Oaks Homes with Special Community Restrictions Community Features

Oaks Homes with Special Community Restrictions Community Features

Welcome to Oaks, a charming subdivision nestled in the heart of Osprey and Nokomis, Florida. This picturesque community, located in scenic Sarasota County, offers a serene and sophisticated lifestyle that perfectly balances luxury with nature. Oaks is renowned for its lush landscapes, winding trails, and an abundance of oak trees that create a tranquil atmosphere, making it an ideal place for families, retirees, and anyone seeking a peaceful retreat.

Homes in Oaks are thoughtfully designed, featuring a variety of architectural styles that blend seamlessly with the natural surroundings. Residents enjoy spacious floor plans, modern amenities, and beautifully landscaped yards, all while being part of a community that prioritizes harmony and aesthetic appeal. It's important to note that Oaks has special community restrictions in place to maintain the integrity and charm of the neighborhood. These guidelines ensure that the community retains its beauty and value over time, fostering a sense of pride among homeowners.

In addition to its stunning homes, Oaks boasts a wealth of community features. Residents have access to a variety of amenities, including a sparkling community pool, tennis courts, and walking paths that encourage an active lifestyle. The community's close-knit atmosphere is perfect for socializing with neighbors, hosting gatherings, or simply enjoying the Florida sunshine.

With its prime location, Oaks is just a short drive from the beautiful beaches of the Gulf Coast, as well as shopping, dining, and cultural attractions in nearby Sarasota. Discover the charm and elegance of Oaks, where your dream home awaits in one of Florida's most desirable communities.

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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