thoughtfully designed as a modern coastal estate, this residence will offer over 5,400 square feet under air, featuring 5 bedrooms, 5 full baths, 1 half bath, a private elevator, and a 5 car garage, all crafted to capture sweeping panoramic water views from nearly every room. Floor-to-ceiling glass, soaring ceilings, and seamless indoor-outdoor transitions define the home’s architectural vision, blending refined design with the natural beauty of its surroundings. The open-concept layout is designed for both elevated daily living and effortless entertaining, with expansive living spaces that flow onto multiple waterfront terraces. Outdoor living is equally impressive, anchored by a resort-style pool and spa, outdoor kitchen, and generous lounge areas overlooking Sarasota Bay. The property’s significant water frontage allows for an extended private dock with excellent depth, ideal for accommodating larger vessels and delivering direct access to the Intracoastal Waterway and Gulf. Adding to its rarity, the estate includes deeded beach access directly across the street, offering private entry to the pristine Gulf shoreline, an increasingly scarce feature even among Casey Key’s most exclusive homes. Positioned on one of Florida’s most private barrier islands, home to fewer than 400 residences and free of high-rises or traffic lights, this offering delivers a unique blend of seclusion and accessibility. Located just minutes from the dining, shopping and cultural amenities of Sarasota and the charm of Venice, the property embodies the ultimate coastal lifestyle. This is a rare opportunity to secure a generational waterfront estate with the potential to customize finishes and create a truly bespoke residence in one of Florida’s most coveted coastal enclaves.

5 Beds ⋅ 6 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code

Pre-Construction. To be built. An extraordinary opportunity on Casey Key, set across 1.37 private acres with an exceptional 300 feet of deep-water bay frontage, one of the most expansive and coveted waterfront parcels on the island. Thoughtfully designed as a modern coastal estate, this residence will offer over 5,400 square feet under air, featuring 5 bedrooms, 5 full baths, 1 half bath, a private elevator, and a 5 car garage, all crafted to capture sweeping panoramic water views from nearly every room. Floor-to-ceiling glass, soaring ceilings, and seamless indoor-outdoor transitions define the home’s architectural vision, blending refined design with the natural beauty of its surroundings. The open-concept layout is designed for both elevated daily living and effortless entertaining, with expansive living spaces that flow onto multiple waterfront terraces. Outdoor living is equally impressive, anchored by a resort-style pool and spa, outdoor kitchen, and generous lounge areas overlooking Sarasota Bay. The property’s significant water frontage allows for an extended private dock with excellent depth, ideal for accommodating larger vessels and delivering direct access to the Intracoastal Waterway and Gulf. Adding to its rarity, the estate includes deeded beach access directly across the street, offering private entry to the pristine Gulf shoreline, an increasingly scarce feature even among Casey Key’s most exclusive homes. Positioned on one of Florida’s most private barrier islands, home to fewer than 400 residences and free of high-rises or traffic lights, this offering delivers a unique blend of seclusion and accessibility. Located just minutes from the dining, shopping and cultural amenities of Sarasota and the charm of Venice, the property embodies the ultimate coastal lifestyle. This is a rare opportunity to secure a generational waterfront estate with the potential to customize finishes and create a truly bespoke residence in one of Florida’s most coveted coastal enclaves.

2542 Casey Key Road, Nokomis

$2,650,000

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

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

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

449 Webbs Cove, Osprey

$5,999,999

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

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

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

313 Lookout Point Drive, Osprey

$10,600,000

Set along one of Casey Key’s most coveted stretches, 3210 Casey Key Road presents a rare Gulf-to-Bay estate where water defines nearly every moment of daily life. Enjoy your private beach with rare, grandfathered cabana and your private bay frontage with dock and irreplaceable covered boat lift. Spanning almost 5,400 square feet under air across three-plus levels, this 2018-built residence offers four bedrooms, four full baths, a powder bath, multiple living and bonus spaces and, last but not least, an indoor half basketball court, all framed by impact-rated glass and serviced by a three-stop elevator. Arrival begins through a lushly landscaped circular motor court leading to a coastal-inspired façade and a covered entry accented by wood inlay ceilings. Inside, engineered wood floors, crown molding, and curated architectural details introduce interiors that balance sophistication with warmth. The dining room captures Gulf views through an oversized window, while the library doubles as a refined retreat with beamed ceilings, built-ins, a fireplace, and French doors opening to a Gulf-facing terrace. At the heart of the home, the great room unfolds around a stone-clad fireplace and opens through Euro-wall glass doors to expansive outdoor living. The chef’s kitchen is both beautiful and highly functional, anchored by two oversized islands and finished with quartz countertops, tile backsplash, custom cabinetry, and a premier appliance suite including Wolf, Sub-Zero, Miele, and Vent-A-Hood. A walk-in pantry with additional prep space, a light-filled breakfast nook overlooking the bay, and a well-appointed laundry room complete the main living level. Two private primary suites on the main floor offer exceptional flexibility, each opening to terraces with pool and Intracoastal views. One features a steam shower and tailored walk-in closet, while the other is styled as a spa retreat with chandelier-lit marble finishes, a freestanding soaking tub, and a custom-designed dressing room. Upstairs, a lounge-style bonus room with wet bar and Gulf views creates an ideal gathering space, accompanied by two guest suites, both enjoying tranquil Intracoastal outlooks. The expansive lower level introduces remarkable versatility, with bonus living areas including a dedicated craft room and extensive storage rarely found in coastal homes. An indoor half-court basketball court makes this amenity driven property even more interesting. Outside, the estate truly comes into its own. A heated saltwater infinity-edge pool and spa anchor the backyard, complemented by an outdoor kitchen, pergola with gas firepit, outdoor shower, and pass-through bar for effortless entertaining. A Trex boardwalk leads to the dock and rare and irreplaceable covered 8,000 pound boat lift, offering direct Gulf-to-Bay boating with no fixed bridges. On the beach side, a grandfathered cabana is the perfect venue for enjoying specular everyday sunsets. Situated on approximately 0.82 acres, the property provides both scale and privacy, framed by mature landscaping and sweeping water views on both sides. Set on the serene barrier island of Casey Key, this Gulf-to-Bay estate offers effortless access to boating, beach, and the dining and cultural scenes of Venice and Sarasota. More than a home, 3210 Casey Key Road is a refined coastal retreat where sophisticated interiors, resort-style amenities, and exceptional waterfront living come together.

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

Set along one of Casey Key’s most coveted stretches, 3210 Casey Key Road presents a rare Gulf-to-Bay estate where water defines nearly every moment of daily life. Enjoy your private beach with rare, grandfathered cabana and your private bay frontage with dock and irreplaceable covered boat lift. Spanning almost 5,400 square feet under air across three-plus levels, this 2018-built residence offers four bedrooms, four full baths, a powder bath, multiple living and bonus spaces and, last but not least, an indoor half basketball court, all framed by impact-rated glass and serviced by a three-stop elevator. Arrival begins through a lushly landscaped circular motor court leading to a coastal-inspired façade and a covered entry accented by wood inlay ceilings. Inside, engineered wood floors, crown molding, and curated architectural details introduce interiors that balance sophistication with warmth. The dining room captures Gulf views through an oversized window, while the library doubles as a refined retreat with beamed ceilings, built-ins, a fireplace, and French doors opening to a Gulf-facing terrace. At the heart of the home, the great room unfolds around a stone-clad fireplace and opens through Euro-wall glass doors to expansive outdoor living. The chef’s kitchen is both beautiful and highly functional, anchored by two oversized islands and finished with quartz countertops, tile backsplash, custom cabinetry, and a premier appliance suite including Wolf, Sub-Zero, Miele, and Vent-A-Hood. A walk-in pantry with additional prep space, a light-filled breakfast nook overlooking the bay, and a well-appointed laundry room complete the main living level. Two private primary suites on the main floor offer exceptional flexibility, each opening to terraces with pool and Intracoastal views. One features a steam shower and tailored walk-in closet, while the other is styled as a spa retreat with chandelier-lit marble finishes, a freestanding soaking tub, and a custom-designed dressing room. Upstairs, a lounge-style bonus room with wet bar and Gulf views creates an ideal gathering space, accompanied by two guest suites, both enjoying tranquil Intracoastal outlooks. The expansive lower level introduces remarkable versatility, with bonus living areas including a dedicated craft room and extensive storage rarely found in coastal homes. An indoor half-court basketball court makes this amenity driven property even more interesting. Outside, the estate truly comes into its own. A heated saltwater infinity-edge pool and spa anchor the backyard, complemented by an outdoor kitchen, pergola with gas firepit, outdoor shower, and pass-through bar for effortless entertaining. A Trex boardwalk leads to the dock and rare and irreplaceable covered 8,000 pound boat lift, offering direct Gulf-to-Bay boating with no fixed bridges. On the beach side, a grandfathered cabana is the perfect venue for enjoying specular everyday sunsets. Situated on approximately 0.82 acres, the property provides both scale and privacy, framed by mature landscaping and sweeping water views on both sides. Set on the serene barrier island of Casey Key, this Gulf-to-Bay estate offers effortless access to boating, beach, and the dining and cultural scenes of Venice and Sarasota. More than a home, 3210 Casey Key Road is a refined coastal retreat where sophisticated interiors, resort-style amenities, and exceptional waterfront living come together.

3210 Casey Key Road, Nokomis

$4,900,000

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

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

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

419 Bayview Parkway, Nokomis

$6,400,000

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

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

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

3240 Casey Key Road, Nokomis

$4,700,000

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

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

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

730 Sarabay Road, Osprey

$3,650,000

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.

