Oakland Hills Homes with Private Pool type

Oakland Hills Homes with Private Pool type

Welcome to Oakland Hills, a picturesque subdivision nestled in the heart of Winter Garden, Florida, within the vibrant Orange County. This charming community offers a perfect blend of suburban tranquility and modern conveniences, making it an ideal choice for families, retirees, and everyone in between.

One of the standout features of Oakland Hills is the array of stunning homes, many of which boast private pools. Imagine stepping into your own backyard oasis, where you can relax under the Florida sun, host gatherings with friends and family, or simply unwind after a long day. With the warm climate of Winter Garden, a private pool becomes not just a luxury but a lifestyle, allowing you to enjoy year-round outdoor living.

The homes in Oakland Hills are designed with comfort and style in mind, featuring spacious layouts, modern finishes, and beautiful landscaping. Whether you’re looking for a cozy single-family home or a larger residence to accommodate your growing family, this community has something to offer everyone.

Beyond the beautiful homes, Oakland Hills is conveniently located near a variety of shopping, dining, and recreational options. The vibrant downtown Winter Garden area is just a short drive away, where you can explore local boutiques, enjoy delicious cuisine, or take a stroll along the scenic West Orange Trail.

Discover the charm of Oakland Hills—a community where you can create lasting memories, enjoy the Florida sunshine, and savor the comfort of home. Your dream home with a private pool awaits!

Newest Oakland Hills Homes with Private Pool type

15210 E Oakland Avenue, Winter Garden
$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

Start Your Search