Oaks Homes with Special Community Restrictions Community Features

Oaks Homes with Special Community Restrictions Community Features

Welcome to Oaks, a distinguished subdivision nestled in the serene landscapes of Osprey and Nokomis, Florida. This enchanting community offers a perfect blend of natural beauty and modern living, making it an ideal choice for those seeking a tranquil lifestyle without sacrificing convenience.

Oaks is renowned for its picturesque surroundings, featuring lush oak trees, vibrant wildlife, and scenic waterways. Residents enjoy the best of both worlds, with easy access to the stunning Gulf Coast beaches and the vibrant culture of nearby Sarasota. Whether you’re looking to explore charming local shops, savor exquisite dining, or engage in outdoor activities, Oaks places you at the heart of it all.

The homes in Oaks are designed with elegance and comfort in mind, showcasing a variety of architectural styles to suit diverse tastes. Each residence is thoughtfully crafted, emphasizing open floor plans, natural light, and premium finishes. However, it's important to note that Oaks is a community with special restrictions, ensuring a harmonious living environment. These guidelines help maintain the aesthetic appeal and quality of life that residents cherish.

Community features include well-maintained common areas, walking trails, and recreational facilities that encourage an active lifestyle. Whether you prefer a leisurely stroll through nature or a spirited game of tennis, Oaks provides the amenities to suit your lifestyle.

Experience the charm of Oaks, where community spirit thrives, and every day feels like a vacation. Come discover your dream home in this idyllic Florida paradise!

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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