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 Osprey and Nokomis, Florida, where serene living meets vibrant community spirit. This charming neighborhood is a true gem in Sarasota County, offering residents a unique blend of tranquility and convenience.

The Oaks is renowned for its stunning natural beauty, featuring lush landscapes, mature oak trees, and scenic waterways that create a peaceful retreat from the hustle and bustle of everyday life. With a variety of homes that reflect the classic Floridian architectural style, residents can enjoy spacious layouts, modern amenities, and beautiful outdoor spaces perfect for entertaining or relaxing.

One of the standout features of The Oaks is its commitment to maintaining a harmonious community atmosphere. Homeowners in this subdivision are subject to special community restrictions designed to preserve the neighborhood's aesthetic appeal and promote a high quality of life. These guidelines ensure that the community remains a safe, beautiful, and cohesive environment for all residents.

In addition to its stunning homes, The Oaks offers a wealth of community amenities. Residents can take advantage of walking trails, parks, and recreational facilities, fostering an active and engaged lifestyle. The community also hosts regular events, encouraging neighbors to connect and build lasting friendships.

With its prime location, The Oaks provides easy access to the beautiful beaches of the Gulf Coast, top-rated schools, and a variety of shopping and dining options. Experience the charm and tranquility of The Oaks—where your dream home awaits in a community that truly feels like family.

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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