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 residence is privately positioned on an expansive double lot at the end of a quiet cul-de-sac within The Oaks Preserve. The property is framed by lush conservation views and mature oak canopies and blends classic architectural character with thoughtfully curated updates. Professional lawn care and irrigation are covered by the monthly fees. Designed for both everyday comfort and effortless entertaining, the residence offers 3 bedrooms, 3.5 baths, multiple indoor and outdoor gathering spaces, and a seamless connection to its tranquil natural surroundings. Inside, refined architectural elements, including 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 spaces, while the dining room’s built-in serving bar and wine chiller complement the beautifully updated kitchen featuring custom white cabinetry, granite countertops, stainless steel appliances, an oversized island, and curated designer lighting. A Sonos sound system extends throughout the residence. The primary suite serves as a retreat with vaulted ceilings, a bay window sitting area, outdoor access, and a fully renovated spa-inspired bath 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. Additional baths have also been extensively renovated with elevated finishes and designer fixtures, while the updated laundry room introduces custom storage, shiplap detailing, and functional built-ins with a refined coastal aesthetic. Upstairs, a spacious bonus room with a fireplace opens directly to a newly renovated second-story deck. With a full bathroom, the second floor is an exceptional flex space ideal for guests, recreation, or private lounging among the treetops. Outdoor living is equally compelling, centered around a seven-foot-deep heated pool and spa surrounded by brick pavers, tropical landscaping, and serene 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, new air conditioning for the main floor, and a new second-story flat roof with a warranty. Located within the gated community of Bishops Court inside The Oaks Preserve, residents enjoy 24 hour guarded gates, maintenance-free living alongside access to one of the region’s premier private club lifestyles, featuring two championship golf courses, Har-Tru tennis courts, pickleball, croquet, a state-of-the-art fitness center, fine and casual dining, and an active social calendar. Golf or Social Membership is required with homeownership. The Oaks Club has been awarded the Platinum Clubs of America, Distinguished Emerald Residential Country Club, and Audubon International Certified designations. Located between Sarasota and Venice, Osprey is known for its natural beauty, waterfront lifestyle, and easy access to everyday conveniences. Residents are just moments from Siesta Key, downtown Sarasota’s dining and cultural attractions, marinas, shopping, Legacy Trail, and the renowned Pine View School, creating an ideal setting for both year-round living and seasonal enjoyment.

156 Bishops Court Road, Osprey

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