Oakland Hills Homes with Deed Restrictions Community Features

Welcome to Oakland Hills, a picturesque subdivision nestled in the heart of Winter Garden, Florida. This charming community in Orange County is renowned for its serene atmosphere and family-friendly environment, making it an ideal place for those seeking a blend of comfort and convenience.

Oakland Hills boasts a variety of beautifully designed homes, each with unique architectural features that cater to a diverse range of tastes. As a deed-restricted community, residents enjoy the peace of mind that comes with well-maintained properties and a commitment to upholding high standards throughout the neighborhood. This ensures that the aesthetic appeal of Oakland Hills remains intact, fostering a sense of pride among homeowners.

One of the standout features of Oakland Hills is its community amenities. Residents have access to lush green spaces, scenic walking trails, and well-equipped parks, perfect for leisurely strolls or weekend picnics with family and friends. The community also organizes various events throughout the year, fostering a strong sense of camaraderie among neighbors and enhancing the overall living experience.

Conveniently located, Oakland Hills is just a stone's throw away from Winter Garden's vibrant downtown area, where you can enjoy a delightful array of shops, restaurants, and entertainment options. With easy access to major highways, commuting to nearby cities is a breeze, making this community a perfect choice for both professionals and families alike.

Discover your dream home in Oakland Hills, where community spirit meets modern living, and make lasting memories in this enchanting Winter Garden neighborhood!

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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