The Oaks Homes with Cape Cod Architectural style

The Oaks Homes with Cape Cod Architectural style

Welcome to The Oaks, a stunning subdivision nestled in the heart of Osprey, Florida, within the picturesque Sarasota County. This charming community offers a harmonious blend of natural beauty and sophisticated living, making it a perfect haven for families and retirees alike.

The Oaks is renowned for its enchanting Cape Cod architectural style homes, which evoke a sense of timeless elegance and coastal charm. These homes often feature classic pitched roofs, inviting front porches, and beautifully detailed woodwork, creating a warm and welcoming ambiance. With spacious floor plans and modern amenities, each residence is designed to provide comfort and style, catering to a variety of lifestyles.

Surrounded by lush landscapes and serene waterways, The Oaks offers residents an idyllic setting for outdoor activities. Enjoy leisurely strolls along tree-lined streets, or take advantage of nearby parks and nature preserves. The community is also conveniently located near the stunning Gulf Coast beaches, where you can soak up the sun and enjoy the tranquil waters.

In addition to its beautiful homes and scenic surroundings, The Oaks boasts a vibrant community spirit. Residents can participate in various social events and activities, fostering connections and friendships that enhance the overall living experience.

With its unique blend of Cape Cod charm, picturesque scenery, and a welcoming atmosphere, The Oaks stands out as one of Osprey's most desirable neighborhoods. Discover your dream home in this enchanting community, where coastal elegance meets modern luxury, and make lasting memories in a truly exceptional setting.

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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