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

$3,640,000

Virtually Staged. Set on a private cul-de-sac within The Oaks, this revitalized estate captures the essence of elegant Florida living. From the moment you enter, the home’s light-filled, open design and thoughtful updates make an immediate impression. The main living spaces flow effortlessly from the chef’s kitchen to expansive entertaining areas and out to the lanai, where golf course views frame the heated pool, spa, and outdoor kitchen. The first-floor primary suite is a true retreat, featuring high ceilings, multiple closets, and a flexible sitting area that can serve as a nursery, gym, or private office. Upstairs, guests enjoy their own wing complete with a loft, theater, and screened terrace—ideal for relaxing or hosting in style. A split four-car garage, custom finishes, and generous room throughout reflect the craftsmanship expected in one of Sarasota’s most distinguished country club communities. The Oaks offers 24-hour security, two championship golf courses, an acclaimed racquets program, fitness and wellness facilities, and fine dining—all just minutes from the beaches and top-rated schools. Experience this home for yourself—take the 3D virtual tour and book your private showing today.

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

Virtually Staged. Set on a private cul-de-sac within The Oaks, this revitalized estate captures the essence of elegant Florida living. From the moment you enter, the home’s light-filled, open design and thoughtful updates make an immediate impression. The main living spaces flow effortlessly from the chef’s kitchen to expansive entertaining areas and out to the lanai, where golf course views frame the heated pool, spa, and outdoor kitchen. The first-floor primary suite is a true retreat, featuring high ceilings, multiple closets, and a flexible sitting area that can serve as a nursery, gym, or private office. Upstairs, guests enjoy their own wing complete with a loft, theater, and screened terrace—ideal for relaxing or hosting in style. A split four-car garage, custom finishes, and generous room throughout reflect the craftsmanship expected in one of Sarasota’s most distinguished country club communities. The Oaks offers 24-hour security, two championship golf courses, an acclaimed racquets program, fitness and wellness facilities, and fine dining—all just minutes from the beaches and top-rated schools. Experience this home for yourself—take the 3D virtual tour and book your private showing today.

854 Macewen Drive, Osprey

$9,000,000

WELCOME TO ONE OF THE FEW BRAND-NEW GULF FRONT HOMES FOR SALE ON THE WEST CENTRAL COAST OF FLORIDA. A rare opportunity, where cutting-edge design meets wide Gulf vistas. Nestled on the prestigious barrier island of Casey Key, this newly constructed Modern Coastal estate exemplifies modern beachfront living. Positioned directly on the sand with sweeping Gulf views, this striking residence offers elevated living space, showcasing the pinnacle of craftsmanship and architectural innovation. Built with block construction, pilings, impact-rated windows and doors, and a four-stop elevator, every detail of this home has been thoughtfully curated for style, function, and resilience. Inside, soaring 24-foot ceilings welcome you into the grand foyer and great room, anchored by a dramatic floating staircase and a 24-foot feature fireplace wall. With en-suite bedrooms, state-of-the-art home theater, lounge, bar, and a wine wall, this home offers both grand entertaining and serene retreat. The chef’s kitchen is a design showpiece, featuring European cabinetry, dual waterfall-edge islands clad in book-matched 3cm quartz, and premium Sub-Zero & Wolf appliances. Dual laundry rooms, breakfast nook, and custom built-in vanities provide elevated everyday living. The primary suite is a personal sanctuary, complete with a spa-like bathroom featuring a 71-inch freestanding tub, dual rainfall showers, a makeup vanity, and a large walk-in closet. Every bathroom throughout the home is appointed with bespoke cabinetry, quartz surfaces, and backlit mirrors. Designed to impress from every angle, the home is finished with smooth stucco, level 5 drywall, hardwood floors, imported tile, and integrated LED tray ceilings. A sleek rooftop terrace crowns the home, offering panoramic views of the Gulf and beyond. Step outside to your personal resort: an expansive terrace with an oceanfront pool, floating spa, sun decks, outdoor fireplace, and fully equipped kitchen. Lush, tropical landscaping, Zoysia grass, and a concrete drive with turf inlays complete the impeccable exterior design. Sleek metal railings accentuate balconies and the rooftop for a modern edge. Set on a half-acre of prime waterfront. This is coastal modern luxury at its pinnacle—a rare opportunity to own a brand-new, Gulf-front estate on one of Sarasota’s most desirable stretches of sand.

6 Beds ⋅ 7 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code

WELCOME TO ONE OF THE FEW BRAND-NEW GULF FRONT HOMES FOR SALE ON THE WEST CENTRAL COAST OF FLORIDA. A rare opportunity, where cutting-edge design meets wide Gulf vistas. Nestled on the prestigious barrier island of Casey Key, this newly constructed Modern Coastal estate exemplifies modern beachfront living. Positioned directly on the sand with sweeping Gulf views, this striking residence offers elevated living space, showcasing the pinnacle of craftsmanship and architectural innovation. Built with block construction, pilings, impact-rated windows and doors, and a four-stop elevator, every detail of this home has been thoughtfully curated for style, function, and resilience. Inside, soaring 24-foot ceilings welcome you into the grand foyer and great room, anchored by a dramatic floating staircase and a 24-foot feature fireplace wall. With en-suite bedrooms, state-of-the-art home theater, lounge, bar, and a wine wall, this home offers both grand entertaining and serene retreat. The chef’s kitchen is a design showpiece, featuring European cabinetry, dual waterfall-edge islands clad in book-matched 3cm quartz, and premium Sub-Zero & Wolf appliances. Dual laundry rooms, breakfast nook, and custom built-in vanities provide elevated everyday living. The primary suite is a personal sanctuary, complete with a spa-like bathroom featuring a 71-inch freestanding tub, dual rainfall showers, a makeup vanity, and a large walk-in closet. Every bathroom throughout the home is appointed with bespoke cabinetry, quartz surfaces, and backlit mirrors. Designed to impress from every angle, the home is finished with smooth stucco, level 5 drywall, hardwood floors, imported tile, and integrated LED tray ceilings. A sleek rooftop terrace crowns the home, offering panoramic views of the Gulf and beyond. Step outside to your personal resort: an expansive terrace with an oceanfront pool, floating spa, sun decks, outdoor fireplace, and fully equipped kitchen. Lush, tropical landscaping, Zoysia grass, and a concrete drive with turf inlays complete the impeccable exterior design. Sleek metal railings accentuate balconies and the rooftop for a modern edge. Set on a half-acre of prime waterfront. This is coastal modern luxury at its pinnacle—a rare opportunity to own a brand-new, Gulf-front estate on one of Sarasota’s most desirable stretches of sand.

4005 Casey Key Road, Nokomis

$2,625,000

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.

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

$4,150,000

Discover an extraordinary, bayfront contemporary masterpiece in the exclusive Blackburn Estates, a gated enclave of serenity. This five-bedroom, seven-bath residence redefines luxury, with a harmonious blend of sleek modern design and timeless craftsmanship. Among this home's many unique features is an indoor basketball half-court, above the three-car garage! Go through the bespoke solid walnut pivot door into a world of elegance, where panoramic bay views captivate instantly. The great room exudes warmth and sophistication, with its soaring wood-paneled ceilings, custom recessed and pendant lighting, and polished charcoal-stained slab floors. A striking 10-foot ledgestone fireplace anchors the space, seamlessly connecting to an expansive outdoor oasis via pocketed sliding glass doors. Outside, a disappearing-edge pool with ice deck steppingstones and sun shelf, complements a vast patio and outdoor kitchen, ideal for entertaining or tranquil relaxation. This architectural gem effortlessly combines low maintenance luxury with family-friendly functionality, at the end of a peaceful cul-de-sac. A rare opportunity to own a home that is a sanctuary and a statement.

5 Beds ⋅ 7 Baths ⋅ Blackburn Ridge SubDv. ⋅ 34275 Zip Code

Discover an extraordinary, bayfront contemporary masterpiece in the exclusive Blackburn Estates, a gated enclave of serenity. This five-bedroom, seven-bath residence redefines luxury, with a harmonious blend of sleek modern design and timeless craftsmanship. Among this home's many unique features is an indoor basketball half-court, above the three-car garage! Go through the bespoke solid walnut pivot door into a world of elegance, where panoramic bay views captivate instantly. The great room exudes warmth and sophistication, with its soaring wood-paneled ceilings, custom recessed and pendant lighting, and polished charcoal-stained slab floors. A striking 10-foot ledgestone fireplace anchors the space, seamlessly connecting to an expansive outdoor oasis via pocketed sliding glass doors. Outside, a disappearing-edge pool with ice deck steppingstones and sun shelf, complements a vast patio and outdoor kitchen, ideal for entertaining or tranquil relaxation. This architectural gem effortlessly combines low maintenance luxury with family-friendly functionality, at the end of a peaceful cul-de-sac. A rare opportunity to own a home that is a sanctuary and a statement.

4907 Topsail Drive, Nokomis

$2,925,000

Sited at the end of a quiet cul-de-sac behind the gates of the prestigious Oaks Clubside in Osprey, Florida, this stately traditional custom estate offers refined living in one of Sarasota County’s most exclusive communities. Perfectly positioned on over three-quarters of an acre, the residence boasts serene preserve and fairway views, capturing the essence of Florida luxury living. Inside, discover graciously sized rooms, soaring ceilings, and abundant natural light that fills every space. The formal living room with gas fireplace and the formal dining room provide elegant spaces for entertaining. The open-concept kitchen and family room are the heart of the home, ideal for casual gatherings and everyday comfort. A large kitchen offers a generous walk-in pantry, plentiful storage, and a seamless flow into the family room and outdoor spaces. The primary suite is located on the main floor, offering a tranquil retreat with a spa-like bathroom, separate dressing room, and expansive walk-in closet. An office with fireplace is also on the main level, perfect for work-from-home privacy. Upstairs, two additional bedrooms and a bonus room provide a private haven for guests or multi-generational living. Step outside to the screened and covered outdoor living area, where a summer kitchen, cabana with full bath, and lush landscaping invite indoor-outdoor living year-round. It’s an entertainer’s dream, ideal for both intimate gatherings and grand events. Key features include wind-rated impact windows, new tile roof to be installed with a transferable 20-year workmanship warranty, $800,000+ in updates under current ownership, and situated on an oversized lot with ultimate privacy. As part of The Oaks Club, enjoy world-class amenities including two championship golf courses, 12 Har-Tru tennis courts, pickleball, croquet, a state-of-the-art WellFit Center, and exceptional dining at The Oaks Room, The Overlook, and The Tavern. This is more than a home—it's a lifestyle. Experience the timeless elegance, thoughtful design, and unmatched amenities of The Oaks Club in this remarkable estate.

