Oakland Hills Homes with Deed Restrictions Community Features

Welcome to Oakland Hills, a picturesque subdivision nestled in the heart of Winter Garden, Florida, within the vibrant Orange County. This charming community is designed for those who appreciate a harmonious blend of modern living and natural beauty. With its lush landscapes and well-maintained streets, Oakland Hills offers a serene environment that feels like a true retreat from the hustle and bustle of city life.

One of the standout features of Oakland Hills is its commitment to community standards through deed restrictions. This ensures that the neighborhood maintains its aesthetic appeal and property values, allowing residents to enjoy a cohesive and attractive environment. Whether you’re strolling through the tree-lined sidewalks or enjoying a sunny afternoon in one of the community parks, you’ll appreciate the care and attention that goes into preserving the charm of Oakland Hills.

The homes in this delightful subdivision are designed with families in mind, offering a variety of layouts and styles to suit diverse lifestyles. From spacious single-family homes to cozy retreats, each residence is thoughtfully constructed to provide comfort and functionality. Many properties feature beautifully landscaped yards, perfect for outdoor activities or simply unwinding after a long day.

In addition to its stunning homes, Oakland Hills is conveniently located near top-rated schools, shopping centers, and recreational facilities. Residents can enjoy easy access to the vibrant downtown Winter Garden, where charming boutiques, delightful eateries, and community events await. Embrace the Oakland Hills lifestyle, where community spirit and natural beauty come together to create the perfect place to call home.

Newest Oakland Hills Homes with Deed Restrictions Community Features

$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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