Oakland Hills Homes with Pool View

Oakland Hills Homes with Pool View

Welcome to Oakland Hills, a picturesque subdivision nestled in the heart of Winter Garden, Florida. This charming community is a hidden gem in Orange County, where suburban tranquility meets vibrant living. Oakland Hills is renowned for its lush landscapes, friendly neighbors, and an inviting atmosphere that makes it feel like home from the moment you arrive.

One of the standout features of Oakland Hills is its stunning homes, many of which offer breathtaking pool views. Imagine waking up each morning to the serene sight of crystal-clear water glistening under the Florida sun. These homes are designed not just for living, but for enjoying life to the fullest. Spacious layouts, modern amenities, and elegant finishes ensure that every residence is a sanctuary of comfort and style.

In addition to the beautiful homes, Oakland Hills boasts a range of community amenities that enhance the lifestyle of its residents. From well-maintained parks to walking trails, there are plenty of opportunities for outdoor activities and family gatherings. The proximity to Winter Garden's charming downtown area means that shopping, dining, and entertainment are just a short drive away, making it easy to enjoy all that this vibrant city has to offer.

Whether you're looking for a peaceful retreat or a place to raise a family, Oakland Hills is the perfect choice. With homes that offer stunning pool views and a community that embraces the Florida lifestyle, you'll find everything you need to create lasting memories. Come discover the magic of Oakland Hills—your dream home awaits!

Newest Oakland Hills Homes with Pool View

15210 E Oakland Avenue, Winter Garden
$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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