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

Sited at the end of a quiet cul-de-sac behind the gates of the prestigious Oaks Clubside in Osprey, Florida, this stately traditional custom estate offers refined living in one of Sarasota County’s most exclusive communities. Perfectly positioned on over three-quarters of an acre, the residence boasts serene preserve and fairway views, capturing the essence of Florida luxury living. Inside, discover graciously sized rooms, soaring ceilings, and abundant natural light that fills every space. The formal living room with gas fireplace and the formal dining room provide elegant spaces for entertaining. The open-concept kitchen and family room are the heart of the home, ideal for casual gatherings and everyday comfort. A large kitchen offers a generous walk-in pantry, plentiful storage, and a seamless flow into the family room and outdoor spaces. The primary suite is located on the main floor, offering a tranquil retreat with a spa-like bathroom, separate dressing room, and expansive walk-in closet. An office with fireplace is also on the main level, perfect for work-from-home privacy. Upstairs, two additional bedrooms and a bonus room provide a private haven for guests or multi-generational living. Step outside to the screened and covered outdoor living area, where a summer kitchen, cabana with full bath, and lush landscaping invite indoor-outdoor living year-round. It’s an entertainer’s dream, ideal for both intimate gatherings and grand events. Key features include wind-rated impact windows, new tile roof to be installed with a transferable 20-year workmanship warranty, $800,000+ in updates under current ownership, and situated on an oversized lot with ultimate privacy. As part of The Oaks Club, enjoy world-class amenities including two championship golf courses, 12 Har-Tru tennis courts, pickleball, croquet, a state-of-the-art WellFit Center, and exceptional dining at The Oaks Room, The Overlook, and The Tavern. This is more than a home—it's a lifestyle. Experience the timeless elegance, thoughtful design, and unmatched amenities of The Oaks Club in this remarkable estate.

550 Dove Pointe, Osprey

$2,315,000

Premier Waterfront Opportunity in The Oaks Bayside This grand estate home, perfectly positioned on a rarely available direct waterfront lot in the exclusive, gated Oaks Bayside community, offers sweeping views of Little Sarasota Bay and exceptional potential. With its expansive floor plan across three levels, soaring ceilings, and dramatic architectural features, this residence was built to impress—and now invites a new owner to make it their own. The ground floor has been thoughtfully prepared for renovation, providing a blank canvas to bring your vision to life. Whether you imagine a guest or in-law suite, a luxury garage with a gaming lounge, a showcase for your fishing gear, or a green room for potting plants—the possibilities are endless. A private dock awaits your custom design, offering direct access to the open bay and Gulf of Mexico. Just steps from the home, the community dock—exclusively for Oaks Bayside residents—adds even more coastal charm. Fish, launch a kayak, relax and watch the sunset, or gather with neighbors in this serene waterfront setting. Ownership includes mandatory membership in The Oaks Club, unlocking an array of world-class amenities. Set across more than 1,000 acres, the club features two private 18-hole championship golf courses, 14 Har-Tru tennis courts, a croquet lawn, a junior Olympic swimming pool, state-of-the-art fitness center, and a stunning 34,000-square-foot Georgian-style clubhouse. A guest lodge and vibrant year-round social calendar complete this private country club experience. You're not just creating a home—you're curating a luxury lifestyle in one of Florida’s most prestigious coastal communities. This exceptional property is ready for your private tour at your convenience.

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

Premier Waterfront Opportunity in The Oaks Bayside This grand estate home, perfectly positioned on a rarely available direct waterfront lot in the exclusive, gated Oaks Bayside community, offers sweeping views of Little Sarasota Bay and exceptional potential. With its expansive floor plan across three levels, soaring ceilings, and dramatic architectural features, this residence was built to impress—and now invites a new owner to make it their own. The ground floor has been thoughtfully prepared for renovation, providing a blank canvas to bring your vision to life. Whether you imagine a guest or in-law suite, a luxury garage with a gaming lounge, a showcase for your fishing gear, or a green room for potting plants—the possibilities are endless. A private dock awaits your custom design, offering direct access to the open bay and Gulf of Mexico. Just steps from the home, the community dock—exclusively for Oaks Bayside residents—adds even more coastal charm. Fish, launch a kayak, relax and watch the sunset, or gather with neighbors in this serene waterfront setting. Ownership includes mandatory membership in The Oaks Club, unlocking an array of world-class amenities. Set across more than 1,000 acres, the club features two private 18-hole championship golf courses, 14 Har-Tru tennis courts, a croquet lawn, a junior Olympic swimming pool, state-of-the-art fitness center, and a stunning 34,000-square-foot Georgian-style clubhouse. A guest lodge and vibrant year-round social calendar complete this private country club experience. You're not just creating a home—you're curating a luxury lifestyle in one of Florida’s most prestigious coastal communities. This exceptional property is ready for your private tour at your convenience.

112 Osprey Point Drive, Osprey

$1,900,000

Introducing The Grand Estate at The Oaks Bayside—a true masterpiece of refined living within one of Sarasota’s most prestigious gated communities. Surrounded by majestic oak trees and lush tropical landscaping, this extraordinary residence offers the perfect blend of elegance, comfort, and privacy. A brand-new roof (2024) crowns this sprawling estate, while a pavered circular driveway leads to a spacious 3-car side-load garage. Stately columns welcome you to the grand double-door entry, where you’ll step inside to find gleaming marble floors, soaring ceilings, and plantation shutters that set the stage for timeless sophistication. The thoughtfully designed floor plan includes a private office with built-ins and French doors, and a flexible open space with a dramatic backlit tray ceiling—ideal for a formal dining room, music room, or library. The formal living room features a stunning picture window that brings the outdoors in, along with a cozy fireplace and direct access to the luxurious pool area. The chef’s kitchen is a true showstopper, complete with an aquarium window breakfast nook, expansive breakfast bar, dual sinks, center island, double wall ovens, and a butler’s pantry. It opens seamlessly into the family room, where sliding glass doors, a wood-burning fireplace, wet bar, and built-in desk create a warm and inviting space for everyday living and entertaining. The primary suite is a tranquil retreat with a sunlit sitting area, private access to the pool, and a spa-inspired en suite bath with a walk-in shower and soaking tub that overlook your private tropical paradise. Step outside to your own resort-style oasis, where a sparkling pool, separate spa, travertine deck, and covered patio offer the ultimate in outdoor living. With over 6,000 square feet of living space, this estate features 5 bedrooms, 5 full bathrooms, and 2 half baths, along with two newer A/C systems (2023). As a resident of The Oaks, you’ll have access to The Oaks Club’s world-class amenities, including two championship golf courses, tennis and pickleball courts, croquet, a state-of-the-art fitness center, and fine dining. Ideally located near top-rated Pine View School, Historic Spanish Point, Casey Key, and Oscar Scherer State Park, this home offers both tranquility and convenience. Don’t miss your chance to own this exceptional estate—schedule your private tour today and experience the luxury of life at The Oaks Bayside.

5 Beds ⋅ 7 Baths ⋅ Oaks The SubDv. ⋅ 34229 Zip Code

Introducing The Grand Estate at The Oaks Bayside—a true masterpiece of refined living within one of Sarasota’s most prestigious gated communities. Surrounded by majestic oak trees and lush tropical landscaping, this extraordinary residence offers the perfect blend of elegance, comfort, and privacy. A brand-new roof (2024) crowns this sprawling estate, while a pavered circular driveway leads to a spacious 3-car side-load garage. Stately columns welcome you to the grand double-door entry, where you’ll step inside to find gleaming marble floors, soaring ceilings, and plantation shutters that set the stage for timeless sophistication. The thoughtfully designed floor plan includes a private office with built-ins and French doors, and a flexible open space with a dramatic backlit tray ceiling—ideal for a formal dining room, music room, or library. The formal living room features a stunning picture window that brings the outdoors in, along with a cozy fireplace and direct access to the luxurious pool area. The chef’s kitchen is a true showstopper, complete with an aquarium window breakfast nook, expansive breakfast bar, dual sinks, center island, double wall ovens, and a butler’s pantry. It opens seamlessly into the family room, where sliding glass doors, a wood-burning fireplace, wet bar, and built-in desk create a warm and inviting space for everyday living and entertaining. The primary suite is a tranquil retreat with a sunlit sitting area, private access to the pool, and a spa-inspired en suite bath with a walk-in shower and soaking tub that overlook your private tropical paradise. Step outside to your own resort-style oasis, where a sparkling pool, separate spa, travertine deck, and covered patio offer the ultimate in outdoor living. With over 6,000 square feet of living space, this estate features 5 bedrooms, 5 full bathrooms, and 2 half baths, along with two newer A/C systems (2023). As a resident of The Oaks, you’ll have access to The Oaks Club’s world-class amenities, including two championship golf courses, tennis and pickleball courts, croquet, a state-of-the-art fitness center, and fine dining. Ideally located near top-rated Pine View School, Historic Spanish Point, Casey Key, and Oscar Scherer State Park, this home offers both tranquility and convenience. Don’t miss your chance to own this exceptional estate—schedule your private tour today and experience the luxury of life at The Oaks Bayside.

340 Osprey Point Dr, Osprey

$2,700,000

Multigenerational living behind the gates of The Oaks Golf & Country Club. Set on a rare double lot at the end of a quiet cul-de-sac, this exceptional home is perfectly positioned on the 1st hole of the Heron Course, capturing sweeping golf course and clubhouse views—just minutes from Siesta Beach and Casey Key. The main residence offers 4,700+ square feet, complemented by a private 1,500+ square foot guest house—ideal for extended family or long-term guests. Outdoor living is elevated with a pool and spa, outdoor kitchen, private guest laundry, and some of the most captivating views in the community. At The Oaks, coastal sophistication unfolds across 36 championship fairways, tennis and pickleball courts, with endless opportunities for recreation, dining, and connection. Membership required.

