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, offering a perfect blend of suburban tranquility and vibrant city life. With its lush landscapes, friendly neighbors, and ideal location, Oakland Hills is the perfect place to call home.

One of the standout features of Oakland Hills is the stunning homes that grace its tree-lined streets. Many of these residences boast beautiful pool views, allowing residents to enjoy the serene sight of shimmering waters right from their backyards. Imagine waking up each morning to the gentle sound of water lapping against the pool’s edge, or unwinding in the evening with a glass of wine while basking in the glow of a sunset reflected on the water. These homes are designed for both relaxation and entertaining, making them perfect for families and individuals alike.

Living in Oakland Hills means you’re just a stone’s throw away from Winter Garden’s vibrant downtown area, where you can explore boutique shops, delightful eateries, and community events throughout the year. For outdoor enthusiasts, the nearby West Orange Trail offers miles of scenic paths for walking, jogging, or biking.

With its blend of comfort, beauty, and community spirit, Oakland Hills is more than just a place to live; it’s a lifestyle waiting to be embraced. Come discover your dream home with a pool view in this enchanting subdivision, where every day feels like a vacation!

Newest Oakland Hills Homes with Pool View

15210 E Oakland Avenue, Winter Garden
$1,899,999
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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