Oaks Homes with Bay/Harbor Frontage

Oaks Homes with Bay/Harbor Frontage

Welcome to the enchanting Oaks subdivision, nestled in the picturesque Osprey and Nokomis area of Sarasota County, Florida. This stunning community offers a unique blend of luxurious living and natural beauty, making it a highly sought-after destination for discerning homebuyers.

The Oaks is renowned for its breathtaking bay and harbor frontage, providing residents with a front-row seat to mesmerizing waterfront views. Imagine waking up to the gentle sound of waves lapping against the shore, with the sun rising over the sparkling waters of the bay. Each home in this exclusive subdivision is thoughtfully designed to maximize these stunning vistas, allowing you to enjoy the beauty of Florida’s coastal lifestyle right from your own backyard.

The homes in The Oaks are a testament to sophisticated architecture and modern amenities. With spacious floor plans, high-end finishes, and expansive outdoor living areas, these residences are perfect for both entertaining and relaxing. Many properties feature private docks, offering direct access to the bay for boating enthusiasts, while lush landscaping and manicured gardens create a serene atmosphere.

Beyond the homes, The Oaks community is rich in amenities. Residents can enjoy a variety of recreational activities, from golfing at nearby championship courses to indulging in the vibrant arts and culture scene in Sarasota. With the stunning beaches of Nokomis just a stone’s throw away, you’ll have endless opportunities for sun-soaked days by the water.

Discover the charm and elegance of The Oaks, where waterfront living meets the best of Florida lifestyle. Your dream home awaits in this idyllic community!

Newest Oaks Homes with Bay/Harbor Frontage

168 Coastal Hammock Court, Osprey
$1,900,000
3 Beds ⋅ 4 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
Experience an extraordinary waterfront lifestyle in this distinctive 3-bedroom, 3.5-bath Mizner-inspired residence, ideally positioned along Little Sarasota Bay in the prestigious Oaks Bayside. Tucked away on an intimate cul-de-sac shared by just 3 homes, this exceptional property with close to 4,000 SF of living space, offers remarkable privacy, an enchanting Old Florida setting surrounded by mature oaks and lush tropical foliage, and captivating views and sunsets stretching across Little Sarasota Bay. Thoughtfully custom designed to embrace its spectacular surroundings, the home is filled with natural light and showcases beautiful architectural details throughout, including porcelain tile flooring, soaring 14-foot and tray ceilings, extensive custom millwork and built-ins, and walls of impact-rated windows and French doors framing the surrounding landscape and water views. Fresh interior paint and brand-new porcelain tile floors and carpeting in 2026 bring a crisp, refreshed feel to the residence while preserving its distinctive character. At the heart of the home, the kitchen features stone countertops, a Sub-Zero refrigerator, ASKO dishwasher, stainless steel appliances and generous workspace, opening comfortably to the home's main gathering areas. French doors create a seamless connection to the elevated pool and spa terrace, an inviting private retreat for entertaining, relaxing in the Florida sunshine or enjoying the bay breezes and spectacular evening skies. The expansive primary suite enjoys an entire level of its own, creating a true private retreat complete with a separate sitting room/office, custom built-ins, generous closet, dedicated laundry and an ensuite bath. The upper level provides exceptional privacy for family and guests with 2 additional bedrooms, a full bath, and flexible office/media space. The convenient 3+ car oversized garage with ample storage is on the ground floor. A brand new five-stop elevator will be installed to provide convenient access throughout the home, extending to the rooftop terrace where panoramic water views and unforgettable Florida sunsets take center stage. Enjoy ultimate peace of mind with a gas generator included on-site. Beyond the residence, ownership in The Oaks provides access to one of Sarasota's most established private country club lifestyles, with championship golf, racquet sports, state-of-the-art fitness, dining and an active social calendar. Community dock located on Little Sarasota Bay. Private, distinctive and surrounded by natural beauty, 168 Coastal Hammock Court presents a rare opportunity to enjoy gracious bayfront living in one of Sarasota's most coveted gated communities.

168 Coastal Hammock Court, Osprey

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