6 Beds ⋅ 7 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code

Multigenerational living behind the gates of The Oaks Golf & Country Club. Set on a rare double lot at the end of a quiet cul-de-sac, this exceptional home is perfectly positioned on the 1st hole of the Heron Course, capturing sweeping golf course and clubhouse views—just minutes from Siesta Beach and Casey Key. The main residence offers 4,700+ square feet, complemented by a private 1,500+ square foot guest house—ideal for extended family or long-term guests. Outdoor living is elevated with a pool and spa, outdoor kitchen, private guest laundry, and some of the most captivating views in the community. At The Oaks, coastal sophistication unfolds across 36 championship fairways, tennis and pickleball courts, with endless opportunities for recreation, dining, and connection. Membership required.

236 Saint James Park, Osprey

$1,650,000

This stunning 5,252 square-foot estate is a true masterpiece, offering the perfect balance of luxury, privacy, and an exceptional lifestyle. The home features five spacious bedrooms, five and a half beautifully appointed bathrooms, and every detail is meticulously crafted for both comfort and elegance. Upon entry, you’re immediately struck by the soaring ceilings and an open, airy design that flows seamlessly from room to room. The expansive living area is bright and welcoming, with large windows framing gorgeous views of the surrounding landscape. The chef’s kitchen is an entertainer's dream, featuring top-tier appliances, an oversized island, and custom cabinetry. It opens up to the formal dining room, perfect for hosting intimate dinners or grand celebrations. The master suite is a sanctuary in itself, with a private sitting area, an inspired bathroom with a soaking tub, walk-in shower, dual vanities, and a spacious walk-in closet. Each of the other four bedrooms is generously sized and access to bathroom, offering the ultimate privacy and comfort for family and guests. A standout feature of the home is the self-contained mother-in-law suite, with its full bathroom—ideal for guests, family. Step outside into the expansive backyard, where you'll find a resort-style pool surrounded by lush landscaping, providing a private oasis. The pool area includes cascading waterfalls, an integrated spa, and ample space for lounging or entertaining. An outdoor kitchen and dining area make this the perfect spot for summer barbecues and pool parties. For entertainment, in the second floor there is a room ready to be set for a theater room. Whether you're hosting movie nights or enjoying the big game with friends, this room offers the ultimate cinematic experience. Beyond the property, the community offers an abundance of luxurious amenities to suit every interest. Residents can enjoy access to a world-class golf course, where rolling fairways and pristine greens await. For those who prefer sports, there are tennis and basketball courts, offering plenty of opportunities for outdoor recreation. The gym is fully equipped with the latest fitness equipment, ensuring you have everything you need to stay in top shape. For those seeking relaxation, the community building is the perfect place to unwind, whether you're hosting an event, attending a social gathering, or simply enjoying the peaceful ambiance. And for nature lovers, the boardwalk through nature is a serene path that winds through the lush surroundings, offering a quiet retreat where you can enjoy walks or jogs with stunning views of the natural landscape. This estate offers the ultimate blend of luxury living, world-class amenities, and unparalleled outdoor spaces. With every detail thoughtfully designed, this is a home where every day feels like a vacation, and no matter what your interests are, you’ll find everything you need right at your doorstep.

5 Beds ⋅ 7 Baths ⋅ Venetian Golf And River Club SubDv. ⋅ 34275 Zip Code

This stunning 5,252 square-foot estate is a true masterpiece, offering the perfect balance of luxury, privacy, and an exceptional lifestyle. The home features five spacious bedrooms, five and a half beautifully appointed bathrooms, and every detail is meticulously crafted for both comfort and elegance. Upon entry, you’re immediately struck by the soaring ceilings and an open, airy design that flows seamlessly from room to room. The expansive living area is bright and welcoming, with large windows framing gorgeous views of the surrounding landscape. The chef’s kitchen is an entertainer's dream, featuring top-tier appliances, an oversized island, and custom cabinetry. It opens up to the formal dining room, perfect for hosting intimate dinners or grand celebrations. The master suite is a sanctuary in itself, with a private sitting area, an inspired bathroom with a soaking tub, walk-in shower, dual vanities, and a spacious walk-in closet. Each of the other four bedrooms is generously sized and access to bathroom, offering the ultimate privacy and comfort for family and guests. A standout feature of the home is the self-contained mother-in-law suite, with its full bathroom—ideal for guests, family. Step outside into the expansive backyard, where you'll find a resort-style pool surrounded by lush landscaping, providing a private oasis. The pool area includes cascading waterfalls, an integrated spa, and ample space for lounging or entertaining. An outdoor kitchen and dining area make this the perfect spot for summer barbecues and pool parties. For entertainment, in the second floor there is a room ready to be set for a theater room. Whether you're hosting movie nights or enjoying the big game with friends, this room offers the ultimate cinematic experience. Beyond the property, the community offers an abundance of luxurious amenities to suit every interest. Residents can enjoy access to a world-class golf course, where rolling fairways and pristine greens await. For those who prefer sports, there are tennis and basketball courts, offering plenty of opportunities for outdoor recreation. The gym is fully equipped with the latest fitness equipment, ensuring you have everything you need to stay in top shape. For those seeking relaxation, the community building is the perfect place to unwind, whether you're hosting an event, attending a social gathering, or simply enjoying the peaceful ambiance. And for nature lovers, the boardwalk through nature is a serene path that winds through the lush surroundings, offering a quiet retreat where you can enjoy walks or jogs with stunning views of the natural landscape. This estate offers the ultimate blend of luxury living, world-class amenities, and unparalleled outdoor spaces. With every detail thoughtfully designed, this is a home where every day feels like a vacation, and no matter what your interests are, you’ll find everything you need right at your doorstep.

273 Portofino Drive, North Venice

$1,600,000

Situated on a double lot behind the secure gates of The Oaks, this two story 5 bedroom home, with 7.5 bathrooms, boasts fantastic potential and excellent bones. The only thing it needs is for you to put your personal touch on it and make it your own. As you pull up to this home, using the front circular driveway, or the back driveway with access to the 4 CAR GARAGE, you will immediately be taken with its classic lines. With its spacious layout and thoughtful design, this property is a hidden gem for those who love to entertain. With so much space, and every bedroom having its own en-suite bathroom, there is room for your loved ones and to host visiting guests, preserving privacy for all. Downstairs you will find a formal living room and an expansive family room with fireplace, built-in shelving, ceiling fan and numerous doors filled with natural light. The large open kitchen has everything the home chef could possibly need to create incredible edibles. Casual meals can be taken in the adjoining breakfast nook, or you can serve a formal feast in the large dining room with built-in cabinetry and a wet bar just outside. The master suite is huge featuring a dedicated sitting area, and his-and-hers master bathrooms. Completing the first floor is a guest bedroom a large office or library with built-ins and a powder room. Upstairs you will find 3 more en-suite bedrooms. One of which is off the back stairway and would make a great guest suite or private room for live-in help. Outdoors, the landscaped double lots, surrounded by a low wall, provides a tropical sanctuary. Here you will find an enormous, screened lanai, that is an entertainer's paradise. A sparkling pool, spa, expansive patio, and an outdoor kitchen set the stage for al fresco living at its finest. Whether enjoying serene sunsets or hosting vibrant soirées, this home will help you create unforgettable memories with friends and family. Membership in The Oaks Club is required with homeownership. With two distinctly unique 18-hole championship golf courses, 12 HAR-TRU tennis courts (4 lighted), croquet and pickle ball courts, a state-of-the art fitness center, fine and casual dining options, and a wealth of social events, The Oaks is truly Sarasota’s premier golf and country club.

5 Beds ⋅ 8 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code

Situated on a double lot behind the secure gates of The Oaks, this two story 5 bedroom home, with 7.5 bathrooms, boasts fantastic potential and excellent bones. The only thing it needs is for you to put your personal touch on it and make it your own. As you pull up to this home, using the front circular driveway, or the back driveway with access to the 4 CAR GARAGE, you will immediately be taken with its classic lines. With its spacious layout and thoughtful design, this property is a hidden gem for those who love to entertain. With so much space, and every bedroom having its own en-suite bathroom, there is room for your loved ones and to host visiting guests, preserving privacy for all. Downstairs you will find a formal living room and an expansive family room with fireplace, built-in shelving, ceiling fan and numerous doors filled with natural light. The large open kitchen has everything the home chef could possibly need to create incredible edibles. Casual meals can be taken in the adjoining breakfast nook, or you can serve a formal feast in the large dining room with built-in cabinetry and a wet bar just outside. The master suite is huge featuring a dedicated sitting area, and his-and-hers master bathrooms. Completing the first floor is a guest bedroom a large office or library with built-ins and a powder room. Upstairs you will find 3 more en-suite bedrooms. One of which is off the back stairway and would make a great guest suite or private room for live-in help. Outdoors, the landscaped double lots, surrounded by a low wall, provides a tropical sanctuary. Here you will find an enormous, screened lanai, that is an entertainer's paradise. A sparkling pool, spa, expansive patio, and an outdoor kitchen set the stage for al fresco living at its finest. Whether enjoying serene sunsets or hosting vibrant soirées, this home will help you create unforgettable memories with friends and family. Membership in The Oaks Club is required with homeownership. With two distinctly unique 18-hole championship golf courses, 12 HAR-TRU tennis courts (4 lighted), croquet and pickle ball courts, a state-of-the art fitness center, fine and casual dining options, and a wealth of social events, The Oaks is truly Sarasota’s premier golf and country club.

