The Oaks Single Family Homes For Sale in Osprey - 4 homes

Remarks: This stunning three-bedroom, 3.5 bath home, designed by the renowned architect Frank Folsom Smith, stands out with its unique design. This charming Cape Cod sets the stage for comfortable, gracious living, enjoying private preserve views. A Sonos sound system plays throughout this gorgeous home! Sit back and enjoy a peaceful afternoons and twilight dinners on the lovely newly screened Florida room. There is an additional private rooftop outdoor deck (732 sq.ft.) accessed directly from the second floor living and recreation rooms. Recent renovations in 2023 include two main floor bathrooms with exquisite high-end decorator wall tiles, as well as Italian floor tiles. Premium glass enclosures complement the premium fixtures. The spectacular master bathroom features an elegant standalone bathtub situated under a glass skylight for that Wow factor! The powder room has also been completely renovated and features shiplap accents. The laundry room features new ceramic tile floors, newer washer and dryer, extensive shiplap walls, and a sliding barn door for the generous pantry. Additional features include crown molding throughout the ground floor and in the elegant, wainscoted dining and living areas. The bedrooms have newer ceiling fans, and the master bedroom has an oversize 52-inch decorator windmill fan, just beautiful! The living room, with an enhanced whitewashed fireplace and large screen TV with surround sound, is the perfect space for relaxing or entertaining family and friends. The living room doors open to the Florida room that gives view to the secluded outdoor patio and pool area surrounded by the pristine preserve. The pool has undergone extensive updates, including a new heat pump pool heater and new filtration system. The second floor has a new flat roof (2025), installed by Curry Roofing and includes a warranty. Premium decorator light fixtures have been installed in the dining room, kitchen, and foyer. The entire exterior was painted in August 2025. This charming home, with its private setting on a double lot at the end of a cul-de-sac, is the perfect Florida retreat. Situated in the Oaks Preserve, Bishops Court features include 24 hour guarded gate access, and lawn and landscape maintenance with irrigation. Bishops Court residents can take advantage of the amenities of The Oaks Club, Sarasota's premier golf and country club. Membership, either social or golf, is required with the with home ownership. The Oaks Club has two distinctly unique 18-hole championship golf courses, 12 hartru lit tennis courts, croquet, and pickle ball courts. There is a state-of-the-art fitness center, fine and casual dining options, and many social events for you to enjoy the seasons at The Oaks.

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Steve Abbe (941-400-3969)

Remarks: A grand traditional residence, this 3-bedroom, 3.5-bath home is tucked into lush tropical landscaping on a quiet cul-de-sac in The Oaks Bayside. Double entry doors open to a marble foyer and wood floors that set the tone for quality throughout. Just off the entry, a cozy den with fireplace sits opposite a spacious guest suite. The heart of the home is the light-filled great room, with formal living and dining areas opening through French doors to the covered patio and resort-style pool. The kitchen combines beauty and function with granite countertops, center island cooktop, breakfast bar, and a sunny nook overlooking the pool and waterfall feature. The elegant primary suite offers marble floors, soaring ceilings, plantation shutters, and private access to the pool for an early swim or late-night dip. A glamorous dressing area leads to the spa-like bath with soaking tub, walk-in shower, and marble finishes. Two additional oversized en suite bedrooms provide comfort and privacy for guests. A large laundry room with ample cabinetry and an adjacent private sauna complete the interior. Outdoors, the free-form pool with rock outcroppings and waterfall is a showstopper, surrounded by both shaded and open areas for dining and relaxing. With two adjoining lots preserved as gardens, this home offers rare seclusion in a natural setting. Ownership includes membership in The Oaks Club, Sarasota’s premier golf and country club, featuring two championship courses, tennis, WellFit center, fine dining, and a vibrant year-round social calendar—all in the heart of South Sarasota.

