Oaks Homes with Special Community Restrictions Community Features

Oaks Homes with Special Community Restrictions Community Features

Welcome to Oaks, a picturesque subdivision nestled in the heart of Sarasota County, Florida, where the charm of Osprey and Nokomis comes alive. This enchanting community is designed for those who appreciate a tranquil lifestyle surrounded by natural beauty and modern conveniences.

The Oaks is characterized by its stunning homes, each uniquely crafted to harmonize with the lush landscapes that define the area. With special community restrictions in place, residents can enjoy a sense of exclusivity and pride in their neighborhood. These guidelines ensure that the aesthetic integrity of the community is maintained, fostering a welcoming environment that enhances property values and promotes a cohesive community spirit.

As you explore The Oaks, you'll discover an array of amenities that cater to a vibrant lifestyle. The community features beautifully manicured parks, walking trails, and recreational areas, perfect for morning strolls or weekend picnics with family and friends. For those who enjoy an active lifestyle, nearby golf courses and tennis facilities provide ample opportunity to stay engaged and fit.

Additionally, The Oaks is conveniently located to take advantage of the best that Osprey and Nokomis have to offer. With pristine beaches, charming boutiques, and delectable dining options just a stone's throw away, you’ll find everything you need within reach.

Whether you’re looking for a serene retreat or a community that values togetherness, The Oaks is the perfect place to call home. Experience the beauty and lifestyle that awaits you in this exceptional subdivision. Your dream home is just around the corner!

Newest Oaks Homes with Special Community Restrictions Community Features

$4,790,000
4 Beds 6 Baths Oaks SubDv. 34229 Zip Code
Lakefront living and elevated architecture come together at 101 Osprey Point Drive, a Bo MacEwen-designed estate privately positioned on nearly an acre within the gates of Sarasota’s prestigious Oaks Bayside community. Spanning more than 5,000 square feet across two of the community’s most desirable homesites with 150 feet of water frontage, the residence blends timeless architecture, exceptional entertaining spaces, and a tranquil resort-style setting surrounded by lush landscaping and sweeping water views. An oversized granite-tiled circular drive and stately double-door entrance create a memorable arrival, leading into interiors defined by soaring ceilings, white onyx flooring with marble inlays, handcrafted millwork, dramatic fireplaces, crystal chandeliers, and walls of French doors opening to the lakefront terrace and pool. Designed for both elegant entertaining and everyday comfort, the home offers a series of richly detailed gathering spaces including a formal living room with dual fireplaces, a lakefront dining room with custom built-ins, a domed-ceiling sitting room ideal for cocktails or conversation, and a custom bar and wine room with etched-glass cabinetry, stone countertops, and display shelving. The remodeled chef’s kitchen combines classic design with modern functionality, featuring UltraKraft cabinetry, custom soffit lighting, Corian countertops, a center island with breakfast bar, and premium appliances including a Sub-Zero refrigerator, Wolf gas cooktop, wall oven, warming drawer, microwave, dual KitchenAid dishwashers, and wine refrigerator. A butler’s pantry and sunlit breakfast nook overlooking the gardens further enhance the home’s livability. The primary suite serves as a private retreat with a spacious sitting area, custom closets, and a spa-inspired bathroom renovated in 2025. Three additional guest suites with updated baths provide comfort and flexibility, including a separate suite ideally positioned for extended-stay guests, live-in assistance, or multigenerational living. Outdoor living is centered around an open-air pool, expansive entertaining deck, and cabana framed by mature landscaping and manicured hedges, creating a private oasis with peaceful lake views. Additional updates include refinished hardwood flooring, updated guest baths, and a Daikin 5-ton HVAC system installed in 2022. Located within The Oaks Club, residents enjoy access to one of Sarasota’s premier private club communities, offering two championship golf courses, tennis and pickleball courts, croquet, a state-of-the-art fitness center and spa, multiple dining venues, and a private community dock on Little Sarasota Bay. Just moments from Sarasota waterfront dining, Siesta Key beaches, and Sarasota/Venice cultural attractions, this distinguished lakefront estate presents an exceptional opportunity within one of the Gulf Coast’s most established luxury communities.

101 Osprey Point Drive, Osprey

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