916 Macewen Drive, Osprey

$4,000,000

Auction Property. AUCTION BIDDING OPEN: Bidding ends 6/26. Previously listed at $6.445M. Current high bid $4M. An architectural masterpiece awaits on Casey Key, where traditional Gulf Coast charm meets bold contemporary design in this magnificent 2018-built waterfront estate. Spanning 6,335 square feet of refined living space, the residence captivates with soaring ceilings and dramatic walls of glass framing endless Gulf of Mexico panoramas and spectacular sunset vistas. Meticulously crafted for seamless indoor-outdoor living, the open-concept interior flows effortlessly to expansive terraces and an infinity-edge pool overlooking tranquil waters. The gourmet kitchen showcases premium Italian Cucina cabinetry, sophisticated Dekton countertops, and professional-grade Miele and Bosch appliances. Four luxurious bedroom suites provide sumptuous accommodations, while a state-of-the-art media room, elegant gas fireplace, and comprehensive Crestron home automation system elevate the living experience. This extraordinary property represents the pinnacle of Gulf Coast luxury, offering discerning buyers an unparalleled opportunity to embrace the coveted Casey Key lifestyle in absolute comfort and style.

4 Beds ⋅ 6 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code

Auction Property. AUCTION BIDDING OPEN: Bidding ends 6/26. Previously listed at $6.445M. Current high bid $4M. An architectural masterpiece awaits on Casey Key, where traditional Gulf Coast charm meets bold contemporary design in this magnificent 2018-built waterfront estate. Spanning 6,335 square feet of refined living space, the residence captivates with soaring ceilings and dramatic walls of glass framing endless Gulf of Mexico panoramas and spectacular sunset vistas. Meticulously crafted for seamless indoor-outdoor living, the open-concept interior flows effortlessly to expansive terraces and an infinity-edge pool overlooking tranquil waters. The gourmet kitchen showcases premium Italian Cucina cabinetry, sophisticated Dekton countertops, and professional-grade Miele and Bosch appliances. Four luxurious bedroom suites provide sumptuous accommodations, while a state-of-the-art media room, elegant gas fireplace, and comprehensive Crestron home automation system elevate the living experience. This extraordinary property represents the pinnacle of Gulf Coast luxury, offering discerning buyers an unparalleled opportunity to embrace the coveted Casey Key lifestyle in absolute comfort and style.

3909 Casey Key Road, Nokomis

$4,401,065

Auction Property. LUXURY REAL ESTATE AUCTION on-site on Friday, February 27, 2026, at 1:00 PM. Previews begin on Saturday, February 7th, and will run every Saturday and Sunday from 1:00 to 4:00 PM until the auction. Private appointments are available; please call for details. Designed by renowned architect George Merlin and built in 2006 by Christner Brothers to hurricane-resistant building code, this home rests securely on concrete-driven pilings and exudes unparalleled quality. Watch the sunrise over the Intracoastal Waterway from the deepwater boat dock and lift. Spend the afternoons on your private beach along the sandy shore of the gulf where spectacular sunsets are almost guaranteed. Inside nearly 8,000 square feet, five bedrooms with en suites, nine baths, formal living, family and sitting rooms, dual private offices, den and a theater room provide seemingly endless enjoyment. Crown molding, trayed ceilings, travertine flooring, three fireplaces and Yoder Brothers custom cabinetry exude elegant touches throughout. An elevated lagoon-style swimming pool is great for a cool dip or relax in the heated spa and outdoor fireplace on a chilly evening. The gourmet kitchen is large enough to host an impressive dinner party and gather with family and friends. Casey Key is a place like no other, where residential homes line the shores, absent of commercial building and high-rise condominiums. Development is restricted to single-family homes, yet all conveniences of shopping and restaurants are minutes away. Private and commercial air travel are easily accessible. Sports and cultural entertainment enthusiasts will find golf, tennis, theaters, music and more, just a few miles away in nearby Venice and Sarasota. There’s something for everyone in this gulf to bay resort-style home.

5 Beds ⋅ 9 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code

Auction Property. LUXURY REAL ESTATE AUCTION on-site on Friday, February 27, 2026, at 1:00 PM. Previews begin on Saturday, February 7th, and will run every Saturday and Sunday from 1:00 to 4:00 PM until the auction. Private appointments are available; please call for details. Designed by renowned architect George Merlin and built in 2006 by Christner Brothers to hurricane-resistant building code, this home rests securely on concrete-driven pilings and exudes unparalleled quality. Watch the sunrise over the Intracoastal Waterway from the deepwater boat dock and lift. Spend the afternoons on your private beach along the sandy shore of the gulf where spectacular sunsets are almost guaranteed. Inside nearly 8,000 square feet, five bedrooms with en suites, nine baths, formal living, family and sitting rooms, dual private offices, den and a theater room provide seemingly endless enjoyment. Crown molding, trayed ceilings, travertine flooring, three fireplaces and Yoder Brothers custom cabinetry exude elegant touches throughout. An elevated lagoon-style swimming pool is great for a cool dip or relax in the heated spa and outdoor fireplace on a chilly evening. The gourmet kitchen is large enough to host an impressive dinner party and gather with family and friends. Casey Key is a place like no other, where residential homes line the shores, absent of commercial building and high-rise condominiums. Development is restricted to single-family homes, yet all conveniences of shopping and restaurants are minutes away. Private and commercial air travel are easily accessible. Sports and cultural entertainment enthusiasts will find golf, tennis, theaters, music and more, just a few miles away in nearby Venice and Sarasota. There’s something for everyone in this gulf to bay resort-style home.

1304 Casey Key Road, Nokomis

$3,498,000

Auction Property. AUCTION – Seller offering property via online auction. Now Selling at or Above the Published Reserve Bid Price of $2.5M! Previously listed for $5.7M. Bid online beginning Monday, April 28th. weekend begins Friday, April 25th to view this fully furnished home in the Enchanted Isles community along the shores of Roberts Bay, just minutes from historic downtown Venice. This John Cannon-built home offers 4 ensuite bedrooms, 5.5 bathrooms, and refined craftsmanship throughout. Features include a grand foyer with travertine floors and iron staircase, chef’s kitchen featuring professional grade appliances such as Sub-Zero refrigerator, Wolf dual-fuel range, dual dishwashers, wet bar, wine room, and expansive living spaces filled with natural light. The primary suite boasts a fitness room, spa-like bath, water views, and private courtyard, while a separate guest suite with private entry and kitchenette provides additional privacy. Upstairs includes two ensuite bedrooms, a powder bath, billiards room, and family room with terrace overlooking the bay and Intracoastal. Outdoor living features a saltwater pool and spa, summer kitchen, fireplace, and a 10,000 lb. boat lift with dock—just five minutes to the Gulf with no bridges. Close to dining, shopping, golf, top medical care, cultural attractions, and world-class beaches. Contact agent or Interluxe.com for full terms and conditions of the sale and schedule appointment to preview the home.

4 Beds ⋅ 6 Baths ⋅ Anchorage SubDv. ⋅ 34275 Zip Code

Auction Property. AUCTION – Seller offering property via online auction. Now Selling at or Above the Published Reserve Bid Price of $2.5M! Previously listed for $5.7M. Bid online beginning Monday, April 28th. weekend begins Friday, April 25th to view this fully furnished home in the Enchanted Isles community along the shores of Roberts Bay, just minutes from historic downtown Venice. This John Cannon-built home offers 4 ensuite bedrooms, 5.5 bathrooms, and refined craftsmanship throughout. Features include a grand foyer with travertine floors and iron staircase, chef’s kitchen featuring professional grade appliances such as Sub-Zero refrigerator, Wolf dual-fuel range, dual dishwashers, wet bar, wine room, and expansive living spaces filled with natural light. The primary suite boasts a fitness room, spa-like bath, water views, and private courtyard, while a separate guest suite with private entry and kitchenette provides additional privacy. Upstairs includes two ensuite bedrooms, a powder bath, billiards room, and family room with terrace overlooking the bay and Intracoastal. Outdoor living features a saltwater pool and spa, summer kitchen, fireplace, and a 10,000 lb. boat lift with dock—just five minutes to the Gulf with no bridges. Close to dining, shopping, golf, top medical care, cultural attractions, and world-class beaches. Contact agent or Interluxe.com for full terms and conditions of the sale and schedule appointment to preview the home.

457 Anchorage Drive, Nokomis

$3,525,000

This stunning waterfront residence in Southbay Yacht and Racquet Club is a gem on Florida’s Gulf Coast where boats are accommodated in a deep-water marina for low fees. Boasting over 135 feet of water frontage and surrounded by lush tropical landscaping and majestic Royal Palms. Its refined curb appeal sets it apart as a one-of-a-kind property. The custom John Cannon home features a grand double door entry that opens to breathtaking wide open bay views. Inside, the home showcases high-end finishes and upgrades, including impressive, vaulted ceilings reaching up to 21 feet. You'll find abundant crown molding, elaborate tray ceilings, and exquisite wall finishes adorned with artfully painted faux designs and plantation shutters throughout. The home is designed for entertaining, with a full bar and wine room for guests, as well as an upper-level wet bar. The chef's kitchen is a culinary dream, featuring a spacious granite island, a gas cooktop with a pot filler, and views overlooking the pool, patio and bay. An upper-level bonus room offers versatile space for play, music, movies or exercise, all while enjoying some of the best views in the house. The main level primary suite is a serene retreat with a sitting area, two large closets and a luxurious bath that includes a garden shower, large tub, dual sinks, and a separate toilet and bidet. The expansive outdoor living spaces, including main level and upper terraces, are ideal for enjoying sunsets and observing local wildlife such as ospreys, dolphins, manatees and a parade of boats. Private dock for sunset viewing and fishing. Ideally between Sarasota and Venice, this residence is just minutes from the pristine sands of Siesta Key and Nokomis Beach. Convenience abounds with nearby shopping, dining the Legacy Trail, private and commercial airports, and top-rated schools, including the renowned Pine View School. This exquisite home embodies the essence of Florida living. Southbay Yacht & Racquet Club lives up to its name with a newly renovated community clubhouse, geothermal pool, gym overlooking the marina, banquet rooms, three tennis courts, four pickleball courts, a bocce ball court, two shuffleboards, basketball, kayak storage area, a waterfront park, 20 acres of common grounds and miles of trails. Ideally in between culturally rich Sarasota and charming Venice, minutes to beaches, Legacy Trail, No. 1 rated Pine View School, shopping, waterfront restaurants and Oscar Scherer State Park. Walk to your boat or take your golf cart around the neighborhood. For those who seek an exceptional waterfront life, nothing compares.

