The Oaks Homes with Cape Cod Architectural style

The Oaks Homes with Cape Cod Architectural style

Welcome to The Oaks, a picturesque subdivision nestled in the heart of Osprey, Florida, just a stone's throw from the stunning Nokomis beaches. This serene community is a hidden gem in Sarasota County, offering residents an idyllic blend of tranquility and sophistication. With its lush landscapes and meticulously manicured lawns, The Oaks presents a charming atmosphere that feels like a retreat from the everyday hustle and bustle.

One of the standout features of this enchanting neighborhood is its captivating Cape Cod architectural style. These homes exude a timeless elegance, characterized by their steeply pitched roofs, inviting front porches, and classic shingle siding. The Cape Cod design not only enhances the aesthetic appeal of the community but also offers practical benefits, including spacious interiors and ample natural light. Each residence is thoughtfully crafted to provide a warm and welcoming environment, perfect for both families and those seeking a peaceful retreat.

Living in The Oaks means embracing a lifestyle that is rich in recreational opportunities. Residents can enjoy access to nearby golf courses, nature trails, and pristine beaches, all while being just minutes away from the vibrant cultural scene of Sarasota. Whether you’re strolling through the lush parks, enjoying a sunset by the water, or indulging in the local dining scene, The Oaks offers a perfect balance of relaxation and excitement.

Discover your dream home in The Oaks, where Cape Cod charm meets the beauty of Florida living. Experience the warmth of community and the allure of coastal life—your perfect oasis awaits!

Newest The Oaks Homes with Cape Cod Architectural style

$1,289,000
3 Beds 4 Baths The Oaks SubDv. 34229 Zip Code
One or more photo(s) has been virtually staged. Designed by renowned architect Frank Folsom Smith, this timeless luxury residence is privately positioned on an expansive double lot at the end of a quiet cul-de-sac in Bishops Court, an intimate gated enclave within The Oaks Preserve in Osprey, Florida. Framed by lush conservation views and a canopy of mature oaks, the property blends classic architectural character with thoughtfully curated updates in one of the Sarasota area’s most prestigious private country club communities. Professional lawn care and irrigation are included in the monthly fees. The residence offers three bedrooms, three-and-a-half baths, multiple indoor and outdoor gathering spaces, and a seamless connection to its tranquil natural surroundings. Crown molding, hardwood flooring, custom millwork, vaulted ceilings, plantation shutters, and two fireplaces create a warm yet elevated aesthetic throughout. The great room opens effortlessly to the screened Florida room and private outdoor living areas, while the dining room’s built-in serving bar and wine chiller complement the beautifully updated kitchen. Custom white cabinetry, granite countertops, stainless steel appliances, an oversized island, and curated designer lighting define the space. A Sonos sound system extends throughout the residence. The primary suite is a private retreat featuring vaulted ceilings, a bay-window sitting area, outdoor access, and a fully renovated, spa-inspired bathroom completed in 2023. Dramatic marble-look tile, a frameless glass shower, dual vanities, and a freestanding soaking tub positioned beneath a skylight create a serene, resort-like experience. The additional bathrooms have also been extensively renovated with elevated finishes and designer fixtures. In the laundry room, custom storage, shiplap detailing, and functional built-ins boast a refined aesthetic. Upstairs, a spacious bonus room, freshly painted in 2026, features a fireplace and opens directly to a newly renovated second-story deck overlooking the treetops. Complete with a full bathroom, this highly versatile level can serve as private guest accommodations, a recreation or media room, home office, art studio, creative retreat, or secluded lounge. Outdoor living is equally compelling, centered around a seven-foot-deep heated pool and spa surrounded by brick pavers, tropical landscaping, and peaceful preserve views with no rear neighbors. Recent improvements include a new pool heater, filtration system, pump and motor; new lanai screening and aluminum framing; exterior paint completed in 2025; a new main-level air-conditioning system; and a new second-story flat roof with a warranty. Ownership in The Oaks Preserve provides access to The Oaks Club. The Oaks offers an exceptional club-centered lifestyle just south of Sarasota, with two championship golf courses, Har-Tru tennis courts, pickleball, croquet, a state-of-the-art fitness center, fine and casual dining, and an active year-round social calendar. Golf or Social Membership is required with homeownership. The Oaks Club has earned recognition as a Platinum Club of America, a Distinguished Emerald Residential Country Club, and an Audubon International Certified property, reinforcing its standing as a premier private residential club. The Oaks delivers an exceptional lifestyle in Osprey between Sarasota and Venice. Gulf Coast beaches, boating, the Legacy Trail, Oscar Scherer State Park, Pine View School, downtown Sarasota, and historic Venice are all within easy reach.

156 Bishops Court Road, Osprey

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