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 away from the stunning Gulf Coast. This charming community, located in Sarasota County, offers a perfect blend of tranquility and elegance, making it an ideal haven for families and retirees alike.

As you stroll through The Oaks, you'll be captivated by the enchanting Cape Cod architectural style that defines many of the homes in this neighborhood. With their iconic steep roofs, shingle exteriors, and inviting front porches, these houses exude a timeless charm that is both welcoming and sophisticated. The meticulous attention to detail in each home reflects quality craftsmanship and a commitment to creating a warm and inviting environment.

The Oaks is more than just a beautiful community; it boasts a vibrant lifestyle enriched by lush landscaping, serene lakes, and winding pathways perfect for evening strolls or morning jogs. Residents enjoy a wealth of amenities, including a clubhouse, fitness center, and swimming pool, all designed to foster a sense of community and promote an active lifestyle.

Located conveniently near shopping, dining, and recreational opportunities, The Oaks offers easy access to the stunning beaches of Nokomis and the cultural attractions of Sarasota. Whether you’re drawn to the area's natural beauty or the charming Cape Cod homes, The Oaks is a place where you can truly feel at home. Discover your dream residence in this enchanting community and embrace the idyllic Florida lifestyle today!

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

Start Your Search