$5,350,000 ELEVATED ABOVE FLOOD LEVEL WITH EXCEPTIONALLY LOW INSURANCE PREMIUMS ! Welcome to 622 Bayshore Drive - where coastal luxury meets modern sophistication on one of the most sought-after stretches of Little Sarasota Bay. Tucked away on a rare and expansive .78-acre gated estate, this custom-built, contemporary masterpiece offers 90 feet of pristine waterfront, unmatched privacy, and a lifestyle defined by serenity, style and seamless connection to the water. Designed for those who crave the extraordinary, this six-bedroom, five-bath residence is a showpiece of elevated design and quality craftsmanship, built just three years ago with the finest materials and storm-resilient features. Boaters will delight in the direct bay access just minutes from Midnight Pass and the open Gulf - a true water lover's paradise. Step through the grand entrance and into a world of light, space and unobstructed bay views. The soaring 14-foot bifold glass wall in the great room opens fully to a spectacular lanai, inviting indoor-outdoor living year-round. Imagine entertaining here – sunset cocktails by the saltwater pool and spa, laughter echoing across the water and every moment framed by nature's beauty. At the heart of the home lies a chef's dream kitchen, anchored by an oversized 7'X8' waterfall edge island and outfitted with top-tier Wolf, Cove, and Sub-Zero appliances. A walk-in pantry with second refrigerator/freezer ensures effortless hosting and everyday convenience. This home is as strong as it is stunning: constructed entirely of block and stucco, equipped with Category 5 impact-rated windows and doors, and elevated above flood level - a rare combination that provides peace of mind and impressively low insurance premiums. A whole-house generator ensures uninterrupted comfort. With its expansive yard, and panoramic water views, 622 Bayshore Drive is not just a home- it's a legacy property. Perfectly positioned between Sarasota and Venice, it offers the best of both worlds: quiet natural beauty with easy access to world-class dining, shopping and culture. DON'T JUST VISIT PARADISE - OWN IT. Schedule your private tour of this extraordinary waterfront estate today. 6 Beds ⋅ 5 Baths ⋅ Bay Acres Sub SubDv. ⋅ 34229 Zip Code ELEVATED ABOVE FLOOD LEVEL WITH EXCEPTIONALLY LOW INSURANCE PREMIUMS ! Welcome to 622 Bayshore Drive - where coastal luxury meets modern sophistication on one of the most sought-after stretches of Little Sarasota Bay. Tucked away on a rare and expansive .78-acre gated estate, this custom-built, contemporary masterpiece offers 90 feet of pristine waterfront, unmatched privacy, and a lifestyle defined by serenity, style and seamless connection to the water. Designed for those who crave the extraordinary, this six-bedroom, five-bath residence is a showpiece of elevated design and quality craftsmanship, built just three years ago with the finest materials and storm-resilient features. Boaters will delight in the direct bay access just minutes from Midnight Pass and the open Gulf - a true water lover's paradise. Step through the grand entrance and into a world of light, space and unobstructed bay views. The soaring 14-foot bifold glass wall in the great room opens fully to a spectacular lanai, inviting indoor-outdoor living year-round. Imagine entertaining here – sunset cocktails by the saltwater pool and spa, laughter echoing across the water and every moment framed by nature's beauty. At the heart of the home lies a chef's dream kitchen, anchored by an oversized 7'X8' waterfall edge island and outfitted with top-tier Wolf, Cove, and Sub-Zero appliances. A walk-in pantry with second refrigerator/freezer ensures effortless hosting and everyday convenience. This home is as strong as it is stunning: constructed entirely of block and stucco, equipped with Category 5 impact-rated windows and doors, and elevated above flood level - a rare combination that provides peace of mind and impressively low insurance premiums. A whole-house generator ensures uninterrupted comfort. With its expansive yard, and panoramic water views, 622 Bayshore Drive is not just a home- it's a legacy property. Perfectly positioned between Sarasota and Venice, it offers the best of both worlds: quiet natural beauty with easy access to world-class dining, shopping and culture. DON'T JUST VISIT PARADISE - OWN IT. Schedule your private tour of this extraordinary waterfront estate today. 622 Bayshore Drive, Osprey
$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
$4,040,000 Seize the opportunity to own a piece of paradise on the exclusive North Casey Key. This sprawling one-plus-acre estate, with 107 feet of pristine gulf frontage, a walkable sandy beach, on a private road with security offering unparalleled privacy, is your personal slice of heaven. Surrounded by majestic live oaks, this property is a rare gem that embodies the timeless beauty of Old Florida living, offering a tranquil retreat with direct gulf-to-bay access. The three-bedroom, three-bath home exudes Mediterranean coastal charm and invites you to embrace the serenity of coastal life. With an expansive living room, formal dining room, country kitchen and an office, the home effortlessly combines comfort and style. Imagine cozying up with a cup of coffee in front of the fireplace in the primary bedroom as the first rays of dawn light up the sky over the Intracoastal Waterway, casting a soft glow on the water. As evening falls, step out and witness breathtaking sunsets over the gulf, painting the sky in hues of gold and pink, an enchanting end to every day. This completely fenced estate also offers a two-car attached garage and an additional three-car detached, air-conditioned garage, a dream for car enthusiasts who appreciate form and function. For boating lovers, a rare boathouse with a deck overlooking Little Sarasota Bay, two docks, one with a 7,500-pound lift, and a seawall, make it the ideal home for a waterfront lifestyle. Boat access to the gulf is a short five-minute ride through Midnight Pass. With direct access to the gulf, this property lets you indulge in the best of both worlds, an exclusive, private oasis and the beauty of the sparkling blue waters just near your door. On the exclusive north end of Casey Key, this estate offers seclusion and serenity, yet just five minutes from restaurants, Publix, CVS, 10 minutes to the City of Venice and 15 minutes to Sarasota. Commercial and private air travel is readily available. Don't miss your chance to live in one of Florida’s most desirable locations. With stunning sunsets, playful dolphins and soothing sound of waves as part of your everyday life, this is more than a home, it's a sanctuary. Experience the ultimate coastal lifestyle and make this paradise yours. 3 Beds ⋅ 3 Baths ⋅ Casey Key SubDv. ⋅ 34229 Zip Code Seize the opportunity to own a piece of paradise on the exclusive North Casey Key. This sprawling one-plus-acre estate, with 107 feet of pristine gulf frontage, a walkable sandy beach, on a private road with security offering unparalleled privacy, is your personal slice of heaven. Surrounded by majestic live oaks, this property is a rare gem that embodies the timeless beauty of Old Florida living, offering a tranquil retreat with direct gulf-to-bay access. The three-bedroom, three-bath home exudes Mediterranean coastal charm and invites you to embrace the serenity of coastal life. With an expansive living room, formal dining room, country kitchen and an office, the home effortlessly combines comfort and style. Imagine cozying up with a cup of coffee in front of the fireplace in the primary bedroom as the first rays of dawn light up the sky over the Intracoastal Waterway, casting a soft glow on the water. As evening falls, step out and witness breathtaking sunsets over the gulf, painting the sky in hues of gold and pink, an enchanting end to every day. This completely fenced estate also offers a two-car attached garage and an additional three-car detached, air-conditioned garage, a dream for car enthusiasts who appreciate form and function. For boating lovers, a rare boathouse with a deck overlooking Little Sarasota Bay, two docks, one with a 7,500-pound lift, and a seawall, make it the ideal home for a waterfront lifestyle. Boat access to the gulf is a short five-minute ride through Midnight Pass. With direct access to the gulf, this property lets you indulge in the best of both worlds, an exclusive, private oasis and the beauty of the sparkling blue waters just near your door. On the exclusive north end of Casey Key, this estate offers seclusion and serenity, yet just five minutes from restaurants, Publix, CVS, 10 minutes to the City of Venice and 15 minutes to Sarasota. Commercial and private air travel is readily available. Don't miss your chance to live in one of Florida’s most desirable locations. With stunning sunsets, playful dolphins and soothing sound of waves as part of your everyday life, this is more than a home, it's a sanctuary. Experience the ultimate coastal lifestyle and make this paradise yours. 1049 N Casey Key Road, Osprey
$4,000,000 On the quiet and coveted stretch of North Casey Key, where century-old oaks meet the shoreline, and the land unfolds uninterrupted from Gulf to bay, this extraordinary 1.5-acre estate offers a rare opportunity to steward one of the island’s most incredible homesites. With 180 feet of private Gulf frontage and exceptional depth across to the intercoastal, the property is defined by its scale, privacy, and quiet permanence—offering a setting that feels both expansive and deeply secluded beneath a canopy of mature coastal forest. Here, the rhythm of the water and the natural beauty of the land create an environment that cannot be replicated. The existing improvements include a Gulf-facing main residence, originally constructed in the early 1970s, thoughtfully positioned to capture sweeping views in both directions. The two-bedroom, two-bath home features elevated ceilings, expansive windows, and a sunlit central courtyard designed to bring light and the surrounding landscape into everyday living. A separate guest house, completed in 2002, provides two additional bedrooms and baths, bamboo flooring, Bahama shutters, a versatile bonus room, and an oversized two-car garage—offering flexible accommodations for guests, or interim use while renovating or building. A recently installed private dock completes the property’s rare Gulf-to-Bay lifestyle and provides immediate access to boating and waterfront recreation. While the existing structures offer renovation potential and immediate livability, the true and enduring value lies in the land itself. Homesites of this magnitude—spanning Gulf to bay with this level of frontage, privacy, and natural beauty—are rarely available. Conceptual plans by Potter Homes envision a timeless coastal estate exceeding 6,500 square feet under air, thoughtfully designed to preserve the character of the land while capturing panoramic water views and creating a residence of lasting architectural significance. Whether preserved, renovated, or reimagined entirely, this is more than a homesite—it is the foundation for one of Casey Key’s next great estates, and an opportunity to create something that will endure for generations. 