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

This stunning waterfront residence in Southbay Yacht and Racquet Club is a gem on Florida’s Gulf Coast where boats are accommodated in a deep-water marina for low fees. Boasting over 135 feet of water frontage and surrounded by lush tropical landscaping and majestic Royal Palms. Its refined curb appeal sets it apart as a one-of-a-kind property. The custom John Cannon home features a grand double door entry that opens to breathtaking wide open bay views. Inside, the home showcases high-end finishes and upgrades, including impressive, vaulted ceilings reaching up to 21 feet. You'll find abundant crown molding, elaborate tray ceilings, and exquisite wall finishes adorned with artfully painted faux designs and plantation shutters throughout. The home is designed for entertaining, with a full bar and wine room for guests, as well as an upper-level wet bar. The chef's kitchen is a culinary dream, featuring a spacious granite island, a gas cooktop with a pot filler, and views overlooking the pool, patio and bay. An upper-level bonus room offers versatile space for play, music, movies or exercise, all while enjoying some of the best views in the house. The main level primary suite is a serene retreat with a sitting area, two large closets and a luxurious bath that includes a garden shower, large tub, dual sinks, and a separate toilet and bidet. The expansive outdoor living spaces, including main level and upper terraces, are ideal for enjoying sunsets and observing local wildlife such as ospreys, dolphins, manatees and a parade of boats. Private dock for sunset viewing and fishing. Ideally between Sarasota and Venice, this residence is just minutes from the pristine sands of Siesta Key and Nokomis Beach. Convenience abounds with nearby shopping, dining the Legacy Trail, private and commercial airports, and top-rated schools, including the renowned Pine View School. This exquisite home embodies the essence of Florida living. Southbay Yacht & Racquet Club lives up to its name with a newly renovated community clubhouse, geothermal pool, gym overlooking the marina, banquet rooms, three tennis courts, four pickleball courts, a bocce ball court, two shuffleboards, basketball, kayak storage area, a waterfront park, 20 acres of common grounds and miles of trails. Ideally in between culturally rich Sarasota and charming Venice, minutes to beaches, Legacy Trail, No. 1 rated Pine View School, shopping, waterfront restaurants and Oscar Scherer State Park. Walk to your boat or take your golf cart around the neighborhood. For those who seek an exceptional waterfront life, nothing compares.

275 Lookout Point Drive, Osprey

$1,650,000

Florida living at its finest! You'll find this lovely home tucked away on a cul-de-sac in the luxurious community known as The Oaks. This amazing custom-built home features 5 bedrooms, 5.5 bathrooms and 5,399 sq. ft. of fabulous living space, combining comfort with elegance! Upon entering you are greeted by the formal living room with high ceilings, crown molding, large sliding glass doors and arched windows. The gourmet kitchen is a chefs dream with plenty of space to work with, double refrigerators, a breakfast bar and island, open to the family room. The dining room is ideally located off of the kitchen and living room and features triple tray ceilings and a built-in bar ~ perfect for entertaining! Sliding glass doors from the living room, family and master bedroom lead out to a spacious covered lanai, pool/spa and outdoor kitchen. This home is situated on a large lot with golf course and pond views, providing a peaceful setting. Updates include a new roof (2021), fresh interior paint, landscaping and more! Tenant occupied with current lease agreement until 08/16/2025. Nestled amongst luxurious homes, mature landscape and streets lined with canopying oak trees, the Oaks is a gated community with two golf courses, racquet sports, wellness, fitness, dining and so much more. Membership is required. Close to everything Sarasota County has to offer, including beaches, parks and top-ranking Pine View School. Schedule a tour today.

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

Florida living at its finest! You'll find this lovely home tucked away on a cul-de-sac in the luxurious community known as The Oaks. This amazing custom-built home features 5 bedrooms, 5.5 bathrooms and 5,399 sq. ft. of fabulous living space, combining comfort with elegance! Upon entering you are greeted by the formal living room with high ceilings, crown molding, large sliding glass doors and arched windows. The gourmet kitchen is a chefs dream with plenty of space to work with, double refrigerators, a breakfast bar and island, open to the family room. The dining room is ideally located off of the kitchen and living room and features triple tray ceilings and a built-in bar ~ perfect for entertaining! Sliding glass doors from the living room, family and master bedroom lead out to a spacious covered lanai, pool/spa and outdoor kitchen. This home is situated on a large lot with golf course and pond views, providing a peaceful setting. Updates include a new roof (2021), fresh interior paint, landscaping and more! Tenant occupied with current lease agreement until 08/16/2025. Nestled amongst luxurious homes, mature landscape and streets lined with canopying oak trees, the Oaks is a gated community with two golf courses, racquet sports, wellness, fitness, dining and so much more. Membership is required. Close to everything Sarasota County has to offer, including beaches, parks and top-ranking Pine View School. Schedule a tour today.

676 Eagle Watch Lane, Osprey

$5,450,000

Experience unparalleled luxury on the coveted south end of Casey Key, where this custom Gulf-front estate offers 90 feet of pristine beach frontage, endless views of the turquoise Gulf waters, and the most walkable wide beach on the Key. Built with timeless craftsmanship, the residence spans over 12,000 square feet in total, featuring five bedrooms, six-and-a-half baths, and two spectacular primary suites with sunset balconies, spa-inspired baths, and expansive custom closets. Designed for both elegance and comfort, interiors include a soaring two-story living room, gourmet chef’s kitchen with Wolf, Sub-Zero and Cove appliances, formal dining with Venetian plaster, home theater, gym, and private office with water views. The technology package including automated lighting, programmable blinds, and secure hardwired internet. Outdoors, a Gulf-front saltwater pool and spa, summer kitchen, and private dune walkover create the ultimate coastal retreat. Additional luxuries include a 1,000-gallon propane tank which runs the whole home generator, elevator, R/O water filtration system, and impact-rated windows and doors. Perfectly situated minutes from boating, marinas, fine dining, and the cultural attractions of Sarasota and Venice, this exceptional Casey Key estate is move-in ready and awaits as your exclusive beachfront sanctuary.

5 Beds ⋅ 7 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code

Experience unparalleled luxury on the coveted south end of Casey Key, where this custom Gulf-front estate offers 90 feet of pristine beach frontage, endless views of the turquoise Gulf waters, and the most walkable wide beach on the Key. Built with timeless craftsmanship, the residence spans over 12,000 square feet in total, featuring five bedrooms, six-and-a-half baths, and two spectacular primary suites with sunset balconies, spa-inspired baths, and expansive custom closets. Designed for both elegance and comfort, interiors include a soaring two-story living room, gourmet chef’s kitchen with Wolf, Sub-Zero and Cove appliances, formal dining with Venetian plaster, home theater, gym, and private office with water views. The technology package including automated lighting, programmable blinds, and secure hardwired internet. Outdoors, a Gulf-front saltwater pool and spa, summer kitchen, and private dune walkover create the ultimate coastal retreat. Additional luxuries include a 1,000-gallon propane tank which runs the whole home generator, elevator, R/O water filtration system, and impact-rated windows and doors. Perfectly situated minutes from boating, marinas, fine dining, and the cultural attractions of Sarasota and Venice, this exceptional Casey Key estate is move-in ready and awaits as your exclusive beachfront sanctuary.

507 Casey Key Road, Nokomis

$9,196,000

Unveiling a once-in-a-lifetime opportunity to own an unparalleled slice of coastal luxury. Welcome to Pretiola Sands Estate, a secluded and gated haven sprawled across 1.4 acres of lush grounds, boasting an impressive 200 feet of private shoreline on both the Gulf of Mexico and the Intracoastal Waterway. Experience the awe-inspiring vistas of the Gulf and Bay from every vantage point of this meticulously designed family compound. The main residence is built like a fortress on 91 pilings. It is separate yet connected to guest quarters and steps away is a Gulf-front cabana, creating an idyllic retreat for family gatherings and entertaining guests. The essence of resort-style living comes to life with a grand screened recreation area featuring a sparkling pool, a 5-hole putting green, and numerous sitting and dining areas calling you to unwind and savor the tranquil beauty of the Intracoastal Waterway. And for the avid boater, a private dock with a covered boat lift awaits for effortless maritime adventures. Step inside to experience unparalleled luxury and craftsmanship. A beautiful foyer adorned with a granite waterfall leads to the formal dining room and cozy sitting area, both offering Gulf views. The expansive family room, adorned with a charming fireplace, invites you to bask in the serenity of bayfront living. The heart of the home, a chef-inspired kitchen, features Neff international design cabinetry, top-of-the-line appliances, and a breakfast nook bathed in natural light. Adjacent, a wet bar with icemaker and wine chiller ensures seamless entertaining, while the bayside lanai beckons with a gas fireplace and built-in grill for alfresco dining. Retreat to the luxurious Gulf-side primary suite conveniently located on the first level with a massive closet and bayside bath. boasting panoramic Gulf views, a bay-side bath with custom dressing room, and heated floors for ultimate comfort. Meanwhile, guests will delight in the separate guest quarters offering privacy, bamboo flooring, a kitchenette, and a full bath. Upstairs, there are four additional bedrooms, a movie theater, nursery, and convenient laundry facilities. The ground level presents a spacious 3-car garage with ample storage and convenient elevator access to all levels. But the epitome of island living awaits at the charming beach cabana, where a living room, outdoor shower, and dressing room await. Hurricane-rated glass sliding doors seamlessly blend indoor and outdoor living, and Wi-Fi ensures comfort and convenience. The home, itself, sustained no storm damage. The photo of the beach cabana is pre-storm. It has been restored and upgraded.

