Oaks Homes with Bay/Harbor Frontage

Oaks Homes with Bay/Harbor Frontage

Welcome to Oaks, a picturesque subdivision nestled in the heart of Sarasota County, where the charm of Osprey and Nokomis meets the tranquil allure of waterfront living. This idyllic community is a haven for those seeking a serene lifestyle with the added bonus of stunning bay and harbor frontage.

Oaks boasts an array of exquisite homes designed for both comfort and luxury, many of which offer breathtaking views of the shimmering waters. Imagine waking up to the gentle sound of waves lapping at the shore and sipping your morning coffee while basking in the warm Florida sun. The homes in this subdivision are thoughtfully crafted, featuring open floor plans, high-end finishes, and spacious outdoor areas perfect for entertaining or simply enjoying the coastal breeze.

Residents of Oaks enjoy easy access to a wealth of recreational opportunities. Spend your days exploring the nearby beaches, indulging in water sports, or taking leisurely strolls along the scenic waterfront. The community’s prime location means you’re just a short drive away from the vibrant cultural offerings of Sarasota, including world-class dining, shopping, and art galleries.

For nature enthusiasts, the nearby Myakka River State Park and other natural reserves offer endless opportunities for hiking, bird watching, and discovering Florida’s unique wildlife. Whether you’re looking for a peaceful retreat or an active lifestyle, Oaks provides the perfect balance of both.

Discover your dream home in Oaks, where the beauty of Florida’s coastline meets the warmth of a welcoming community. Experience the ultimate in bayfront living and make this enchanting subdivision your new home sweet home!

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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