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

156 Bishops Court Road, Osprey
$1,289,000
3 Beds ⋅ 4 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
One or more photo(s) has been virtually staged. An expansive double lot, a quiet cul-de-sac setting and preserve views with no rear neighbors make this Bishops Court residence an exceptional private retreat. Mature oaks and lush landscaping frame the property, creating a sense of space and seclusion within this intimate gated enclave of The Oaks Preserve. Designed by renowned architect Frank Folsom Smith, the home pairs timeless architectural character with thoughtfully curated updates. Professional lawn care and irrigation are included in the monthly fees. The residence offers three bedrooms, three-and-a-half baths and inviting spaces that make the most of its natural surroundings. Hardwood floors, custom millwork, crown molding, vaulted ceilings, plantation shutters and two fireplaces bring warmth and character throughout. The great room flows into the screened Florida room and outdoor living areas, keeping the peaceful setting in view. A built-in serving bar and wine chiller enhance the dining room, while the updated kitchen features custom white cabinetry, granite countertops, stainless steel appliances, an oversized island and designer lighting. A Sonos sound system extends throughout the home. The primary suite offers its own quiet retreat, with vaulted ceilings, a bay-window sitting area and direct outdoor access. Renovated in 2023, the spa-inspired bathroom features marble-look tile, a frameless glass shower, dual vanities and a freestanding soaking tub beneath a skylight. The additional bathrooms have also been extensively renovated with designer fixtures and finishes. Custom storage, built-ins and shiplap detailing bring the same considered style to the laundry room. Upstairs, a spacious bonus room with a fireplace opens to a newly renovated second-story deck overlooking the treetops. Freshly painted in 2026 and complete with a full bathroom, this versatile level can serve as guest accommodations, a media room, home office, art studio or secluded lounge. Outside, the generous lot gives the pool area a remarkable sense of privacy. A seven-foot-deep heated pool and spa are surrounded by brick pavers and tropical landscaping, with tranquil preserve views beyond. 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, where Golf or Social Membership is required with homeownership. Club amenities include two championship golf courses, Har-Tru tennis courts, pickleball, croquet, a fitness center, fine and casual dining, and a year-round social calendar. The Oaks Club has been recognized as a Platinum Club of America, a Distinguished Emerald Residential Country Club and an Audubon International Certified property. Located in Osprey between Sarasota and Venice, the home places Gulf Coast beaches, boating, the Legacy Trail, Oscar Scherer State Park, Pine View School, downtown Sarasota and historic Venice within easy reach.

156 Bishops Court Road, Osprey

Start Your Search