5 Beds ⋅ 7 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code

Unveiling a once-in-a-lifetime opportunity to own an unparalleled slice of coastal luxury. Welcome to Pretiola Sands Estate, a secluded and gated haven sprawled across 1.4 acres of lush grounds, boasting an impressive 200 feet of private shoreline on both the Gulf of Mexico and the Intracoastal Waterway. Experience the awe-inspiring vistas of the Gulf and Bay from every vantage point of this meticulously designed family compound. The main residence is built like a fortress on 91 pilings. It is separate yet connected to guest quarters and steps away is a Gulf-front cabana, creating an idyllic retreat for family gatherings and entertaining guests. The essence of resort-style living comes to life with a grand screened recreation area featuring a sparkling pool, a 5-hole putting green, and numerous sitting and dining areas calling you to unwind and savor the tranquil beauty of the Intracoastal Waterway. And for the avid boater, a private dock with a covered boat lift awaits for effortless maritime adventures. Step inside to experience unparalleled luxury and craftsmanship. A beautiful foyer adorned with a granite waterfall leads to the formal dining room and cozy sitting area, both offering Gulf views. The expansive family room, adorned with a charming fireplace, invites you to bask in the serenity of bayfront living. The heart of the home, a chef-inspired kitchen, features Neff international design cabinetry, top-of-the-line appliances, and a breakfast nook bathed in natural light. Adjacent, a wet bar with icemaker and wine chiller ensures seamless entertaining, while the bayside lanai beckons with a gas fireplace and built-in grill for alfresco dining. Retreat to the luxurious Gulf-side primary suite conveniently located on the first level with a massive closet and bayside bath. boasting panoramic Gulf views, a bay-side bath with custom dressing room, and heated floors for ultimate comfort. Meanwhile, guests will delight in the separate guest quarters offering privacy, bamboo flooring, a kitchenette, and a full bath. Upstairs, there are four additional bedrooms, a movie theater, nursery, and convenient laundry facilities. The ground level presents a spacious 3-car garage with ample storage and convenient elevator access to all levels. But the epitome of island living awaits at the charming beach cabana, where a living room, outdoor shower, and dressing room await. Hurricane-rated glass sliding doors seamlessly blend indoor and outdoor living, and Wi-Fi ensures comfort and convenience. The home, itself, sustained no storm damage. The photo of the beach cabana is pre-storm. It has been restored and upgraded.

1776 Casey Key Road, Nokomis

$2,400,000

WELCOME HOME - NO STORM DAMAGE AT THIS PROPERTY (ELEVATION / OVERALL BUILD) ~ THE OAKS COUNTRY CLUB - SARASOTA, FL. THIS HOME @ #425, BOASTS BEAUTIFUL GOLF COURSE AND SELECT WATER VIEWS THROUGHOUT. A 27,000 SF +/- PRIVATE LOT. ONE CAN LOOK DIRECTLY AT THE PAR 3 - 4TH HOLE (THE OAKS HERON COURSE). MATURE STUNNING LANDSCAPING SURROUNDS THE PROPERTY. THE HOUSE OFFERS A TOTAL OF 5,100 SQUARE FEET OF RANCH-STYLE LIVING, 5 BEDROOMS, 5 BATHROOMS WITH AN ADDITIONAL 1/2 BATHROOM. A SEPARATE GUEST SUITE WITH LIVING AREA AND SEPARATE ENTRANCE IS INCLUDED, PERFECT FOR VISITORS, GUESTS, OR A SECOND OFFICE SUITE. SOME OF THE UPDATED FEATURES INCLUDE BUT ARE NOT LIMITED TO AN OPEN FLOOR PLAN, UPDATED GOURMET KITCHEN, GAS FIREPLACE (MASTER / LIVING), ALL EN SUITE BEDROOMS, SLIDING POCKET DOORS, COFFEE BAR, SOAKER TUB, MARBLE FLOORS, GLASS SHOWERS, GRANITE COUNTERS, OUTDOOR BAR AND KITCHEN, SPACIOUS MASTER SUITE, UPSTAIRS BONUS ROOM WITH BATH AND TERRACE OVERLOOKING THE GOLF COURSE AND WATER. THERE IS ALSO A SEPARATE PRIVATE OFFICE/DEN AREA, AN EXPANSIVE POOL AREA - COVERED AND OPEN, AND RECENTLY UPDATED HURRICANE WINDOWS AND DOORS, INCLUDING A STUNNING CUSTOM-MADE CAST IRON FRONT ENTRANCE FLOOR-TO-CEILING DOOR. THE ROOF SYSTEM HAS BEEN UPDATED, THREE NEW A/C SYSTEMS, NEW POOL PUMP, WATER BOOSTER FOR EVEN PRESSURE THROUGHOUT, MEDIA ROOM WITH 85” SMART TV WITH SONOS, NEW SAMSUNG WASHER / DRYER SYSTEM, 240 VOLT CAR CHARGING, UPDATED OUTDOOR KITCHEN WITH FRIDGE, OUTDOOR LIGHTING, NEW POOL CAGE, WATER SOFTENING SYSTEM, DOUGLAS BLINDS WITH REMOTE, AND A NEW POOL HEATER WITH A PHONE APP; THE PROPERTY IS VERY CLOSE TO THE CLUBHOUSE AND ALL THE FIRST-CLASS AMENITIES, INCLUDING GOLF, TENNIS, FITNESS, RESTAURANTS, POOL, COMMON AREAS, CROQUET, AND SOCIAL EVENTS. THE OWNER HAS UPDATED ALL THE HOME AND PROPERTY INSPECTIONS TO INCLUDE BUT NOT LIMITED TO 4-POINT AND WIND MITIGATION REPORTS FOR INSURANCE. THE OAKS CLUB HAS BEEN AWARDED THE PLATINUM CLUB OF AMERICA DESIGNATION. OUTSIDE THE PRIVATE GATES, THERE IS ACCESS TO ALL THAT THE SARASOTA AREA HAS TO DELIVER, INCLUDING SIESTA KEY BEACH, DOWNTOWN ARTS, UTC SHOPPING AREA, LIDO BEACH, NOKOMIS BEACH, AND THE SARASOTA HOSPITAL SYSTEM. THERE ARE ALSO LEADING PUBLIC AND OTHER SCHOOL OPTIONS, SUCH AS PINE VIEW SCHOOL (#1 IN FLORIDA / #18 NATIONALLY) AND OUT OF DOOR ACADEMY. PLEASE REFER TO THE UPDATED VIRTUAL PROPERTY TOUR AND HD PHOTOS. WE LOOK FORWARD TO YOUR VISIT! NOTE: THE OAKS CLUB MEMBERSHIP IS REQUIRED - PLEASE REFER TO CLUB DOCUMENTS FOR DETAILS.

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

WELCOME HOME - NO STORM DAMAGE AT THIS PROPERTY (ELEVATION / OVERALL BUILD) ~ THE OAKS COUNTRY CLUB - SARASOTA, FL. THIS HOME @ #425, BOASTS BEAUTIFUL GOLF COURSE AND SELECT WATER VIEWS THROUGHOUT. A 27,000 SF +/- PRIVATE LOT. ONE CAN LOOK DIRECTLY AT THE PAR 3 - 4TH HOLE (THE OAKS HERON COURSE). MATURE STUNNING LANDSCAPING SURROUNDS THE PROPERTY. THE HOUSE OFFERS A TOTAL OF 5,100 SQUARE FEET OF RANCH-STYLE LIVING, 5 BEDROOMS, 5 BATHROOMS WITH AN ADDITIONAL 1/2 BATHROOM. A SEPARATE GUEST SUITE WITH LIVING AREA AND SEPARATE ENTRANCE IS INCLUDED, PERFECT FOR VISITORS, GUESTS, OR A SECOND OFFICE SUITE. SOME OF THE UPDATED FEATURES INCLUDE BUT ARE NOT LIMITED TO AN OPEN FLOOR PLAN, UPDATED GOURMET KITCHEN, GAS FIREPLACE (MASTER / LIVING), ALL EN SUITE BEDROOMS, SLIDING POCKET DOORS, COFFEE BAR, SOAKER TUB, MARBLE FLOORS, GLASS SHOWERS, GRANITE COUNTERS, OUTDOOR BAR AND KITCHEN, SPACIOUS MASTER SUITE, UPSTAIRS BONUS ROOM WITH BATH AND TERRACE OVERLOOKING THE GOLF COURSE AND WATER. THERE IS ALSO A SEPARATE PRIVATE OFFICE/DEN AREA, AN EXPANSIVE POOL AREA - COVERED AND OPEN, AND RECENTLY UPDATED HURRICANE WINDOWS AND DOORS, INCLUDING A STUNNING CUSTOM-MADE CAST IRON FRONT ENTRANCE FLOOR-TO-CEILING DOOR. THE ROOF SYSTEM HAS BEEN UPDATED, THREE NEW A/C SYSTEMS, NEW POOL PUMP, WATER BOOSTER FOR EVEN PRESSURE THROUGHOUT, MEDIA ROOM WITH 85” SMART TV WITH SONOS, NEW SAMSUNG WASHER / DRYER SYSTEM, 240 VOLT CAR CHARGING, UPDATED OUTDOOR KITCHEN WITH FRIDGE, OUTDOOR LIGHTING, NEW POOL CAGE, WATER SOFTENING SYSTEM, DOUGLAS BLINDS WITH REMOTE, AND A NEW POOL HEATER WITH A PHONE APP; THE PROPERTY IS VERY CLOSE TO THE CLUBHOUSE AND ALL THE FIRST-CLASS AMENITIES, INCLUDING GOLF, TENNIS, FITNESS, RESTAURANTS, POOL, COMMON AREAS, CROQUET, AND SOCIAL EVENTS. THE OWNER HAS UPDATED ALL THE HOME AND PROPERTY INSPECTIONS TO INCLUDE BUT NOT LIMITED TO 4-POINT AND WIND MITIGATION REPORTS FOR INSURANCE. THE OAKS CLUB HAS BEEN AWARDED THE PLATINUM CLUB OF AMERICA DESIGNATION. OUTSIDE THE PRIVATE GATES, THERE IS ACCESS TO ALL THAT THE SARASOTA AREA HAS TO DELIVER, INCLUDING SIESTA KEY BEACH, DOWNTOWN ARTS, UTC SHOPPING AREA, LIDO BEACH, NOKOMIS BEACH, AND THE SARASOTA HOSPITAL SYSTEM. THERE ARE ALSO LEADING PUBLIC AND OTHER SCHOOL OPTIONS, SUCH AS PINE VIEW SCHOOL (#1 IN FLORIDA / #18 NATIONALLY) AND OUT OF DOOR ACADEMY. PLEASE REFER TO THE UPDATED VIRTUAL PROPERTY TOUR AND HD PHOTOS. WE LOOK FORWARD TO YOUR VISIT! NOTE: THE OAKS CLUB MEMBERSHIP IS REQUIRED - PLEASE REFER TO CLUB DOCUMENTS FOR DETAILS.

