Oakland Hills Homes with Deed Restrictions Community Features

Welcome to Oakland Hills, a charming subdivision nestled in the heart of Winter Garden, Florida. This picturesque community, located in Orange County, is a hidden gem that combines the tranquility of suburban living with the vibrancy of nearby urban amenities. Known for its beautifully landscaped streets and well-maintained properties, Oakland Hills offers a serene environment where families can thrive and create lasting memories.

One of the standout features of Oakland Hills is its commitment to maintaining a high standard of living through its deed restrictions. These guidelines ensure that the aesthetics and integrity of the neighborhood are preserved, fostering a sense of pride among residents. Homeowners can enjoy peace of mind knowing that their investment is protected, and the community remains visually appealing for years to come.

The homes in Oakland Hills are designed with comfort and style in mind, featuring spacious layouts and modern finishes that cater to a variety of lifestyles. Whether you're a first-time buyer, a growing family, or looking to downsize, there's something for everyone in this welcoming community.

In addition to its stunning homes, Oakland Hills boasts an array of amenities that enhance the quality of life for its residents. Enjoy leisurely strolls through the neighborhood, or take advantage of the nearby parks and recreational facilities that Winter Garden has to offer. With its close proximity to shopping, dining, and entertainment options, you’ll find everything you need just a stone’s throw away.

Experience the charm and community spirit of Oakland Hills, where your dream home awaits!

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

Start Your Search