4 Beds ⋅ 4 Baths ⋅ Casey Key SubDv. ⋅ 34229 Zip Code On the quiet and coveted stretch of North Casey Key, where century-old oaks meet the shoreline, and the land unfolds uninterrupted from Gulf to bay, this extraordinary 1.5-acre estate offers a rare opportunity to steward one of the island’s most incredible homesites. With 180 feet of private Gulf frontage and exceptional depth across to the intercoastal, the property is defined by its scale, privacy, and quiet permanence—offering a setting that feels both expansive and deeply secluded beneath a canopy of mature coastal forest. Here, the rhythm of the water and the natural beauty of the land create an environment that cannot be replicated. The existing improvements include a Gulf-facing main residence, originally constructed in the early 1970s, thoughtfully positioned to capture sweeping views in both directions. The two-bedroom, two-bath home features elevated ceilings, expansive windows, and a sunlit central courtyard designed to bring light and the surrounding landscape into everyday living. A separate guest house, completed in 2002, provides two additional bedrooms and baths, bamboo flooring, Bahama shutters, a versatile bonus room, and an oversized two-car garage—offering flexible accommodations for guests, or interim use while renovating or building. A recently installed private dock completes the property’s rare Gulf-to-Bay lifestyle and provides immediate access to boating and waterfront recreation. While the existing structures offer renovation potential and immediate livability, the true and enduring value lies in the land itself. Homesites of this magnitude—spanning Gulf to bay with this level of frontage, privacy, and natural beauty—are rarely available. Conceptual plans by Potter Homes envision a timeless coastal estate exceeding 6,500 square feet under air, thoughtfully designed to preserve the character of the land while capturing panoramic water views and creating a residence of lasting architectural significance. Whether preserved, renovated, or reimagined entirely, this is more than a homesite—it is the foundation for one of Casey Key’s next great estates, and an opportunity to create something that will endure for generations. 854 N Casey Key Road, Osprey
$3,650,000 Big bay views surround you from this exquisitely updated waterfront estate. Welcome to 324 Bayshore Drive, a property of nearly half an acre set on a large, open stretch of the bay with easy access to the Intracoastal Waterway. Even more spectacular is the beautiful water and natural beauty of Midnight Pass which is just to the north of this property and sandbar relaxation just a short boat ride away. This home features all the right spaces and updates- it features a smartly renovated main house comprised of three bedrooms, three and a half bathrooms and spacious office, as well as separate guest suite with full bathroom. From the moment you approach this property you can tell something is different about it. The large front yard features a wraparound drive with tasteful landscaping and as you approach the front door you are transported into true relaxation as you enter over a pool with footbridge to the front door. The immediate thing you will notice are unobstructed beautiful views, high ceilings and stunning architecture. As you take in the 36x36 tile updated flooring you’ll visit the kitchen and great room. The kitchen features upscale appliances from SubZero, Miele and Thermador, as well as sleek European style cabinetry. The main living space opens onto a screened, elevated patio with built-in summer kitchen. The primary is oversized with soaring ceilings and features a spa-like bathroom with free-standing tub, walk-in shower, dual vanities, and walk-in closet. The real fun begins outside- it’s hard to beat the outdoor living space- private sandy beach, heated pool and spa, and large fenced backyard to enjoy. The boating enthusiast will enjoy dual 16k and 10k boat lifts, fish cleaning station, water and electrical service. This home features its own video security system, solar panels with battery backup, a full complement of hurricane shutters, and is located in flood X, indicating no flood insurance required. The roof was replaced in 2025, the structure is built strong with ICF concrete block construction, and the attic insulation is spray foam for energy efficiency. This special estate must truly be seen in person to grasp- schedule your private showing today. 4 Beds ⋅ 5 Baths ⋅ Bay Acres Sub SubDv. ⋅ 34229 Zip Code Big bay views surround you from this exquisitely updated waterfront estate. Welcome to 324 Bayshore Drive, a property of nearly half an acre set on a large, open stretch of the bay with easy access to the Intracoastal Waterway. Even more spectacular is the beautiful water and natural beauty of Midnight Pass which is just to the north of this property and sandbar relaxation just a short boat ride away. This home features all the right spaces and updates- it features a smartly renovated main house comprised of three bedrooms, three and a half bathrooms and spacious office, as well as separate guest suite with full bathroom. From the moment you approach this property you can tell something is different about it. The large front yard features a wraparound drive with tasteful landscaping and as you approach the front door you are transported into true relaxation as you enter over a pool with footbridge to the front door. The immediate thing you will notice are unobstructed beautiful views, high ceilings and stunning architecture. As you take in the 36x36 tile updated flooring you’ll visit the kitchen and great room. The kitchen features upscale appliances from SubZero, Miele and Thermador, as well as sleek European style cabinetry. The main living space opens onto a screened, elevated patio with built-in summer kitchen. The primary is oversized with soaring ceilings and features a spa-like bathroom with free-standing tub, walk-in shower, dual vanities, and walk-in closet. The real fun begins outside- it’s hard to beat the outdoor living space- private sandy beach, heated pool and spa, and large fenced backyard to enjoy. The boating enthusiast will enjoy dual 16k and 10k boat lifts, fish cleaning station, water and electrical service. This home features its own video security system, solar panels with battery backup, a full complement of hurricane shutters, and is located in flood X, indicating no flood insurance required. The roof was replaced in 2025, the structure is built strong with ICF concrete block construction, and the attic insulation is spray foam for energy efficiency. This special estate must truly be seen in person to grasp- schedule your private showing today. 324 Bayshore Drive, 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
$3,500,000 Ahhh…you have finally found “the one”! This home is a one of a kind property with one of the best water front lots in Southbay! Features of this spectacular home include not only a lagoon style pool with waterfall, but a lagoon with a winding deck bridge walkway taking you past another waterfall, to the intracoastal water way! Imagine your morning coffee or evening sunsets “sitting by the dock of the bay”. Inside, this home is filled with character. Etched glass panels tell a story in the master bedroom. The office has built-in cabinetry and etched glass panels. The master bathroom has sliding glass doors to outdoor shower and zen area…just to name a few. One of the many exciting features of this home is the 4th car garage, the auto atrium! Car enthusiasts, you now have a place to show off your pride and joy! This home was built with quality and the kitchen shows that off. Glossy high end cabinetry and built-in luxury appliances have a timeless beauty. The roof was replaced in 2022 and 3 new air conditioners were installed in October, 2025. The community of Southbay offers a deep marina to handle just about any size boat. Southbay is an active community with many social, sports and boating activities. The remodeled clubhouse is the heartbeat of the community including a fitness room, game room, two kitchens, card room, ball room, elevator, even a baby grand piano! Southbay is located in a convenient and central location just a short drive to several area beaches, shopping, restaurants, downtown Venice or Sarasota. The famous Casey Key Fish House and Tiki Bar are close by - an easy golf cart ride away. This home is ready for you to start living the vibrant Southbay lifestyle! 3 Beds ⋅ 3 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code Ahhh…you have finally found “the one”! This home is a one of a kind property with one of the best water front lots in Southbay! Features of this spectacular home include not only a lagoon style pool with waterfall, but a lagoon with a winding deck bridge walkway taking you past another waterfall, to the intracoastal water way! Imagine your morning coffee or evening sunsets “sitting by the dock of the bay”. Inside, this home is filled with character. Etched glass panels tell a story in the master bedroom. The office has built-in cabinetry and etched glass panels. The master bathroom has sliding glass doors to outdoor shower and zen area…just to name a few. One of the many exciting features of this home is the 4th car garage, the auto atrium! Car enthusiasts, you now have a place to show off your pride and joy! This home was built with quality and the kitchen shows that off. Glossy high end cabinetry and built-in luxury appliances have a timeless beauty. The roof was replaced in 2022 and 3 new air conditioners were installed in October, 2025. The community of Southbay offers a deep marina to handle just about any size boat. Southbay is an active community with many social, sports and boating activities. The remodeled clubhouse is the heartbeat of the community including a fitness room, game room, two kitchens, card room, ball room, elevator, even a baby grand piano! Southbay is located in a convenient and central location just a short drive to several area beaches, shopping, restaurants, downtown Venice or Sarasota. The famous Casey Key Fish House and Tiki Bar are close by - an easy golf cart ride away. This home is ready for you to start living the vibrant Southbay lifestyle! 431 Yacht Harbor Drive, Osprey
$2,500,000 **STUNNINGLY RENOVATED, MOVE-IN READY 10th FLOOR PENTHOUSE CORNER RESIDENCE WITH GULF AND BAY VIEWS.** Ideally situated behind the secure gates of the highly sought-after Preserve neighborhood within The Oaks Country Club, this exceptional, 3029sf condo features 3 Bedrooms plus Den, 3 Full Baths, Private 2-Car Garage, and climate-controlled storage. Residents enjoy private amenities including a heated pool and spa, fitness center, and outdoor grilling area, along with full access to The Oaks Club’s renowned lifestyle amenities. THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **Please Enjoy Viewing the 3D VIRTUAL TOUR** 3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code **STUNNINGLY RENOVATED, MOVE-IN READY 10th FLOOR PENTHOUSE CORNER RESIDENCE WITH GULF AND BAY VIEWS.** Ideally situated behind the secure gates of the highly sought-after Preserve neighborhood within The Oaks Country Club, this exceptional, 3029sf condo features 3 Bedrooms plus Den, 3 Full Baths, Private 2-Car Garage, and climate-controlled storage. Residents enjoy private amenities including a heated pool and spa, fitness center, and outdoor grilling area, along with full access to The Oaks Club’s renowned lifestyle amenities. THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **Please Enjoy Viewing the 3D VIRTUAL TOUR** 409 N Point Road Unit 1001, Osprey
