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 beautiful Gulf Coast. This picturesque community is renowned for its lush landscapes, serene atmosphere, and a sense of belonging that makes it a perfect place to call home. With its prime location in Sarasota County, residents enjoy the best of both worlds—tranquil living combined with easy access to the vibrant culture and amenities of nearby Sarasota and Nokomis.

The Oaks is distinguished by its charming Cape Cod architectural style, which brings a touch of New England elegance to the sunny Florida landscape. These homes feature classic gabled roofs, inviting porches, and a harmonious blend of wood and stone finishes that create an inviting façade. Inside, you’ll find spacious layouts filled with natural light, high ceilings, and modern amenities that cater to today’s lifestyle while maintaining a timeless appeal.

Living in The Oaks means embracing a lifestyle of leisure and luxury. Residents have access to a wealth of amenities, including beautifully landscaped parks, walking trails, and community gathering spaces that foster connections among neighbors. For those who enjoy the outdoors, the nearby beaches and nature preserves offer endless opportunities for adventure, from kayaking in the bay to sunbathing on sandy shores.

Discover the charm of The Oaks, where Cape Cod elegance meets the laid-back Florida lifestyle. Whether you’re looking for a family home or a serene retreat, this community promises a lifestyle filled with warmth, beauty, and endless possibilities. Come and experience the magic of The Oaks—your dream home awaits!

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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