Oakland Hills Homes with Pool View

Welcome to Oakland Hills, a charming subdivision nestled in the heart of Winter Garden, Florida, within the vibrant Orange County. This picturesque community is renowned for its serene atmosphere, lush landscapes, and a warm sense of belonging that welcomes families and individuals alike.

One of the standout features of Oakland Hills is its stunning homes, many of which boast breathtaking pool views. Imagine waking up each morning to the gentle glimmer of sunlight dancing on the water, creating a tranquil backdrop for your daily routine. These homes are designed not just for comfort, but for a lifestyle that embraces the beauty of outdoor living. Whether you're enjoying a quiet morning coffee by the pool or hosting lively gatherings with friends and family, the pool views add a touch of elegance and relaxation to your everyday life.

The subdivision is conveniently located near the charming downtown Winter Garden, where you can explore a delightful array of shops, restaurants, and local events. With easy access to major highways, residents enjoy the perfect blend of suburban tranquility and urban convenience, making commutes to nearby cities a breeze.

In Oakland Hills, you’ll find more than just a home; you’ll discover a community that values connection, recreation, and the joys of living. With its inviting atmosphere, stunning homes with pool views, and proximity to the best that Winter Garden has to offer, Oakland Hills is truly a place to call home. Come and experience the allure of this exceptional neighborhood—your dream home awaits!

Newest Oakland Hills Homes with Pool View

$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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