$2,470,000 A custom-built Baron estate of timeless elegance, overlooking a tranquil lake from a quiet cul-de-sac within one of the region’s most coveted guard-gated communities. Located in Oaks Bayside, oak-canopied streets, private bay access, and a peaceful setting define everyday living—just steps from the community’s private day dock on Little Sarasota Bay for kayaking and sunset views. Offering 5,287 square feet of living space, the home features four bedrooms, an office, a study, and 3½ baths, with a floor plan designed for both refined entertaining and comfortable living. Travertine marble and rich hardwood floors extend beneath coffered and tray ceilings, while aquarium windows and impact glass fill the interiors with natural light and frame serene lake views. A gas fireplace anchors the living room, and surround sound enhances the main living areas, all flowing seamlessly to the screened lanai. The chef’s kitchen is appointed with Wolf and Sub-Zero appliances, an oversized island with bar seating, and a walk-through pantry. A casual dining area adjoins the kitchen, while a separate formal dining room accommodates more formal gatherings. A wet bar with a large-capacity wine refrigerator and custom cabinetry adds a sophisticated entertaining element. The primary suite offers a private sitting area and a luxurious bath with separate vanities, individual dressing areas, private water closets, and two walk-in closets with custom built-ins. Three additional bedrooms are thoughtfully positioned for family or guests, along with a spacious office, separate study, and a five-seat home theater. Outdoors, the expansive screened lanai is designed for year-round living, featuring a pool, spa, fountain, covered seating, and a full outdoor kitchen overlooking the lake and lush tropical landscaping. An elegant circular paver drive and a three-car garage with epoxy floors and extensive storage enhance both form and function. Additional highlights include a whole-home vacuum system, solid wood doors, impact windows, a cedar closet, and abundant storage throughout. Located in Flood Zone X for added peace of mind. The Oaks Country Club offers 2 championship 18 hole golf courses, Tennis, pickleball, croquet, bocce, and an abundance of social activities to stay engaged in all the club has to offer. Ideally located near downtown Sarasota, Siesta Key Beach, and renowned cultural destinations, Oaks Bayside offers a rare blend of privacy and convenience. Membership to The Oaks Club is required. A wonderful opportunity to live in one of the finest country clubs in Florida. 4 Beds ⋅ 4 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code A custom-built Baron estate of timeless elegance, overlooking a tranquil lake from a quiet cul-de-sac within one of the region’s most coveted guard-gated communities. Located in Oaks Bayside, oak-canopied streets, private bay access, and a peaceful setting define everyday living—just steps from the community’s private day dock on Little Sarasota Bay for kayaking and sunset views. Offering 5,287 square feet of living space, the home features four bedrooms, an office, a study, and 3½ baths, with a floor plan designed for both refined entertaining and comfortable living. Travertine marble and rich hardwood floors extend beneath coffered and tray ceilings, while aquarium windows and impact glass fill the interiors with natural light and frame serene lake views. A gas fireplace anchors the living room, and surround sound enhances the main living areas, all flowing seamlessly to the screened lanai. The chef’s kitchen is appointed with Wolf and Sub-Zero appliances, an oversized island with bar seating, and a walk-through pantry. A casual dining area adjoins the kitchen, while a separate formal dining room accommodates more formal gatherings. A wet bar with a large-capacity wine refrigerator and custom cabinetry adds a sophisticated entertaining element. The primary suite offers a private sitting area and a luxurious bath with separate vanities, individual dressing areas, private water closets, and two walk-in closets with custom built-ins. Three additional bedrooms are thoughtfully positioned for family or guests, along with a spacious office, separate study, and a five-seat home theater. Outdoors, the expansive screened lanai is designed for year-round living, featuring a pool, spa, fountain, covered seating, and a full outdoor kitchen overlooking the lake and lush tropical landscaping. An elegant circular paver drive and a three-car garage with epoxy floors and extensive storage enhance both form and function. Additional highlights include a whole-home vacuum system, solid wood doors, impact windows, a cedar closet, and abundant storage throughout. Located in Flood Zone X for added peace of mind. The Oaks Country Club offers 2 championship 18 hole golf courses, Tennis, pickleball, croquet, bocce, and an abundance of social activities to stay engaged in all the club has to offer. Ideally located near downtown Sarasota, Siesta Key Beach, and renowned cultural destinations, Oaks Bayside offers a rare blend of privacy and convenience. Membership to The Oaks Club is required. A wonderful opportunity to live in one of the finest country clubs in Florida. 449 Webbs Cove, Osprey
$2,400,000 Experience the ultimate boating lifestyle from this custom-built waterfront home on a peaceful cul-de-sac. Sitting high and dry at 12 feet, the home was fully renovated for it’s current owners in 2020. Built well after the 2002 Florida Building Code changes (which required structures to be engineered for improved hurricane resistance, including impact windows, elevated designs and a more stringent building code), gives you peace of mind and makes the home easier to insure than an older home. An elegant design featuring high ceilings and engineered hardwood floors leads to a stunning outdoor retreat. The home's extensive glass windows and sliding doors create a seamless transition to your oversized entertainment area and screened lanai. This outdoor oasis features a heated saltwater pool, outdoor kitchen with Alfresco built-in grill, built in speakers, propane fireplace and TV—ideal for entertaining against the canal backdrop. With 190 feet of waterfront, one house away from the intracoastal, and no fixed bridges to the Gulf, this property is a boater's paradise. Featuring a 10,000 lb primary boat lift, a 5,000 lb double jet ski lift, a fish station, and a 70-foot Trex dock equipped with water and power. Whether you prefer boating, kayaking, paddleboarding, fishing, or simply lounging by the pool, this outdoor space is designed for all-day enjoyment. The chef's dream kitchen was fully remodeled in 2020 with both serious cooks and entertaining in mind, showcasing double islands, quartz countertops, and top-of-the-line Wolf/Subzero appliances, including an induction cooktop, convection microwave, convection steam oven, wine fridge, and an oversized built-in refrigerator. A walk-in wet pantry with an ice maker and espresso machine hookup completes this culinary haven. The luxurious main floor primary suite features a spa-like bathroom with a double showerhead walk-through shower, a jetted soaker tub, double sinks, and three spacious walk-in closets. Enjoy the seamless transition to the pool area through French doors, or retreat to the connected office adorned with smart electric blinds and built-in desk and cabinetry. Upstairs you’ll find two oversized bedrooms, each with its own full ensuite and a loft area with vaulted ceilings and a wet bar. The upstairs provides complete privacy for your family or guests. Every detail has been carefully crafted, from the tray ceilings and crown molding to engineered hardwood floors and LED lighting. Even the 4 car garage has built in storage, a work bench, high ceilings, epoxy floors and 2 EV charging ports! Recent upgrades include exterior painting, a new flat tile roof at the end of 2023 (these upgrades alone were over $118,000). With all major updates already done, there is nothing left to do but move in and enjoy this exquisite waterfront retreat. Schedule your private tour today. 3 Beds ⋅ 4 Baths ⋅ Sorrento Shores SubDv. ⋅ 34229 Zip Code Experience the ultimate boating lifestyle from this custom-built waterfront home on a peaceful cul-de-sac. Sitting high and dry at 12 feet, the home was fully renovated for it’s current owners in 2020. Built well after the 2002 Florida Building Code changes (which required structures to be engineered for improved hurricane resistance, including impact windows, elevated designs and a more stringent building code), gives you peace of mind and makes the home easier to insure than an older home. An elegant design featuring high ceilings and engineered hardwood floors leads to a stunning outdoor retreat. The home's extensive glass windows and sliding doors create a seamless transition to your oversized entertainment area and screened lanai. This outdoor oasis features a heated saltwater pool, outdoor kitchen with Alfresco built-in grill, built in speakers, propane fireplace and TV—ideal for entertaining against the canal backdrop. With 190 feet of waterfront, one house away from the intracoastal, and no fixed bridges to the Gulf, this property is a boater's paradise. Featuring a 10,000 lb primary boat lift, a 5,000 lb double jet ski lift, a fish station, and a 70-foot Trex dock equipped with water and power. Whether you prefer boating, kayaking, paddleboarding, fishing, or simply lounging by the pool, this outdoor space is designed for all-day enjoyment. The chef's dream kitchen was fully remodeled in 2020 with both serious cooks and entertaining in mind, showcasing double islands, quartz countertops, and top-of-the-line Wolf/Subzero appliances, including an induction cooktop, convection microwave, convection steam oven, wine fridge, and an oversized built-in refrigerator. A walk-in wet pantry with an ice maker and espresso machine hookup completes this culinary haven. The luxurious main floor primary suite features a spa-like bathroom with a double showerhead walk-through shower, a jetted soaker tub, double sinks, and three spacious walk-in closets. Enjoy the seamless transition to the pool area through French doors, or retreat to the connected office adorned with smart electric blinds and built-in desk and cabinetry. Upstairs you’ll find two oversized bedrooms, each with its own full ensuite and a loft area with vaulted ceilings and a wet bar. The upstairs provides complete privacy for your family or guests. Every detail has been carefully crafted, from the tray ceilings and crown molding to engineered hardwood floors and LED lighting. Even the 4 car garage has built in storage, a work bench, high ceilings, epoxy floors and 2 EV charging ports! Recent upgrades include exterior painting, a new flat tile roof at the end of 2023 (these upgrades alone were over $118,000). With all major updates already done, there is nothing left to do but move in and enjoy this exquisite waterfront retreat. Schedule your private tour today. 432 Sorrento Drive, 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
