Oakland Hills Homes with Pool View

Oakland Hills Homes with Pool View

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

As you stroll through the tree-lined streets of Oakland Hills, you’ll be captivated by the charming homes that line the neighborhood. Each residence is thoughtfully designed, featuring spacious layouts and contemporary finishes that cater to today’s lifestyle. One of the standout features of this community is the abundance of homes with stunning pool views. Imagine waking up each morning to the gentle glimmer of sunlight reflecting off your private pool, creating a tranquil oasis right in your backyard.

Residents of Oakland Hills enjoy access to a variety of amenities, including beautifully landscaped parks, walking trails, and community recreational facilities. The neighborhood fosters a warm sense of community, where neighbors become friends and families can thrive.

Conveniently located near the bustling downtown Winter Garden, you’ll find an array of shopping, dining, and entertainment options just a stone's throw away. Whether you’re looking to explore the local farmers market, enjoy a meal at one of the charming bistros, or take a leisurely bike ride along the West Orange Trail, Oakland Hills puts you in the heart of it all.

Experience the best of Florida living in Oakland Hills, where your dream home awaits with a breathtaking pool view. Come and discover the lifestyle you’ve been searching for!

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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