Oakland Hills Homes for Sale

Oakland Hills Homes for Sale

Welcome to Oakland Hills, a picturesque subdivision nestled in the heart of Florida, where serene living meets vibrant community life. This charming neighborhood is known for its lush landscapes, tree-lined streets, and a welcoming atmosphere that invites families and individuals alike to call it home.

Oakland Hills offers a delightful selection of homes for sale, catering to diverse tastes and lifestyles. From modern single-family residences to cozy townhouses, each property is designed with comfort and style in mind. Many homes feature spacious layouts, contemporary finishes, and beautiful outdoor spaces, perfect for entertaining or enjoying a quiet evening under the stars. The community’s commitment to quality living is evident in the well-maintained properties and friendly neighbors who foster a true sense of belonging.

Beyond the homes, Oakland Hills boasts an array of amenities that enhance the living experience. Residents can enjoy nearby parks, walking trails, and recreational facilities, making it easy to embrace an active lifestyle. The subdivision is also conveniently located near shopping, dining, and entertainment options, ensuring that everything you need is just a short drive away.

If you’re searching for a place that combines the tranquility of suburban life with the excitement of Florida living, Oakland Hills is the perfect choice. Explore the homes for sale in this enchanting community and discover the opportunity to create lasting memories in a neighborhood that feels like home. Don’t miss out on the chance to be part of this thriving community—your dream home awaits in Oakland Hills!

Newest Oakland Hills Homes for Sale

15210 E Oakland Avenue, Winter Garden
$1,924,999
4 Beds ⋅ 3 Baths ⋅ Oakland Hills SubDv.
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.
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

668 Barbuda Way, Altamonte Springs
$289,000
3 Beds ⋅ 1 Baths ⋅ Oakland Hills SubDv.
Virtually Staged. Seller to offer credit of up to $5000 to buyer at closing. Welcome to this beautifully refreshed 3-bedroom, 1-bathroom home in the Oakland Hills subdivision, offering 988 square feet of thoughtfully updated living space on a spacious corner lot just under a quarter acre. Completely remodeled in 2023, this home combines modern style with major updates for added peace of mind, including a new roof and HVAC system installed in 2024. Inside, you'll find a bright and inviting interior featuring luxury vinyl flooring throughout and a stunning kitchen designed with crisp shaker cabinetry, stainless steel appliances, and contemporary hardware. Every space has been carefully updated to create a move-in-ready experience. Outside, the oversized corner lot provides plenty of room to enjoy, complete with a fenced backyard that offers endless possibilities for entertaining, gardening, pets, or simply relaxing outdoors. A brand-new storage shed adds extra functionality, while the covered carport provides everyday convenience. The home also includes a new washer and dryer, making it easy to settle in from day one. Perfectly positioned near the area's best amenities, this property is just minutes from the shopping and dining options at Altamonte Mall, the scenic walking trails and events at Cranes Roost Park, and major commuter routes for easy access throughout Central Florida. With extensive upgrades, a generous homesite, and an ideal location, this Oakland Hills gem is ready to welcome its next owner. Mortgage savings may be available for buyers of this listing.

668 Barbuda Way, Altamonte Springs

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