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Steve Abbe (941-400-3969)

Remarks: A rare opportunity to own a significantly newer, custom-built residence inside the exclusive The Oaks Club Preserve, where most surrounding homes were built decades earlier. Completed in 2017 and set on a lakefront lot in a non-flood zone, this move-in-ready, hurricane-secure home offers a level of modern construction, privacy, and peace of mind seldom found in this exclusive community. In addition, the home boasts a rare oversized 3-car garage plus attic with ample plywood floor storage, a central vacuum, and a 2026 HVAC system. Wake up to shimmering water views with your morning coffee, open the 16-foot panoramic sliders, and let pleasant breezes flow through, as indoor and outdoor living blend seamlessly. Spend your days relaxing by the heated saltwater pool and spa, cooking in the outdoor kitchen, or hosting sunset gatherings overlooking the water in complete privacy. Inside, the home offers an easy, intuitive flow designed for comfort and simplicity. Soaring 12' ceilings, abundant natural light, and wide sightlines connect the living, dining, and gourmet kitchen spaces. They are not only easy to maintain but perfect for small and large family celebrations and entertainment. A walk-in pantry, lakefront view breakfast nook, and elegant finishes add both beauty and practicality to daily life, and the home provides abundant storage throughout, making it effortless to stay organized and clutter-free. With four bedrooms plus an office and three Carrera-marble-tile bathrooms, the home blends luxury with thoughtful function. Built to today’s strict hurricane standards with full impact windows and storm-secure structural features, it provides exceptional resilience and peace of mind on the Gulf Coast. The Oaks Club Preserve offers 24/7 guarded security and maintenance-free living, along with membership to The Oaks Club, featuring two championship golf courses, 12 Har-Tru tennis courts, pickleball, croquet, a fitness center, community pool, and multiple dining venues. For golfers, every day can begin with early tee times, scenic fairways, and a welcoming social calendar just minutes from home. Close to the #1-rated school in Florida, Pine View, the Legacy Trail, and world-famous Siesta Key Beach, this home delivers modern construction, luxury amenities, and a resort-like lifestyle in one of Sarasota’s premier country clubs. Own a piece of paradise and schedule your private tour today.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Lielei Wahlmann (858-883-5876)

Remarks: Looking for a home you can fall in love with? The search is over! Once you see this thoughtfully updated, impeccably maintained 3 bedroom, 2 bath home in The Oaks Preserve you will know you have found your home-sweet-home. From the moment you pull up to the pavered driveway, the care taken to maintain this property is evident. Walk past the two-car garage to the pretty, double front doors with leaded glass and step into the light-filled interior. Here you will find everything you need for comfortable Florida living. There is a dedicated home office off the entryway, with plantation shutters and a ceiling fan. The formal dining area features a lovely decorative ceiling, and a beautiful built-in buffet with glass-fronted cabinetry. The great room features another gorgeous piece of built-in furniture; floor to ceiling sliding glass doors connect the screened lanai and this room, making it bright and airy. The open kitchen, with breakfast bar, features beautiful new granite counters, stainless appliances, a chef’s desk, built-in wine and beverage cooler. The adjoining breakfast nook is flooded with natural light that streams through the aquarium window and offers an amazing view over the pool and spa. The master suit is huge and has a sitting area with a built-in window seat and large walk-in closets with glass front storage. The spacious master bedroom has been updated with granite countertops, and features dual sinks, a tub and separate shower and has marble wall accents. The two guest bedrooms are good sized and offer ample closet space. The second bathroom has been tastefully updated with granite counter and marble accents. The 2 car garage, with epoxy floor, is air conditioned with plentiful storage. Situated in the Bishopscourt neighborhood, behind the secure gates of The Oaks Preserve, this beautiful home backs a lush, tropical preserve providing privacy for the sparkling pool and spa. The lanai has two separate areas surrounding the pool. A large, covered area with an outdoor kitchen and ceiling fan, the perfect place for al fresco dining in the shade, and pool and spa area, covered by a cage, allowing for frolicking in the sunshine. Or meet your neighbors for a dip in the Bishopscourt community pool. The Oaks Club amenities include two championship golf courses, an award-winning tennis program, pickle ball and croquet courts, and a state-of-the-art fitness center. With three outstanding restaurants, and a wide variety of social and recreational options, there is no need to look any further than here for the perfect place to enjoy the best of Florida country club living. Club membership is required with homeownership.

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Steve Abbe (941-400-3969)