$2,300,000 Located in the prestigious gated community of The Oaks Golf & Country Club in Osprey (Sarasota area), this elegant single-story residence at 530 N Mac Ewen Drive offers resort-style living with championship golf just steps away. Spanning 4,346 square feet under air and 5,837 square feet under roof on an oversized lot, the home features 4 bedrooms, 5 full bathrooms, 1 half bathroom, and a 3-car garage with built-in cabinets and the bonus of a car lift allowing for 4 cars in total. Presented fully furnished and turnkey, this meticulously maintained home is move-in ready and showcases exceptional craftsmanship throughout. Italian granite flows through the interiors, complemented by designer lighting and a whole-house water softener/filtration system. The custom handcrafted kitchen is a chef’s dream, complete with a hidden pantry, soft-close drawers and doors, spice drawers, double oven, and premium Viking Pro appliances. A custom built-in wet bar with ice machine and pull-outs adds convenience for entertaining, while a panoramic electric fireplace anchors the living spaces. A built-in sound system throughout the home and custom closets in every bedroom (including a Therma Sol steam shower in the primary suite) enhance daily comfort. Additional practical luxuries include a bolted-in safe. Step outside to an expansive lanai and backyard oasis featuring a custom-designed pool and hot tub with fire feature, plus a fully equipped outdoor kitchen—perfect for al fresco dining and year-round enjoyment. Industrial-grade landscape lighting (valued at $40K) beautifully illuminates the mature, oversized lot. Residents of The Oaks enjoy 24/7 gated security and world-class amenities including two 18-hole championship golf courses, tennis courts, pickleball, a state-of-the-art fitness center, and vibrant social events. This turnkey luxury home in one of Sarasota County’s most sought-after private communities is an exceptional opportunity for discerning buyers seeking refined coastal Florida living. Roof is 2017 (Tile) and A/C is newer (2023) 4 Beds ⋅ 6 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code Located in the prestigious gated community of The Oaks Golf & Country Club in Osprey (Sarasota area), this elegant single-story residence at 530 N Mac Ewen Drive offers resort-style living with championship golf just steps away. Spanning 4,346 square feet under air and 5,837 square feet under roof on an oversized lot, the home features 4 bedrooms, 5 full bathrooms, 1 half bathroom, and a 3-car garage with built-in cabinets and the bonus of a car lift allowing for 4 cars in total. Presented fully furnished and turnkey, this meticulously maintained home is move-in ready and showcases exceptional craftsmanship throughout. Italian granite flows through the interiors, complemented by designer lighting and a whole-house water softener/filtration system. The custom handcrafted kitchen is a chef’s dream, complete with a hidden pantry, soft-close drawers and doors, spice drawers, double oven, and premium Viking Pro appliances. A custom built-in wet bar with ice machine and pull-outs adds convenience for entertaining, while a panoramic electric fireplace anchors the living spaces. A built-in sound system throughout the home and custom closets in every bedroom (including a Therma Sol steam shower in the primary suite) enhance daily comfort. Additional practical luxuries include a bolted-in safe. Step outside to an expansive lanai and backyard oasis featuring a custom-designed pool and hot tub with fire feature, plus a fully equipped outdoor kitchen—perfect for al fresco dining and year-round enjoyment. Industrial-grade landscape lighting (valued at $40K) beautifully illuminates the mature, oversized lot. Residents of The Oaks enjoy 24/7 gated security and world-class amenities including two 18-hole championship golf courses, tennis courts, pickleball, a state-of-the-art fitness center, and vibrant social events. This turnkey luxury home in one of Sarasota County’s most sought-after private communities is an exceptional opportunity for discerning buyers seeking refined coastal Florida living. Roof is 2017 (Tile) and A/C is newer (2023) 530 N Mac Ewen Drive, Osprey
$2,300,000 This beautiful custom designed home will captivate you from the moment you enter the front door. Located in the extremely sought after Oaks Country Club, this recently renovated home is sure to impress with picturesque views of the golf course. Privacy and entertaining are at the top of the list for this tastefully remodeled home, offering 4 bedrooms and 5 ½ baths. Marble and wood floors are in the main living areas. You are certain to have plenty of room for visiting family and friends, with a living room, fireplace, and family room all overlooking large pool area, lush landscaping, and golf course. The kitchen is waiting for your culinary skills, with stunning Quartz countertops, an island, a Thermador gas range, complete stainless appliances including double ovens with a warming drawer, extensive wood cabinetry, wine refrigeration and dining space for six. The dining room seats 12 comfortably, has handsome wood floors, and plenty of light. Two full size closet pantries offer plenty of storage space for kitchenware. The study/den has extensive built in shelving for your book collection. hurricane impact sliding doors lead you to the immense lanai, with a completely outfitted outdoor kitchen and fireplace, and multiple seating areas for dining al fresco. The generous pool and spa, all newly surfaced, are sure to complete your lifestyle. The first floor has an extremely spacious owner’s suite complete with a sitting area and three custom designed walk in closets. Also, an exercise or bonus room completes the owner’s wing. The generous bath has a walk in shower, jetted Jacuzzi, and separate vanity areas. An en suite guest bedroom is on the first floor as well. The elevator or stairs take you to the second level where you will find two en suite guest rooms complete with a cozy sitting area. This home is ready for its new owners with newer air conditioning systems, pool equipment, epoxy flooring in the 3 car garage and professional landscaping. The Oaks Country Club is a Platinum Club of America, and Emerald Club, offering two 18 hole golf courses, tennis, pickleball, croquet, fitness center, dining, and an extremely active social calendar. No need to look further, this is the one! Membership is required. Conveniently located to beautiful beaches, the Legacy 4 Beds ⋅ 6 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code This beautiful custom designed home will captivate you from the moment you enter the front door. Located in the extremely sought after Oaks Country Club, this recently renovated home is sure to impress with picturesque views of the golf course. Privacy and entertaining are at the top of the list for this tastefully remodeled home, offering 4 bedrooms and 5 ½ baths. Marble and wood floors are in the main living areas. You are certain to have plenty of room for visiting family and friends, with a living room, fireplace, and family room all overlooking large pool area, lush landscaping, and golf course. The kitchen is waiting for your culinary skills, with stunning Quartz countertops, an island, a Thermador gas range, complete stainless appliances including double ovens with a warming drawer, extensive wood cabinetry, wine refrigeration and dining space for six. The dining room seats 12 comfortably, has handsome wood floors, and plenty of light. Two full size closet pantries offer plenty of storage space for kitchenware. The study/den has extensive built in shelving for your book collection. hurricane impact sliding doors lead you to the immense lanai, with a completely outfitted outdoor kitchen and fireplace, and multiple seating areas for dining al fresco. The generous pool and spa, all newly surfaced, are sure to complete your lifestyle. The first floor has an extremely spacious owner’s suite complete with a sitting area and three custom designed walk in closets. Also, an exercise or bonus room completes the owner’s wing. The generous bath has a walk in shower, jetted Jacuzzi, and separate vanity areas. An en suite guest bedroom is on the first floor as well. The elevator or stairs take you to the second level where you will find two en suite guest rooms complete with a cozy sitting area. This home is ready for its new owners with newer air conditioning systems, pool equipment, epoxy flooring in the 3 car garage and professional landscaping. The Oaks Country Club is a Platinum Club of America, and Emerald Club, offering two 18 hole golf courses, tennis, pickleball, croquet, fitness center, dining, and an extremely active social calendar. No need to look further, this is the one! Membership is required. Conveniently located to beautiful beaches, the Legacy 896 Macewen Drive, Osprey
$2,300,000 **BRILLIANTLY DESIGNED AND RENOVATED, CUSTOM GOLF COURSE ESTATE with SPECTACULAR WATER and GOLF COURSE VIEWS** is situated on the 8TH Green complex of the Interior HERON GOLF COURSE and is located on a tranquil, 0.59 Acre cul-de-sac lot behind the Secure Gates of The Oaks Country Club neighborhood. Featuring 4 Bedrooms PLUS Large Study/Den, 3 Full and 1 Half Baths, this Open Floorplan with Soaring Ceilings, Custom Built-Ins, Crown Moldings, Engineered Hardwood flooring and discerning architectural details throughout is ideal for entertaining both inside and out! The Impressive NEW Kitchen features Quartz Counters, Premium Stainless Steel appliances including Wolf and Subzero brands, and Large Island with seating area. The Expansive Primary Bedroom Suite entails a Bonus sitting area, multiple walk-in closets with custom built-ins and spacious bath with dual vanities, custom-tiled shower and large soaking tub. Oversized Guest Bedrooms in a private guest corridor are ideal for hosting your family and friends. Incredible Outdoor Entertaining area features a large, covered seating area and Heated Pool in an Expansive, Screened Lanai with an Ideal Southwestern Exposure. NEWer ROOF (2019), Hurricane Impact Windows & Doors (2020-2021), NEW Laundry Room and Much More! THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **PLEASE ENJOY VIEWING THE 3D VIRTUAL TOUR and AERIAL VIDEO** 4 Beds ⋅ 4 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code **BRILLIANTLY DESIGNED AND RENOVATED, CUSTOM GOLF COURSE ESTATE with SPECTACULAR WATER and GOLF COURSE VIEWS** is situated on the 8TH Green complex of the Interior HERON GOLF COURSE and is located on a tranquil, 0.59 Acre cul-de-sac lot behind the Secure Gates of The Oaks Country Club neighborhood. Featuring 4 Bedrooms PLUS Large Study/Den, 3 Full and 1 Half Baths, this Open Floorplan with Soaring Ceilings, Custom Built-Ins, Crown Moldings, Engineered Hardwood flooring and discerning architectural details throughout is ideal for entertaining both inside and out! The Impressive NEW Kitchen features Quartz Counters, Premium Stainless Steel appliances including Wolf and Subzero brands, and Large Island with seating area. The Expansive Primary Bedroom Suite entails a Bonus sitting area, multiple walk-in closets with custom built-ins and spacious bath with dual vanities, custom-tiled shower and large soaking tub. Oversized Guest Bedrooms in a private guest corridor are ideal for hosting your family and friends. Incredible Outdoor Entertaining area features a large, covered seating area and Heated Pool in an Expansive, Screened Lanai with an Ideal Southwestern Exposure. NEWer ROOF (2019), Hurricane Impact Windows & Doors (2020-2021), NEW Laundry Room and Much More! THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **PLEASE ENJOY VIEWING THE 3D VIRTUAL TOUR and AERIAL VIDEO** 264 Saratoga Court, Osprey