425 E Macewen Drive, Osprey

$8,631,000

Escape Resort and Marina is a rare opportunity to purchase a profitable boutique resort that exudes a tropical sophistication that is rarely found. This tropical oasis is comprised of seven buildings with enormous suites that have very recently been thoughtfully reconstructed. This Casey Key resort is located on over one acre of lushly landscaped waterfront paradise that is only steps from the pristine sand and welcoming waves of the Gulf of Mexico and located near delicious waterfront restaurants and world class shopping. The lushly landscaped paver walkways lead to 14 expansive rooms each open onto the outdoor patios & balconies with many rooms having a waterfront view. All recently reconstructed rooms have been extensively renovated with features that include all new roofs, electrical and plumbing, HVAC and mechanical systems, new drywall with wall to ceiling finishes, new flooring throughout, new category 4 windows and doors and light fixtures. Each room offers new full-sized kitchens with high quality cabinetry, countertops and stainless-steel appliances, flat top stoves, microwaves, and dishwashers. Rooms range from 2 bedroom with den/3 baths to large one-bedroom suites. Onsite, guests enjoy a large pool and sundeck, hip, fun common areas including a beautiful waterfront clubhouse with full kitchen, a waterfront amphitheater with firepit, BBQ grilling areas, bicycle and kayak rentals, and workout facilities. The enormous modern rooms are styled to perfection and adorned with flat-screen TV’s, free Wi-Fi, and high-end furnishings. The attention to detail is awe inspiring as represented by the high guest review ratings and return clientele. This is a very profitable resort that has consistently experienced year after year increases in occupancy/ADR with very strong projections for 2024. The recently reconstructed 15 dock marina provides an additional generous steady stream of income. The marina is located on sailboat water and can accommodate boats up to 50 feet, contains up to 50-amp electric, water, nine 20-foot finger pipers as well as one covered boat slip with lift. Escape Resort is truly a premier year-round waterfront resort and marina. The demand for waterfront island Vacation Rentals is extraordinary and this resort stays consistently full. Escape Resort and Marina is located on coveted Casey Key Island nestled just south of world-renowned Siesta Key and quaint Venice Island and is a short drive into Sarasota, the cultural capital of the south. This island has very little accommodation competition and rooms can be rented nightly, weekly, or monthly. This Florida island beach lifestyle includes awe-inspiring sunsets and guests enjoy this amazing experience. With all of the upgrades recently completed, this is a turn-key investment for any entrepreneur or experienced hotelier that will bring tremendous cash flow while enjoying a true Island beach experience. Please DO NOT walk the property without permission and DO NOT disturb Seller or Employees.

Acreage & Unrec SubDv. ⋅ 34275 Zip Code

Escape Resort and Marina is a rare opportunity to purchase a profitable boutique resort that exudes a tropical sophistication that is rarely found. This tropical oasis is comprised of seven buildings with enormous suites that have very recently been thoughtfully reconstructed. This Casey Key resort is located on over one acre of lushly landscaped waterfront paradise that is only steps from the pristine sand and welcoming waves of the Gulf of Mexico and located near delicious waterfront restaurants and world class shopping. The lushly landscaped paver walkways lead to 14 expansive rooms each open onto the outdoor patios & balconies with many rooms having a waterfront view. All recently reconstructed rooms have been extensively renovated with features that include all new roofs, electrical and plumbing, HVAC and mechanical systems, new drywall with wall to ceiling finishes, new flooring throughout, new category 4 windows and doors and light fixtures. Each room offers new full-sized kitchens with high quality cabinetry, countertops and stainless-steel appliances, flat top stoves, microwaves, and dishwashers. Rooms range from 2 bedroom with den/3 baths to large one-bedroom suites. Onsite, guests enjoy a large pool and sundeck, hip, fun common areas including a beautiful waterfront clubhouse with full kitchen, a waterfront amphitheater with firepit, BBQ grilling areas, bicycle and kayak rentals, and workout facilities. The enormous modern rooms are styled to perfection and adorned with flat-screen TV’s, free Wi-Fi, and high-end furnishings. The attention to detail is awe inspiring as represented by the high guest review ratings and return clientele. This is a very profitable resort that has consistently experienced year after year increases in occupancy/ADR with very strong projections for 2024. The recently reconstructed 15 dock marina provides an additional generous steady stream of income. The marina is located on sailboat water and can accommodate boats up to 50 feet, contains up to 50-amp electric, water, nine 20-foot finger pipers as well as one covered boat slip with lift. Escape Resort is truly a premier year-round waterfront resort and marina. The demand for waterfront island Vacation Rentals is extraordinary and this resort stays consistently full. Escape Resort and Marina is located on coveted Casey Key Island nestled just south of world-renowned Siesta Key and quaint Venice Island and is a short drive into Sarasota, the cultural capital of the south. This island has very little accommodation competition and rooms can be rented nightly, weekly, or monthly. This Florida island beach lifestyle includes awe-inspiring sunsets and guests enjoy this amazing experience. With all of the upgrades recently completed, this is a turn-key investment for any entrepreneur or experienced hotelier that will bring tremendous cash flow while enjoying a true Island beach experience. Please DO NOT walk the property without permission and DO NOT disturb Seller or Employees.

212 Casey Key Road, Nokomis

$3,915,000

**EXQUISITELY DESIGNED ESTATE BOASTS MODERN & CONTEMPORARY ELEGANCE** This FULLY UPDATED Residence features a MAIN HOUSE with 3Beds/4.5Baths plus GUEST HOUSE (1Bed/1Bath, Kitchen/Laundry, Living area) and is situated on an Oversized, Private and Serene DOUBLE LOT in the SECURE, OAKS BAYSIDE Country Club Neighborhood on Little Sarasota Bay. Finishes of the highest quality abound and include Custom Iron entry and interior doors, Italian Murano sconces and chandeliers, architectural recessed lighting, Marble and Porcelain Flooring, Iron and Glass custom Wine Cellar, Glass enclosed “Spirits” Showcase, luxury appointments and fixtures throughout and is a MUST SEE! The GOURMET KITCHEN is impressively equipped with top brands including SUBZERO, WOLF, 2 ASKO dishwashers, “Waterstone” gantry faucets, work-station sinks, custom range hood, MIELE Coffee Station, etc. In total, there are 2 kitchens and 3 laundry facilities. The Stunning OUTDOOR ENTERTAINING area features a spacious screened lanai with Gorgeous, Saltwater, Heated, Pebbletec 64ft Lap Pool and Spa, Marble deck, OUTDOOR KITCHEN with Twin Eagles Grill, 2 refrigerators, covered gathering area with fireplace, air-conditioned Pool Bath with Aromatherapy Steam Shower (New in 2024), storage room and Additional Open Air Patio with FIRE PIT. Extensive Home Automation (Control4: sound, lighting, etc.) and Mechanical system installations were thoughtfully executed and include a Generator, water treatment and purification systems, robust Wi-Fi throughout, Vivent video monitored security system, Air-Conditioned Garage with EV charging, resin coated floors and utility sink, etc. Impressive grounds with new landscaping, hardscaping & lighting. Newer ROOF, HVAC, Hurricane Impact Rated Windows and Doors. 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**

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

**EXQUISITELY DESIGNED ESTATE BOASTS MODERN & CONTEMPORARY ELEGANCE** This FULLY UPDATED Residence features a MAIN HOUSE with 3Beds/4.5Baths plus GUEST HOUSE (1Bed/1Bath, Kitchen/Laundry, Living area) and is situated on an Oversized, Private and Serene DOUBLE LOT in the SECURE, OAKS BAYSIDE Country Club Neighborhood on Little Sarasota Bay. Finishes of the highest quality abound and include Custom Iron entry and interior doors, Italian Murano sconces and chandeliers, architectural recessed lighting, Marble and Porcelain Flooring, Iron and Glass custom Wine Cellar, Glass enclosed “Spirits” Showcase, luxury appointments and fixtures throughout and is a MUST SEE! The GOURMET KITCHEN is impressively equipped with top brands including SUBZERO, WOLF, 2 ASKO dishwashers, “Waterstone” gantry faucets, work-station sinks, custom range hood, MIELE Coffee Station, etc. In total, there are 2 kitchens and 3 laundry facilities. The Stunning OUTDOOR ENTERTAINING area features a spacious screened lanai with Gorgeous, Saltwater, Heated, Pebbletec 64ft Lap Pool and Spa, Marble deck, OUTDOOR KITCHEN with Twin Eagles Grill, 2 refrigerators, covered gathering area with fireplace, air-conditioned Pool Bath with Aromatherapy Steam Shower (New in 2024), storage room and Additional Open Air Patio with FIRE PIT. Extensive Home Automation (Control4: sound, lighting, etc.) and Mechanical system installations were thoughtfully executed and include a Generator, water treatment and purification systems, robust Wi-Fi throughout, Vivent video monitored security system, Air-Conditioned Garage with EV charging, resin coated floors and utility sink, etc. Impressive grounds with new landscaping, hardscaping & lighting. Newer ROOF, HVAC, Hurricane Impact Rated Windows and Doors. 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**

601 Fernwalk Lane, Osprey