Oakland Hills Homes with Community Mailbox Community Features

Welcome to Oakland Hills, a charming subdivision nestled in the heart of Winter Garden, Florida, within the vibrant Orange County. This picturesque community perfectly blends suburban tranquility with modern conveniences, making it an ideal place for families, professionals, and retirees alike.

Oakland Hills boasts a variety of beautifully designed homes that cater to diverse lifestyles and preferences. From cozy single-family residences to spacious two-story designs, each home is thoughtfully crafted with quality materials and contemporary finishes. The community is enhanced by the presence of a centralized community mailbox, fostering a sense of connection and camaraderie among residents as they gather to pick up their mail and engage in friendly conversations.

One of the standout features of Oakland Hills is its commitment to community living. Residents enjoy well-maintained common areas, lush green spaces, and walking trails that encourage outdoor activities and promote a healthy lifestyle. Families can take advantage of nearby parks and playgrounds, while nature enthusiasts will appreciate the proximity to scenic lakes and nature preserves.

Conveniently located, Oakland Hills offers easy access to major highways, making commutes to downtown Orlando or surrounding areas a breeze. The vibrant downtown Winter Garden is just minutes away, featuring a delightful mix of boutique shops, restaurants, and farmers’ markets, perfect for weekend outings.

In Oakland Hills, you’ll find more than just a home; you’ll discover a welcoming community where neighbors become friends and lasting memories are made. Come experience the charm and warmth of Oakland Hills—your new home awaits!

Newest Oakland Hills Homes with Community Mailbox 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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