$2,189,000 This exquisite 5 bedroom, 5.5 bath residence in The Oaks Clubside has undergone extensive structural, mechanical, and aesthetic upgrades over the past three years, significantly enhancing storm resilience, energy efficiency, outdoor living, and overall day-to-day living. Spacious and well planned, it offers room for loved ones, visiting guests, and live-in help or in-laws. The master suite is incredible, with his and hers bathrooms. Each side has its own vanity and toilet and provides access to the shared glass shower. Additionally, there is an office with pool view, making this area a true owner’s sanctuary. The upstairs areas are split. On one side, there are 3 bedrooms, one en suite. The other two bedrooms share a bathroom. Here you will find a deck with one of the four retractable awnings installed in 2024. On the other side, over the 3 car garage, and completely separate, you will find studio apartment. The huge, rescreened pool area has been updated with a built-in grill, new pool equipment and three retractable awnings and the pool was resurfaced and retiled. This home is a rare find, offering unparalleled upgrades and enhancements that make it a perfect blend of luxury and functionality. There are too many to describe here, but a complete list of upgrades is available. Don't miss the opportunity to own this exceptional home! 5 Beds ⋅ 6 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code This exquisite 5 bedroom, 5.5 bath residence in The Oaks Clubside has undergone extensive structural, mechanical, and aesthetic upgrades over the past three years, significantly enhancing storm resilience, energy efficiency, outdoor living, and overall day-to-day living. Spacious and well planned, it offers room for loved ones, visiting guests, and live-in help or in-laws. The master suite is incredible, with his and hers bathrooms. Each side has its own vanity and toilet and provides access to the shared glass shower. Additionally, there is an office with pool view, making this area a true owner’s sanctuary. The upstairs areas are split. On one side, there are 3 bedrooms, one en suite. The other two bedrooms share a bathroom. Here you will find a deck with one of the four retractable awnings installed in 2024. On the other side, over the 3 car garage, and completely separate, you will find studio apartment. The huge, rescreened pool area has been updated with a built-in grill, new pool equipment and three retractable awnings and the pool was resurfaced and retiled. This home is a rare find, offering unparalleled upgrades and enhancements that make it a perfect blend of luxury and functionality. There are too many to describe here, but a complete list of upgrades is available. Don't miss the opportunity to own this exceptional home! 370 Sugar Mill Drive, Osprey
$2,100,000 Positioned on South Creek just off the Intracoastal Waterway with beautiful views and over 130 FEET of WATERFRONT, this 5-bedroom, 5.5-bath coastal estate offers over 4,261 square feet of refined waterfront living anchored by a truly spectacular backyard oasis. The heated saltwater PebbleTec pool, featuring an impressive 10-FOOT DEPTH, is paired with a separate spa and framed by elegant travertine pavers, with a covered dining area providing a perfect setting for shaded entertaining. An expansive waterfront deck extends beyond the screened lanai for lounging and alfresco dinners overlooking the water. Steps lead to a private dock with a 7,000-pound boat lift and a DEDICATED KAYAK LAUNCH, creating seamless access to the Intracoastal lifestyle. Inside, five generously sized bedrooms each feature ensuite baths and large walk-in closets, with two bedrooms conveniently located on the first floor along with a dedicated office, den, or bonus room. The renovated kitchen is designed for both beauty and function with a Thermador cooktop, Jenn- Airconvection and built-in ovens, a large island, and a passthrough window for effortless outdoor entertaining. The dining area overlooks the pool and includes hurricane-impact sliding doors, a coffee or dry bar with mini-fridge, and additional custom cabinetry for storage. The living room is highlighted by soaring ceilings, transom windows, additional hurricane impact sliding glass doors, and charming shiplap ceiling details, creating a light-filled coastal ambiance. Upstairs, three additional bedrooms and a loft gathering area overlook the living space below, with the true primary suite on the second level along with two waterfront-view bedrooms, all featuring ensuite baths and generous closets, plus a second-floor laundry hookup for added convenience. A spacious three-car garage and elegant U-shaped driveway complete the home. This home has been replumbed and features new lift motors (2025). Located within a gated community offering a basketball court, day dock, playground, and low HOA fees, this property is just 5 miles to Nokomis Beach on Casey Key, 15 miles to downtown Sarasota, 6 miles to the Island of Venice, and 6 miles to Sarasota Memorial Hospital, with Oscar Scherer State Park right nearby for nature lovers and outdoor enthusiasts. 5 Beds ⋅ 6 Baths ⋅ South Creek SubDv. ⋅ 34229 Zip Code Positioned on South Creek just off the Intracoastal Waterway with beautiful views and over 130 FEET of WATERFRONT, this 5-bedroom, 5.5-bath coastal estate offers over 4,261 square feet of refined waterfront living anchored by a truly spectacular backyard oasis. The heated saltwater PebbleTec pool, featuring an impressive 10-FOOT DEPTH, is paired with a separate spa and framed by elegant travertine pavers, with a covered dining area providing a perfect setting for shaded entertaining. An expansive waterfront deck extends beyond the screened lanai for lounging and alfresco dinners overlooking the water. Steps lead to a private dock with a 7,000-pound boat lift and a DEDICATED KAYAK LAUNCH, creating seamless access to the Intracoastal lifestyle. Inside, five generously sized bedrooms each feature ensuite baths and large walk-in closets, with two bedrooms conveniently located on the first floor along with a dedicated office, den, or bonus room. The renovated kitchen is designed for both beauty and function with a Thermador cooktop, Jenn- Airconvection and built-in ovens, a large island, and a passthrough window for effortless outdoor entertaining. The dining area overlooks the pool and includes hurricane-impact sliding doors, a coffee or dry bar with mini-fridge, and additional custom cabinetry for storage. The living room is highlighted by soaring ceilings, transom windows, additional hurricane impact sliding glass doors, and charming shiplap ceiling details, creating a light-filled coastal ambiance. Upstairs, three additional bedrooms and a loft gathering area overlook the living space below, with the true primary suite on the second level along with two waterfront-view bedrooms, all featuring ensuite baths and generous closets, plus a second-floor laundry hookup for added convenience. A spacious three-car garage and elegant U-shaped driveway complete the home. This home has been replumbed and features new lift motors (2025). Located within a gated community offering a basketball court, day dock, playground, and low HOA fees, this property is just 5 miles to Nokomis Beach on Casey Key, 15 miles to downtown Sarasota, 6 miles to the Island of Venice, and 6 miles to Sarasota Memorial Hospital, with Oscar Scherer State Park right nearby for nature lovers and outdoor enthusiasts. 479 South Creek Drive, Osprey
$2,100,000 **INCREDIBLE TRANSFORMATION OF THIS MOVE-IN READY, GOLF COURSE ESTATE** From the Reimagined Entryway and through the Stunning Iron double front door, you will be captivated by the attention to detail throughout this elegantly appointed residence located on an Over Half Acre, Private lot on the Interior, Heron Golf Course in the highly-sought after, OAKS COUNTRY CLUB community. The recently completed, extensive renovation throughout its expanded footprint with 4-BEDROOMS, NEW Office/Den Addition and 4 FULL BATHS, entails NEW tile and engineered hardwood flooring, crown moldings, custom built-ins, Hurricane Impact Windows and Doors, designer window treatments, etc. The sophisticated Kitchen features a large island seating area, beautiful hardwood cabinets, quartz countertops, premium stainless steel appliances including WOLF, KitchenAid, Etc. The extensive Owners’ Suite showcases herringbone pattern engineered hardwood floors, multiple walk-in closets with custom built-ins and an impressive primary bath adorned by a gorgeous chandelier and featuring separate vanities, oversized custom-tiled shower, soaking tub, separate water closet, plantation shutters, etc. With its private setting and ideal Southwestern Exposure, the Expansive screened lanai offers multiple covered areas with NEW outdoor kitchen and separate Bar seating area with adjacent Full pool bath, a wonderful Pebbletec, Heated, Saltwater Pool & Spa, and attractive pavered deck. 3-CAR GARAGE offers ample storage. The Oaks is a distinguished, 24hr guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **Please Enjoy Viewing the 3D VIRTUAL TOUR and AERIAL VIDEO** 4 Beds ⋅ 4 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code **INCREDIBLE TRANSFORMATION OF THIS MOVE-IN READY, GOLF COURSE ESTATE** From the Reimagined Entryway and through the Stunning Iron double front door, you will be captivated by the attention to detail throughout this elegantly appointed residence located on an Over Half Acre, Private lot on the Interior, Heron Golf Course in the highly-sought after, OAKS COUNTRY CLUB community. The recently completed, extensive renovation throughout its expanded footprint with 4-BEDROOMS, NEW Office/Den Addition and 4 FULL BATHS, entails NEW tile and engineered hardwood flooring, crown moldings, custom built-ins, Hurricane Impact Windows and Doors, designer window treatments, etc. The sophisticated Kitchen features a large island seating area, beautiful hardwood cabinets, quartz countertops, premium stainless steel appliances including WOLF, KitchenAid, Etc. The extensive Owners’ Suite showcases herringbone pattern engineered hardwood floors, multiple walk-in closets with custom built-ins and an impressive primary bath adorned by a gorgeous chandelier and featuring separate vanities, oversized custom-tiled shower, soaking tub, separate water closet, plantation shutters, etc. With its private setting and ideal Southwestern Exposure, the Expansive screened lanai offers multiple covered areas with NEW outdoor kitchen and separate Bar seating area with adjacent Full pool bath, a wonderful Pebbletec, Heated, Saltwater Pool & Spa, and attractive pavered deck. 3-CAR GARAGE offers ample storage. The Oaks is a distinguished, 24hr guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **Please Enjoy Viewing the 3D VIRTUAL TOUR and AERIAL VIDEO** 889 Macewen Drive, Osprey
