Oakland Hills Homes for Sale

Oakland Hills Homes for Sale

Welcome to Oakland Hills, a luxurious subdivision nestled in the heart of Winter Garden, FL. This exclusive community is located in Orange County and offers a serene and sophisticated living experience for residents seeking the perfect blend of comfort and convenience.

Oakland Hills is a coveted neighborhood known for its upscale homes and picturesque surroundings. The meticulously designed properties in this area boast modern amenities, spacious layouts, and stunning architectural details that cater to the discerning homeowner.

If you are in the market for a new home, Oakland Hills is the perfect place to start your search. With a variety of homes for sale, ranging from cozy single-family residences to expansive estates, there is something for everyone in this sought-after community. Whether you are a first-time homebuyer or looking to upgrade to your dream home, Oakland Hills has the perfect property to suit your needs and lifestyle.

Living in Oakland Hills means enjoying a tranquil setting while still being close to all the conveniences of city life. From top-rated schools and shopping centers to dining options and recreational facilities, everything you need is just a short drive away.

Don't miss the opportunity to be a part of this vibrant community. Explore the homes for sale in Oakland Hills today and discover the perfect place to call 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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