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, just a stone's throw from the picturesque shores of Nokomis. This enchanting community is renowned for its serene ambiance, lush landscapes, and a lifestyle that seamlessly blends elegance with comfort. The Oaks is not just a neighborhood; it’s a sanctuary where nature and sophistication coexist.

One of the standout features of The Oaks is its charming homes, many of which showcase the classic Cape Cod architectural style. These residences are characterized by their steeply pitched roofs, symmetrical facades, and inviting front porches, exuding a timeless charm that harkens back to coastal New England. Inside, you’ll find spacious layouts filled with natural light, high ceilings, and exquisite finishes that create an atmosphere of warmth and welcome.

Living in The Oaks means embracing a vibrant community spirit while enjoying the tranquility of suburban life. Residents have access to a variety of amenities, including sparkling swimming pools, tennis courts, and beautifully landscaped walking trails. The proximity to the stunning beaches of Nokomis and the cultural richness of nearby Sarasota ensures that you’re never far from adventure or relaxation.

Whether you’re looking for a family home or a seasonal retreat, The Oaks offers a unique blend of architectural beauty and community charm. Discover your dream home in this idyllic setting, where every day feels like a vacation in paradise. Experience the allure of The Oaks and make it your next home sweet home!

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

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