Oaks Homes with Private Pool type

Oaks Homes with Private Pool type

Welcome to Oaks, a serene and picturesque subdivision nestled in the heart of sunny Florida. This charming community is the perfect blend of tranquility and modern living, making it an ideal choice for families, retirees, and anyone seeking a slice of paradise. Oaks boasts beautifully designed homes that reflect the quintessential Florida lifestyle, complete with lush landscaping and a welcoming atmosphere.

One of the standout features of many homes in Oaks is the luxurious private pools. Imagine stepping out of your back door into your very own oasis, where you can unwind under the warm Florida sun or take a refreshing dip on a hot summer day. These private pools are not just an amenity; they are a lifestyle choice, providing the perfect setting for family gatherings, barbecues, or simply enjoying a peaceful evening under the stars.

The subdivision is conveniently located near shopping centers, restaurants, and recreational activities, ensuring that everything you need is just a short drive away. With easy access to major highways, you can explore the beautiful beaches of Florida’s Gulf Coast or enjoy a day of adventure at nearby theme parks.

Living in Oaks means embracing a community that values both comfort and convenience. Whether you’re looking for a spacious family home or a cozy retreat, the homes with private pools in Oaks offer a unique opportunity to create lasting memories in a beautiful setting. Discover your dream home in Oaks today, where every day feels like a vacation!

Newest Oaks Homes with Private Pool type

$574,900
5 Beds ⋅ 4 Baths ⋅ Oaks SubDv. ⋅ 33908 Zip Code
5 BEDROOM 4 BATH POOL HOME WITH SPA IN THE FOREST COUNTRY CLUB — GATED GOLF COMMUNITY IN FORT MYERS! NEW ROOF 2022 AND WATER HEATER 2021! This stunning Cape Cod estate offers over 3,830 sq ft of living space on a beautifully landscaped 0.33-acre lot, making it one of the largest single-family homes available in Southwest Florida at this price point. Features include an in-ground private pool and spa, wood and bamboo flooring throughout, crown molding, a wood-burning fireplace in the living room, and an open-concept layout ideal for entertaining. The gourmet kitchen offers generous counter space and ample cabinetry flowing into the main living and dining areas. The expansive primary suite includes a spa-like en-suite bath and walk-in closet. Four additional bedrooms provide flexibility for guests, home office, gym, or multi-generational living. Attached 2-car garage, dedicated laundry room, covered porch and patio. HOA $3,200/year. Located minutes from Fort Myers Beach, Sanibel Island, Bell Tower Shops, Coconut Point Mall, Gulf Coast Medical Center, US-41, and I-75. All financing welcome including FHA, VA, and conventional. Priced to sell — schedule your private showing today!

16200 Forest Oaks Drive, Fort Myers
$1,950,000
4 Beds ⋅ 6 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
**ELEGANT UPDATED RESIDENCE IN THE OAKS | MODERN COMFORT ON A .83-ACRE CORNER LOT** Welcome to 538 Dove Pointe, an exceptional residence in the secure and gated Oaks Country Club community in Osprey, Florida. Set on a generous .83-acre elevated lot, this beautifully landscaped property offers the perfect combination of privacy, sophistication, and modern comfort. Built in 2002, this newer home showcases timeless architecture with a thoughtful layout and extensive 2023–2025 updates throughout. From its striking curb appeal to its serene outdoor living spaces, every detail has been meticulously curated. Inside, the home offers 4 EN SUITE BEDROOMS, 5.5 BATHS, and a 3-CAR GARAGE that’s been freshly painted and upgraded with a new epoxy floor. Walls of glass fill the home with natural light, complemented by plantation shutters and new motorized window shades throughout. Major updates include a new tile roof (August 2025), two new HVAC units, new LED lighting, and new outlets and light switches across the home. The entire interior and exterior were freshly painted in 2023, giving the home a bright and modern aesthetic. The primary suite is a private retreat, featuring new flooring, a spacious bath, and a bonus office/dressing area for added versatility. A separate office or sitting room, also with new floors, provides ideal space for remote work or quiet relaxation. The three additional bedrooms feature new carpeting, creating a cohesive and comfortable atmosphere. The chef’s kitchen is equipped with new stainless-steel appliances (refrigerator, dishwasher, – all 2025) and flows seamlessly to the main living areas and outdoor entertainment space. There is a new 2025 washer and dryer as well. Step outside to your private Florida oasis — a covered lanai with a full outdoor kitchen and a large motorized Sunbrella shade for comfort and convenience. The property’s two fountains (one new) and professionally graded, elevated landscaping create a lush and tranquil environment perfect for al fresco dining or quiet reflection. The Oaks is a distinguished, 24hr guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **Please Enjoy Viewing the 3D VIRTUAL TOUR**

538 Dove Pointe Drive, Osprey
$3,640,000
4 Beds ⋅ 6 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
Virtually Staged. Set on a private cul-de-sac within The Oaks, this revitalized estate captures the essence of elegant Florida living. From the moment you enter, the home’s light-filled, open design and thoughtful updates make an immediate impression. The main living spaces flow effortlessly from the chef’s kitchen to expansive entertaining areas and out to the lanai, where golf course views frame the heated pool, spa, and outdoor kitchen. The first-floor primary suite is a true retreat, featuring high ceilings, multiple closets, and a flexible sitting area that can serve as a nursery, gym, or private office. Upstairs, guests enjoy their own wing complete with a loft, theater, and screened terrace—ideal for relaxing or hosting in style. A split four-car garage, custom finishes, and generous room throughout reflect the craftsmanship expected in one of Sarasota’s most distinguished country club communities. The Oaks offers 24-hour security, two championship golf courses, an acclaimed racquets program, fitness and wellness facilities, and fine dining—all just minutes from the beaches and top-rated schools. Experience this home for yourself—take the 3D virtual tour and book your private showing today.

854 Macewen Drive, Osprey
$2,700,000
6 Beds ⋅ 7 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
Multigenerational living behind the gates of The Oaks Golf & Country Club. Set on a rare double lot at the end of a quiet cul-de-sac, this exceptional home is perfectly positioned on the 1st hole of the Heron Course, capturing sweeping golf course and clubhouse views—just minutes from Siesta Beach and Casey Key. The main residence offers 4,700+ square feet, complemented by a private 1,500+ square foot guest house—ideal for extended family or long-term guests. Outdoor living is elevated with a pool and spa, outdoor kitchen, private guest laundry, and some of the most captivating views in the community. At The Oaks, coastal sophistication unfolds across 36 championship fairways, tennis and pickleball courts, with endless opportunities for recreation, dining, and connection. Membership required.

236 Saint James Park, Osprey
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