$2,035,000 Virtually Staged. **BRILLIANTLY UPDATED, MOVE-IN READY, GOLF COURSE ESTATE in the Highly Sought-After OAKS COUNTRY CLUB Community** offers an Ideal Southern-Exposure and View across the 3rd Fairway of the Interior, HERON GOLF COURSE. Situated on an Oversized 0.71 Acre Lot with Circular Driveway and manicured landscape, this Extensively Renovated Home offers 3 BEDROOMS + STUDY/DEN, 3 FULL BATHS, High Ceilings, Crown Moldings, Gas Fireplace, Engineered Hardwood Flooring, Spacious Kitchen with New QUARTZ Counters and Stainless Steel appliances including premium brands such as SUBZERO and KITCHENAID, 3-Car Garage, Etc. An Expansive Primary Bedroom Suite features multiple walk-in closets, dual vanities, soaking tub and custom-tiled shower. The Expansive screened lanai features a Heated Pool & Spa, Outdoor Kitchen and ample entertaining space in a private and serene setting. NEW FEATURES include ROOF, Hurricane Impact Windows & Doors, Flooring, Countertops, Appliances, Pool Cage, Newly Resurfaced Pool & Spa, newly Pavered driveway and pool deck, etc. The Oaks is a distinguished, 24hr guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. 3 Beds ⋅ 3 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code Virtually Staged. **BRILLIANTLY UPDATED, MOVE-IN READY, GOLF COURSE ESTATE in the Highly Sought-After OAKS COUNTRY CLUB Community** offers an Ideal Southern-Exposure and View across the 3rd Fairway of the Interior, HERON GOLF COURSE. Situated on an Oversized 0.71 Acre Lot with Circular Driveway and manicured landscape, this Extensively Renovated Home offers 3 BEDROOMS + STUDY/DEN, 3 FULL BATHS, High Ceilings, Crown Moldings, Gas Fireplace, Engineered Hardwood Flooring, Spacious Kitchen with New QUARTZ Counters and Stainless Steel appliances including premium brands such as SUBZERO and KITCHENAID, 3-Car Garage, Etc. An Expansive Primary Bedroom Suite features multiple walk-in closets, dual vanities, soaking tub and custom-tiled shower. The Expansive screened lanai features a Heated Pool & Spa, Outdoor Kitchen and ample entertaining space in a private and serene setting. NEW FEATURES include ROOF, Hurricane Impact Windows & Doors, Flooring, Countertops, Appliances, Pool Cage, Newly Resurfaced Pool & Spa, newly Pavered driveway and pool deck, etc. The Oaks is a distinguished, 24hr guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. 600 Eagle Watch Lane, Osprey
$2,025,000 **EXPERIENCE TIMELESS ELEGANCE AND EXCEPTIONAL CRAFTSMANSHIP** in this impeccably maintained Arthur Rutenberg custom residence, perfectly positioned on a private 0.61-acre homesite overlooking the Heron Golf Course with tranquil water views in the prestigious, 24-hour gated Oaks Club community. Nestled beneath a gorgeous oak canopy and enhanced by professional exterior landscape lighting, this remarkable 4,012-square-foot home offers the utmost in Florida living. Designed to maximize natural light, soaring 12-foot ceilings, expansive windows, and seamless indoor-outdoor living, the home was affectionately known by its previous owners as "The House of Light." From the dramatic circular driveway and lighted entrance columns to the elegant coffered ceilings, crown molding, and inviting gas fireplace, every detail reflects the quality and sophistication synonymous with Arthur Rutenberg. The thoughtfully designed floor plan features 4 Bedrooms plus Private Study/Den, 3 Full and 1 Falf Baths, centered around a spacious gourmet kitchen with new granite countertops, premium Sub-Zero and Wolf stainless steel appliances, and an open flow into the comfortable family room—ideal for both everyday living and entertaining. The luxurious primary suite offers a spa-inspired bath with dual vanities, a custom tiled walk-in shower, and a relaxing soaking tub. An oversized three-car garage provides abundant storage, a workbench, and an additional refrigerator. The expansive screened lanai is the true centerpiece of the home, offering the ultimate Florida lifestyle with generous covered entertaining space, multiple dining areas, and a stunning pool highlighted by a dramatic four-foot tiled waterfall feature. A fully equipped outdoor kitchen includes granite countertops, an Alfresco grill, refrigerator, and bar seating, creating the perfect setting for year-round entertaining. Meticulously updated throughout the years, significant improvements include hurricane-impact windows and doors (2020), roof (2019), pool cage/aluminum structure (2018), and numerous additional enhancements that preserve the home's exceptional quality and value. The Oaks Club is a member-owned private golf community with more than 40 years of excellence and is the only private residential golf club in the Sarasota, Bradenton, and Fort Myers region recognized by both Platinum Clubs of America and Distinguished Emerald Clubs of the World. Residents enjoy a magnificent 30,000-square-foot clubhouse, three exceptional dining venues, two championship 18-hole golf courses, outstanding golf instruction, a premier racquet program with 12 Har-Tru HydroGrid tennis courts and pickleball courts, croquet, bocce, basketball, a Junior Olympic swimming pool, and a newly expanded state-of-the-art wellness, fitness, and spa facility. Recognized as "The Healthiest Club" and an Audubon Society-certified community, The Oaks also welcomes families and offers an unmatched lifestyle. Ideally located in one of Sarasota County's most sought-after communities, this exceptional home is just minutes from world-renowned beaches, top-rated schools, fine dining, shopping, and Sarasota's vibrant arts and cultural attractions, making it a rare opportunity to enjoy luxury living in a truly prime location. **Enjoy Viewing the 3D Virtual Tour and Aerial Video* 4 Beds ⋅ 4 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code **EXPERIENCE TIMELESS ELEGANCE AND EXCEPTIONAL CRAFTSMANSHIP** in this impeccably maintained Arthur Rutenberg custom residence, perfectly positioned on a private 0.61-acre homesite overlooking the Heron Golf Course with tranquil water views in the prestigious, 24-hour gated Oaks Club community. Nestled beneath a gorgeous oak canopy and enhanced by professional exterior landscape lighting, this remarkable 4,012-square-foot home offers the utmost in Florida living. Designed to maximize natural light, soaring 12-foot ceilings, expansive windows, and seamless indoor-outdoor living, the home was affectionately known by its previous owners as "The House of Light." From the dramatic circular driveway and lighted entrance columns to the elegant coffered ceilings, crown molding, and inviting gas fireplace, every detail reflects the quality and sophistication synonymous with Arthur Rutenberg. The thoughtfully designed floor plan features 4 Bedrooms plus Private Study/Den, 3 Full and 1 Falf Baths, centered around a spacious gourmet kitchen with new granite countertops, premium Sub-Zero and Wolf stainless steel appliances, and an open flow into the comfortable family room—ideal for both everyday living and entertaining. The luxurious primary suite offers a spa-inspired bath with dual vanities, a custom tiled walk-in shower, and a relaxing soaking tub. An oversized three-car garage provides abundant storage, a workbench, and an additional refrigerator. The expansive screened lanai is the true centerpiece of the home, offering the ultimate Florida lifestyle with generous covered entertaining space, multiple dining areas, and a stunning pool highlighted by a dramatic four-foot tiled waterfall feature. A fully equipped outdoor kitchen includes granite countertops, an Alfresco grill, refrigerator, and bar seating, creating the perfect setting for year-round entertaining. Meticulously updated throughout the years, significant improvements include hurricane-impact windows and doors (2020), roof (2019), pool cage/aluminum structure (2018), and numerous additional enhancements that preserve the home's exceptional quality and value. The Oaks Club is a member-owned private golf community with more than 40 years of excellence and is the only private residential golf club in the Sarasota, Bradenton, and Fort Myers region recognized by both Platinum Clubs of America and Distinguished Emerald Clubs of the World. Residents enjoy a magnificent 30,000-square-foot clubhouse, three exceptional dining venues, two championship 18-hole golf courses, outstanding golf instruction, a premier racquet program with 12 Har-Tru HydroGrid tennis courts and pickleball courts, croquet, bocce, basketball, a Junior Olympic swimming pool, and a newly expanded state-of-the-art wellness, fitness, and spa facility. Recognized as "The Healthiest Club" and an Audubon Society-certified community, The Oaks also welcomes families and offers an unmatched lifestyle. Ideally located in one of Sarasota County's most sought-after communities, this exceptional home is just minutes from world-renowned beaches, top-rated schools, fine dining, shopping, and Sarasota's vibrant arts and cultural attractions, making it a rare opportunity to enjoy luxury living in a truly prime location. **Enjoy Viewing the 3D Virtual Tour and Aerial Video* 433 E Macewen Drive, Osprey
$2,000,000 ELEGANT HOME WITH ALL THE BELLS AND WHISTLES. SITTING ON A DOUBLE LOT! ON HERON GOLF COURSE, BEAUTIFUL OUTDOOR KITCHEN, HIGH CEILINGS AND CROWN MOLDING! 3 Beds ⋅ 4 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code ELEGANT HOME WITH ALL THE BELLS AND WHISTLES. SITTING ON A DOUBLE LOT! ON HERON GOLF COURSE, BEAUTIFUL OUTDOOR KITCHEN, HIGH CEILINGS AND CROWN MOLDING! 895 Macewen 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
