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 serene lifestyle without sacrificing modern conveniences. Oakland Hills is renowned for its well-maintained properties, where each home reflects a commitment to quality and aesthetics, thanks to its deed restrictions that preserve the beauty and integrity of the neighborhood.

As you stroll through the tree-lined streets of Oakland Hills, you’ll be captivated by the lush landscaping and inviting atmosphere that make this community feel like home. The homes here vary in style and size, catering to a diverse range of families and lifestyles. Whether you’re seeking a cozy single-family home or a spacious abode for entertaining, Oakland Hills has something for everyone.

Residents enjoy a wealth of community features that enhance their living experience. Take advantage of nearby parks and recreational facilities, perfect for family outings or leisurely walks. The subdivision is conveniently located near top-rated schools, shopping centers, and dining options, ensuring that everything you need is just a stone's throw away.

With its commitment to maintaining property values and fostering a friendly neighborhood spirit, Oakland Hills is more than just a place to live; it’s a community where memories are made and cherished. If you’re looking for a harmonious blend of comfort, beauty, and convenience, Oakland Hills in Winter Garden is the ideal place to call home. Come explore the possibilities today!

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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