Oakland Hills Homes with Private Pool type

Welcome to Oakland Hills, a hidden gem nestled in the heart of Winter Garden, Florida. This charming subdivision offers the perfect blend of suburban tranquility and vibrant community life, making it an ideal place for families, retirees, and everyone in between.

As you explore Oakland Hills, you’ll discover a variety of beautifully designed homes, many of which feature private pools. Imagine stepping into your backyard oasis, where you can unwind after a long day or host unforgettable gatherings with friends and family. The allure of a private pool is not just about luxury; it’s about creating a lifestyle filled with relaxation and enjoyment under the warm Florida sun.

The homes in Oakland Hills are characterized by their modern architecture and thoughtful layouts, providing ample space for comfortable living. With lush landscaping and well-maintained streets, the neighborhood exudes a welcoming atmosphere. Residents enjoy access to nearby parks, trails, and recreational facilities, ensuring there’s always something to do, whether it’s a leisurely stroll or an active day outdoors.

Conveniently located, Oakland Hills is just a short drive from the bustling downtown Winter Garden, where you can savor delightful dining options, boutique shopping, and vibrant community events. Plus, with easy access to major highways, you’re never far from the attractions of Orlando, including world-renowned theme parks and entertainment.

If you’re seeking a community that offers both serenity and convenience, look no further than Oakland Hills. Come and discover your dream home with a private pool in this enchanting Winter Garden neighborhood, where every day feels like a vacation!

Newest Oakland Hills Homes with Private Pool type

$1,924,999

4 Beds ⋅ 3 Baths ⋅ Oakland Hills SubDv. ⋅ 34787 Zip Code

Custom-built by Justice & Wood Builders, this 4-bedroom, 3-bathroom Modern Farmhouse sits on a rare 0.47-acre lot in Oakland Hills, an intimate community of just 17 homesites minutes from Historic Downtown Winter Garden. Towering, moss-draped oaks frame the property and set a peaceful tone from the moment you arrive. Inside, wide-plank wood floors and abundant natural light flow through an open-concept living space crowned by cathedral ceilings and exposed timber beams. The kitchen goes well beyond standard gourmet, with shaker cabinetry, quartz countertops, a massive blue-gray center island, a deep farmhouse sink, professional stainless steel appliances, and a natural gas range built for serious cooking. The bedrooms are generously sized and well separated. The upstairs bedroom is flexible enough to serve as a home office, gym, media room, or guest suite, and it has air-conditioned storage and a large walk-in attic. The bathrooms feature clean lines, modern fixtures, and custom tilework. The laundry room has extensive cabinetry, quartz counters, and a patterned tile backsplash. The three-car garage includes an EV adapter in the third bay. Out back, the fully fenced yard feels like your own resort, with a pool and spa surrounded by a spacious paver patio and a fire pit area for evenings outside. Downtown Winter Garden's Farmers Market, Plant Street Market, boutiques, and restaurants are minutes away by car or golf cart.

15210 E Oakland Avenue, Winter Garden

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