$1,865,160 **IMPRESSIVE GOLF COURSE ESTATE IN THE HIGHLY SOUGHT-AFTER OAKS COUNTRY CLUB** Situated on an oversized 0.59-acre lot, this exceptional, meticulously-maintained residence features many upgrades and offers breathtaking garden and golf course views in a private, serene setting. Impressive curb appeal and beautifully manicured landscaping welcome you into a beautifully appointed home featuring 4 BEDROOMS plus a STUDY/DEN, 3 FULL and 1 HALF BATHS. Inside, you’ll find high ceilings, elegant crown molding, a cozy fireplace, plantation shutters, custom built-ins, and rich hardwood flooring throughout. The spacious kitchen is designed for both functionality and style, showcasing granite countertops and black stainless KitchenAid appliances. The expansive primary suite is a true retreat, complete with multiple walk-in closets, dual vanities, a soaking tub, and a custom-tiled shower. Enjoy Florida living at its finest on the screened lanai, featuring a heated pool and spa, travertine marble pool deck, and a large covered entertaining area—all overlooking tranquil golf course and garden views for ultimate privacy. Additional highlights include a 3-car garage and thoughtfully designed indoor-outdoor living spaces perfect for entertaining or relaxing. THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **Please Enjoy Viewing the 3D VIRTUAL TOUR** 4 Beds ⋅ 4 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code **IMPRESSIVE GOLF COURSE ESTATE IN THE HIGHLY SOUGHT-AFTER OAKS COUNTRY CLUB** Situated on an oversized 0.59-acre lot, this exceptional, meticulously-maintained residence features many upgrades and offers breathtaking garden and golf course views in a private, serene setting. Impressive curb appeal and beautifully manicured landscaping welcome you into a beautifully appointed home featuring 4 BEDROOMS plus a STUDY/DEN, 3 FULL and 1 HALF BATHS. Inside, you’ll find high ceilings, elegant crown molding, a cozy fireplace, plantation shutters, custom built-ins, and rich hardwood flooring throughout. The spacious kitchen is designed for both functionality and style, showcasing granite countertops and black stainless KitchenAid appliances. The expansive primary suite is a true retreat, complete with multiple walk-in closets, dual vanities, a soaking tub, and a custom-tiled shower. Enjoy Florida living at its finest on the screened lanai, featuring a heated pool and spa, travertine marble pool deck, and a large covered entertaining area—all overlooking tranquil golf course and garden views for ultimate privacy. Additional highlights include a 3-car garage and thoughtfully designed indoor-outdoor living spaces perfect for entertaining or relaxing. THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **Please Enjoy Viewing the 3D VIRTUAL TOUR** 448 E Macewen Drive, Osprey
$1,850,000 Set an appointment to experience this thoughtfully designed Arthur Rutenberg home, where craftsmanship and details are truly on display. Upon entering through the double door entrance, the quality and attention to detail are immediately evident. Situated on a 1/2 acre + "premium" golf course lot strategically positioned on the Heron Course (hole 5). This residence blends timeless design with modern comfort across 4,192 square feet of living space. The kitchen features an impressive island range, high-end finishes, and quality appliances, perfect for everyday living or entertaining. Enjoy the expansive outdoor living area complete with an outdoor kitchen, pool & paver deck with ample undercover space, and impact-rated hurricane windows providing peace of mind and energy efficiency. With 4 generous sized bedrooms, 3.5 baths, and a large study. In this home, every space feels intentional, inviting, and connected to its surroundings with easy access to local conveniences. The Oaks is an amenity rich community. It has something for everyone - golf, tennis, pickleball, pool, fitness facility, dining, bar service, and many social opportunities. 4 Beds ⋅ 4 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code Set an appointment to experience this thoughtfully designed Arthur Rutenberg home, where craftsmanship and details are truly on display. Upon entering through the double door entrance, the quality and attention to detail are immediately evident. Situated on a 1/2 acre + "premium" golf course lot strategically positioned on the Heron Course (hole 5). This residence blends timeless design with modern comfort across 4,192 square feet of living space. The kitchen features an impressive island range, high-end finishes, and quality appliances, perfect for everyday living or entertaining. Enjoy the expansive outdoor living area complete with an outdoor kitchen, pool & paver deck with ample undercover space, and impact-rated hurricane windows providing peace of mind and energy efficiency. With 4 generous sized bedrooms, 3.5 baths, and a large study. In this home, every space feels intentional, inviting, and connected to its surroundings with easy access to local conveniences. The Oaks is an amenity rich community. It has something for everyone - golf, tennis, pickleball, pool, fitness facility, dining, bar service, and many social opportunities. 453 E Macewen Drive, Osprey
$1,850,000 Now offered under $2M on the coveted Casey Key barrier island, this elevated waterfront retreat captures sweeping open-bay views the moment you walk through the door. Positioned along the Intracoastal Waterway, the home offers a front-row seat to boating activity, kayaking, coastal birds, and even dolphins gliding across the water - while remaining just far enough away to enjoy peaceful privacy. The open floor plan fills with natural light and keeps the water in view from the main living areas and primary suite, while upstairs bedroom provides an even higher vantage point across the bay. Step outside to an expansive composite deck designed for entertaining, with multiple seating areas and panoramic water views that make every gathering feel like a vacation. The resort-style Aqua-Tech infinity edge heated pool with therapy jet ledge invites relaxation while watching boats cruise by. The chef's kitchen features sleek cabinetry, premium stainless steel appliances, a dramatic stone island, glass tile backsplash, and a stylish dry bar with leaded glass barn door. Set on a generous .49-acre lot with lush tropical landscaping, fresh exterior lighting, brand-new shell driveway, and beautifully re-stained cedar siding (2025), the home blends island charm with modern updates. All three bedrooms offer private ensuite baths, while the loft provides flexible space for an office, den, or creative retreat overlooking the main living area. Dock replacement is underway with the seller escrowing her required contribution at closing, providing peace of mind and future enjoyment of a newly replaced dock. A shared deeded boat slip offers quick access to the Intracoastal for sunset cruises, fishing trips, or waterfront dining. Enjoy island living just minutes from the Deep Lagoon Restaurant, Mariner Jack Marina, boat rentals, fishing spots, and Sarasota's vibrant dining, arts, and culture. This is Casey Key-where open water views, wildlife, and coastal lifestyle come together in one unforgettable setting. 3 Beds ⋅ 4 Baths ⋅ Casey Key SubDv. ⋅ 34229 Zip Code Now offered under $2M on the coveted Casey Key barrier island, this elevated waterfront retreat captures sweeping open-bay views the moment you walk through the door. Positioned along the Intracoastal Waterway, the home offers a front-row seat to boating activity, kayaking, coastal birds, and even dolphins gliding across the water - while remaining just far enough away to enjoy peaceful privacy. The open floor plan fills with natural light and keeps the water in view from the main living areas and primary suite, while upstairs bedroom provides an even higher vantage point across the bay. Step outside to an expansive composite deck designed for entertaining, with multiple seating areas and panoramic water views that make every gathering feel like a vacation. The resort-style Aqua-Tech infinity edge heated pool with therapy jet ledge invites relaxation while watching boats cruise by. The chef's kitchen features sleek cabinetry, premium stainless steel appliances, a dramatic stone island, glass tile backsplash, and a stylish dry bar with leaded glass barn door. Set on a generous .49-acre lot with lush tropical landscaping, fresh exterior lighting, brand-new shell driveway, and beautifully re-stained cedar siding (2025), the home blends island charm with modern updates. All three bedrooms offer private ensuite baths, while the loft provides flexible space for an office, den, or creative retreat overlooking the main living area. Dock replacement is underway with the seller escrowing her required contribution at closing, providing peace of mind and future enjoyment of a newly replaced dock. A shared deeded boat slip offers quick access to the Intracoastal for sunset cruises, fishing trips, or waterfront dining. Enjoy island living just minutes from the Deep Lagoon Restaurant, Mariner Jack Marina, boat rentals, fishing spots, and Sarasota's vibrant dining, arts, and culture. This is Casey Key-where open water views, wildlife, and coastal lifestyle come together in one unforgettable setting. 140 N Casey Key Road, Osprey
$1,850,000 This is your rare chance to claim a spectacular estate in Sarasota’s premier golf and country club community THE OAKS. This elegant home seamlessly blends timeless architecture with resort-style living. Beyond the private gates, step into over 4,000 square feet of refined interiors featuring dramatic ceilings, architectural columns, and panoramic views. The expansive layout includes 4 bedrooms, 5 bathrooms, formal and casual living spaces, and an executive Office/Den/Bourbon Tasting Room. The gourmet kitchen is perfectly equipped for culinary entertainment, with custom cabinetry, premium appliances, and a spacious island that flows into the family room. A luxurious owner’s suite provides a private sanctuary with jetted bath, 3 walk-in closets, and direct access to the pool terrace. Outdoors, your personal retreat awaits: a heated pool and spa, covered dining and lounge areas, separate firepit area, and tropical landscaping. Membership to The Oaks Country Club is mandatory. You can decide on a Social Membership or a Full Golf Equity Membership. Details attached. Club amenities include: 36 holes of golf, tennis, pickleball, croquet, 3 dining options, fitness, community pool/spa. Situated minutes from world-class beaches, fine dining, and downtown Sarasota’s cultural attractions. Make this your new home in Paradise! Crypto currency offers considered. Call for more information. 4 Beds ⋅ 5 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code This is your rare chance to claim a spectacular estate in Sarasota’s premier golf and country club community THE OAKS. This elegant home seamlessly blends timeless architecture with resort-style living. Beyond the private gates, step into over 4,000 square feet of refined interiors featuring dramatic ceilings, architectural columns, and panoramic views. The expansive layout includes 4 bedrooms, 5 bathrooms, formal and casual living spaces, and an executive Office/Den/Bourbon Tasting Room. The gourmet kitchen is perfectly equipped for culinary entertainment, with custom cabinetry, premium appliances, and a spacious island that flows into the family room. A luxurious owner’s suite provides a private sanctuary with jetted bath, 3 walk-in closets, and direct access to the pool terrace. Outdoors, your personal retreat awaits: a heated pool and spa, covered dining and lounge areas, separate firepit area, and tropical landscaping. Membership to The Oaks Country Club is mandatory. You can decide on a Social Membership or a Full Golf Equity Membership. Details attached. Club amenities include: 36 holes of golf, tennis, pickleball, croquet, 3 dining options, fitness, community pool/spa. Situated minutes from world-class beaches, fine dining, and downtown Sarasota’s cultural attractions. Make this your new home in Paradise! Crypto currency offers considered. Call for more information. 67 Sugar Mill Drive, Osprey
