Oaks Homes with Bay/Harbor Frontage

Oaks Homes with Bay/Harbor Frontage

Welcome to Oaks, a stunning subdivision nestled in the picturesque landscapes of Osprey and Nokomis, Florida, within the serene Sarasota County. This charming community offers the perfect blend of natural beauty, luxurious living, and an enviable coastal lifestyle.

At Oaks, residents are treated to breathtaking bay and harbor frontage, providing a front-row seat to the mesmerizing Florida sunsets and the soothing sounds of the waves. The homes here are not just residences; they are sanctuaries designed to embrace the tranquil waterfront lifestyle. With an array of architectural styles, from modern coastal designs to elegant Mediterranean villas, each home offers unique features that cater to diverse tastes and preferences.

Living in Oaks means enjoying a vibrant community filled with amenities that enhance your quality of life. Spend your days exploring the nearby pristine beaches, indulging in water sports, or simply relaxing by the shore. The community is also conveniently located near top-rated schools, fine dining, and boutique shopping, making it an ideal place for families and individuals alike.

The lush landscaping and meticulously maintained grounds of Oaks create an inviting atmosphere, perfect for leisurely strolls or engaging with friendly neighbors. Whether you are looking for a permanent residence or a seasonal retreat, Oaks promises a lifestyle of comfort, elegance, and endless outdoor adventures.

Discover the magic of waterfront living in Oaks, where your dream home awaits amidst the stunning backdrop of Sarasota County’s natural beauty. Embrace the charm, and let your new life begin!

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

Start Your Search

How much is your home worth?

Get instant property value now!