Oakland Hills Homes with Private Pool type

Welcome to Oakland Hills, a picturesque subdivision nestled in the heart of Winter Garden, Florida. This charming community offers an idyllic blend of suburban tranquility and modern convenience, making it an ideal place for families, retirees, and anyone looking to enjoy the beauty of Central Florida.

One of the standout features of Oakland Hills is its stunning homes, many of which boast private pools. Imagine stepping into your own backyard oasis, where you can soak up the Florida sun, host lively barbecues, or simply unwind after a long day. These private pools not only enhance the aesthetic appeal of the homes but also provide a perfect setting for relaxation and recreation, ensuring that every day feels like a vacation.

The subdivision is thoughtfully designed, with tree-lined streets, manicured lawns, and a strong sense of community. Residents enjoy easy access to a variety of local amenities, including shopping centers, parks, and top-rated schools. The vibrant downtown Winter Garden, known for its delightful shops and restaurants, is just a short drive away, offering a perfect blend of leisure and lifestyle.

With its prime location in Orange County, Oakland Hills makes it easy to explore all that Central Florida has to offer. Whether you're heading to the theme parks, enjoying the natural beauty of nearby lakes, or taking in the local culture, this community is at the center of it all.

Discover your dream home in Oakland Hills, where comfort, community, and a private pool await you!

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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