$1,750,000 **STUNNING GOLF COURSE ESTATE with WATER and GOLF COURSE VIEW in the Highly Sought-After OAKS COUNTRY CLUB Community** with Ideal Southern-Exposure and View across the 15TH Green of the interior, HERON GOLF COURSE. With its delightful curb appeal and gorgeously manicured landscape, this residence offers 4 EN SUITE BEDROOMS + Study/Den, 4 FULL and 1 HALF BATHS, High Ceilings, Crown Moldings, Plantation Shutters, Gas Fireplace, Spacious Kitchen with New QUARTZ Counters and Stainless Steel appliances including premium brands such as SUBZERO and FISHER PAYKEL, 3-Car Garage, and much more! An Expansive Primary Bedroom Suite features multiple walk-in closets, dual vanities, soaking tub and custom-tiled shower. Ultimate enjoyment of the outdoors is made possible with an expansive screened lanai featuring a Heated Pool & Spa, Outdoor Kitchen and ample entertaining space in a private and serene setting. Recent UPDATES include NEW ROOF (JULY, 2023), QUARTZ COUNTERS, INTERIOR PAINT, LANDSCAPING AND OUTDOOR LIGHTING, NEW HOT WATER TANK, etc. The Oaks is a distinguished, 24hr guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. 4 Beds ⋅ 5 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code **STUNNING GOLF COURSE ESTATE with WATER and GOLF COURSE VIEW in the Highly Sought-After OAKS COUNTRY CLUB Community** with Ideal Southern-Exposure and View across the 15TH Green of the interior, HERON GOLF COURSE. With its delightful curb appeal and gorgeously manicured landscape, this residence offers 4 EN SUITE BEDROOMS + Study/Den, 4 FULL and 1 HALF BATHS, High Ceilings, Crown Moldings, Plantation Shutters, Gas Fireplace, Spacious Kitchen with New QUARTZ Counters and Stainless Steel appliances including premium brands such as SUBZERO and FISHER PAYKEL, 3-Car Garage, and much more! An Expansive Primary Bedroom Suite features multiple walk-in closets, dual vanities, soaking tub and custom-tiled shower. Ultimate enjoyment of the outdoors is made possible with an expansive screened lanai featuring a Heated Pool & Spa, Outdoor Kitchen and ample entertaining space in a private and serene setting. Recent UPDATES include NEW ROOF (JULY, 2023), QUARTZ COUNTERS, INTERIOR PAINT, LANDSCAPING AND OUTDOOR LIGHTING, NEW HOT WATER TANK, etc. The Oaks is a distinguished, 24hr guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. 627 N Macewen Drive, Osprey
$1,700,000 Accepting Backup Offers. Perfectly positioned on the 9th hole tee box within the Oaks community, this meticulously appointed estate offers a rare opportunity for a premier Sarasota golf course lifestyle. Designed for the discerning enthusiast, the property features panoramic fairway views and western exposure for breathtaking sunsets. The interior is defined by soaring vaulted ceilings, refined crown molding, & finishes throughout. The heart of the home is a curated chef’s kitchen featuring a bespoke butcher block island, professional-grade Viking double ovens, and sleek quartz countertops. High-end functionality includes dual KitchenAid dishwashers and custom cabinetry. The primary living spaces flow seamlessly to a wet bar and wood-burning fireplace, ideal for post-round entertaining. An extraordinary floating staircase of hand-built Hungarian wood leads to a versatile upper level with a private balcony overlooking the course. The primary suite serves as a sanctuary, entered through exquisite hand-carved doors imported from Turkey. This retreat features French doors leading to a private courtyard, custom walk-in closets, and a whirlpool jacuzzi tub. Outdoor living is centered around the pool and an expansive lanai with a fully equipped summer kitchen. Notable infrastructure includes a 3-car garage, three AC units, and clear hurricane shutters. This residence offers an elevated Sarasota lifestyle with immediate proximity to world-class golf and the exclusive amenities of the Oaks community. Please note membership of The Oaks is required. 4 Beds ⋅ 4 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code Accepting Backup Offers. Perfectly positioned on the 9th hole tee box within the Oaks community, this meticulously appointed estate offers a rare opportunity for a premier Sarasota golf course lifestyle. Designed for the discerning enthusiast, the property features panoramic fairway views and western exposure for breathtaking sunsets. The interior is defined by soaring vaulted ceilings, refined crown molding, & finishes throughout. The heart of the home is a curated chef’s kitchen featuring a bespoke butcher block island, professional-grade Viking double ovens, and sleek quartz countertops. High-end functionality includes dual KitchenAid dishwashers and custom cabinetry. The primary living spaces flow seamlessly to a wet bar and wood-burning fireplace, ideal for post-round entertaining. An extraordinary floating staircase of hand-built Hungarian wood leads to a versatile upper level with a private balcony overlooking the course. The primary suite serves as a sanctuary, entered through exquisite hand-carved doors imported from Turkey. This retreat features French doors leading to a private courtyard, custom walk-in closets, and a whirlpool jacuzzi tub. Outdoor living is centered around the pool and an expansive lanai with a fully equipped summer kitchen. Notable infrastructure includes a 3-car garage, three AC units, and clear hurricane shutters. This residence offers an elevated Sarasota lifestyle with immediate proximity to world-class golf and the exclusive amenities of the Oaks community. Please note membership of The Oaks is required. 401 Walls Way, Osprey
$1,700,000 Beautifully updated and meticulously maintained 3 bedroom, 3 bath penthouse in Meridian at The Oaks Preserve. Offering a two car garage, 8’ solid core doors & roll down shutters on the screened balcony. The views are gorgeous. The Meridian has a residents-only pool, spa and work out room. Located in the heart of south Sarasota, The Oaks offers 2 championship golf courses, a world-class tennis facility, a state-of-the art wellness center and a wide variety of club amenities, including dining options and social offerings. Club membership is required with homeownership 3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code Beautifully updated and meticulously maintained 3 bedroom, 3 bath penthouse in Meridian at The Oaks Preserve. Offering a two car garage, 8’ solid core doors & roll down shutters on the screened balcony. The views are gorgeous. The Meridian has a residents-only pool, spa and work out room. Located in the heart of south Sarasota, The Oaks offers 2 championship golf courses, a world-class tennis facility, a state-of-the art wellness center and a wide variety of club amenities, including dining options and social offerings. Club membership is required with homeownership 409 N Point Road Unit 1003, Osprey
$1,600,000 Experience the charm of this original Bo MacEwen–designed home in The Oaks Clubside. Ideally located on a quiet cul-de-sac, in the Saint James Park enclave, this 3 bedroom residence with 2.5 baths, overlooks the opening hole of the Heron Course. Clean, bright and beautifully updated and maintained, this home has an open floor plan and features high, coffered ceilings, crown molding, French doors and gleaming mahogany floors. Extensively improved, the home has been repainted inside and out, with refurbished flooring throughout (including the garage), new carpeting, a newly renovated laundry room, new pool equipment with a saltwater system, a new driveway, updated fencing, and refreshed landscaping. The open kitchen has been updated and offers quartz countertops, Sub-Zero refrigeration, a wine fridge, beverage drawers, custom cabinetry, walk-in pantry and an island that serves as a breakfast bar. The great room opens to the lanai with pool, spa, and golf views. The split plan provides privacy with a remodeled master suite featuring a spa-like bath and custom walk-in closet. The south side includes an en suite guest room and a third bedroom/office with lanai access and golf views. Additional features include a 2-car garage with epoxy floor and storage, plantation shutters, a newer roof (2020), hurricane shades and new Pella bay windows. Saint James Park offers easy access to all of The Oaks Club’s offerings: tennis. Pickleball courts, croquet lawn, a state-of-the are WellFit Center, and golf facilities. Members enjoy a wide variety of dining options and a robust social calendar. 3 Beds ⋅ 3 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code Experience the charm of this original Bo MacEwen–designed home in The Oaks Clubside. Ideally located on a quiet cul-de-sac, in the Saint James Park enclave, this 3 bedroom residence with 2.5 baths, overlooks the opening hole of the Heron Course. Clean, bright and beautifully updated and maintained, this home has an open floor plan and features high, coffered ceilings, crown molding, French doors and gleaming mahogany floors. Extensively improved, the home has been repainted inside and out, with refurbished flooring throughout (including the garage), new carpeting, a newly renovated laundry room, new pool equipment with a saltwater system, a new driveway, updated fencing, and refreshed landscaping. The open kitchen has been updated and offers quartz countertops, Sub-Zero refrigeration, a wine fridge, beverage drawers, custom cabinetry, walk-in pantry and an island that serves as a breakfast bar. The great room opens to the lanai with pool, spa, and golf views. The split plan provides privacy with a remodeled master suite featuring a spa-like bath and custom walk-in closet. The south side includes an en suite guest room and a third bedroom/office with lanai access and golf views. Additional features include a 2-car garage with epoxy floor and storage, plantation shutters, a newer roof (2020), hurricane shades and new Pella bay windows. Saint James Park offers easy access to all of The Oaks Club’s offerings: tennis. Pickleball courts, croquet lawn, a state-of-the are WellFit Center, and golf facilities. Members enjoy a wide variety of dining options and a robust social calendar. 228 Saint James Park, Osprey
$1,500,000 Exceptional opportunity to secure a rarely available 0.66-acre vacant lot in the esteemed Oaks Country Club community. Bring your vision to life and build a custom luxury estate with renowned builder Henson Construction. Surrounded by stunning natural beauty and upscale amenities, this prime homesite offers the ideal setting for refined country club living. THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. Oaks SubDv. ⋅ 34229 Zip Code Exceptional opportunity to secure a rarely available 0.66-acre vacant lot in the esteemed Oaks Country Club community. Bring your vision to life and build a custom luxury estate with renowned builder Henson Construction. Surrounded by stunning natural beauty and upscale amenities, this prime homesite offers the ideal setting for refined country club living. THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. 893 Macewen Drive, Osprey