Oakland Hills Homes for Sale

Oakland Hills Homes for Sale

Welcome to Oakland Hills, a picturesque subdivision nestled in the heart of Winter Garden, FL. This charming community is located in Orange County and offers a tranquil and family-friendly environment for its residents.

Oakland Hills is a sought-after neighborhood known for its beautiful homes and well-maintained streets. The properties in this area are meticulously designed, offering a blend of modern amenities and traditional charm. From cozy single-family homes to spacious estates, there is a home for every lifestyle in Oakland Hills.

If you are looking for homes for sale in Winter Garden, Oakland Hills should be at the top of your list. With its convenient location, top-rated schools, and proximity to shopping and dining options, this community has everything you need to live a comfortable and fulfilling life.

Whether you are a first-time homebuyer or looking to upgrade to a larger property, Oakland Hills has a diverse range of real estate options to choose from. Don't miss the opportunity to become a part of this vibrant and welcoming neighborhood. Explore the homes for sale in Oakland Hills today and find your dream home in Winter Garden, FL.

Newest Oakland Hills Homes for Sale

782 Oaklando Drive, Altamonte Springs
$340,000
3 Beds ⋅ 1 Baths ⋅ Oakland Hills SubDv. ⋅ 32714 Zip Code
NEW PHOTOS COMING SOON!! Welcome to 782 Oaklando Drive, conveniently located in the heart of Altamonte Springs! This property offers an excellent opportunity to enjoy Central Florida living in an established neighborhood with easy access to shopping, dining, entertainment, parks, and major roadways. Ideally situated near SR-436 and I-4, the location provides convenient access to Winter Park, Maitland, Orlando, and surrounding communities. Whether you're searching for your next home or an investment opportunity, this property offers an appealing combination of location, convenience, and potential. Schedule your private showing today and discover everything this Altamonte Springs property has to give!

782 Oaklando Drive, Altamonte Springs
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
682 Durango Way, Altamonte Springs
$399,000
4 Beds ⋅ 2 Baths ⋅ Oakland Hills SubDv. ⋅ 32714 Zip Code
Virtually Staged. NEW ROOF! Seller will pay $5,000 towards buyers closing costs. Welcome to this beautifully renovated 4-bedroom, 2-bathroom home in the heart of Altamonte Springs, where modern upgrades meet everyday functionality. Located within a highly sought-after, top-rated school district, this move-in-ready home offers exceptional style and comfort from the moment you arrive. Step inside to discover a bright, open layout featuring all-new flooring, fresh interior paint, and a stunning designer kitchen that serves as the heart of the home. Boasting sleek quartz countertops, abundant cabinetry, an oversized farmhouse sink, and a spacious center island, this kitchen is perfectly designed for entertaining guests or enjoying everyday meals. Both bathrooms have been thoughtfully remodeled with luxurious floor-to-ceiling tile, spacious walk-in showers, and heated toilet seats, creating a spa-inspired retreat with a clean, contemporary feel. Continue outside to the private backyard, where you'll find a brand-new fence and low-maintenance gravel landscaping, offering the perfect space to relax, entertain, or personalize to your lifestyle. With a new roof, extensive interior renovations, new exterior paint, modern finishes throughout, and an unbeatable Altamonte Springs location close to shopping, dining, parks, major roadways, and everyday conveniences, this home is truly turnkey and ready for its next owners. Don't miss your opportunity to make it yours!

682 Durango Way, Altamonte Springs
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