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 designed for those who appreciate the perfect blend of natural beauty and modern conveniences. With its lush landscapes and tranquil surroundings, Oakland Hills offers a peaceful retreat from the hustle and bustle of city life while still providing easy access to everything you need.

Homes for sale in Oakland Hills are as diverse as the families that call this community home. From spacious single-family residences to cozy townhomes, there is a perfect fit for everyone. Each property boasts unique architectural styles, showcasing the charm and character that Oakland Hills is known for. Many homes feature expansive yards, ideal for family gatherings, gardening, or simply enjoying the warm Florida sunshine.

Residents of Oakland Hills enjoy a tight-knit community atmosphere, with friendly neighbors and a variety of local events that foster camaraderie. The subdivision is conveniently located near top-rated schools, shopping centers, and recreational facilities, making it an ideal choice for families, professionals, and retirees alike.

If you’re looking for a place that offers both tranquility and community spirit, Oakland Hills is the perfect destination. With homes for sale that cater to a range of lifestyles and budgets, now is the time to explore the possibilities. Come discover your dream home in Oakland Hills, where a wonderful life awaits!

Newest Oakland Hills Homes for Sale

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
661 Encino Way, Altamonte Springs
$295,000
3 Beds ⋅ 2 Baths ⋅ Oakland Hills SubDv. ⋅ 32714 Zip Code
Excellent opportunity in Altamonte Springs! This 3-bedroom, 2-bath home is ideal for investors seeking income potential as well as future homeowners planning ahead for their next move. The home features a comfortable open floor plan, an updated kitchen with modern appliances, a new roof, and plenty of natural light throughout. The primary suite provides privacy with its own en-suite bath, while the additional bedrooms create flexibility for family, guests, or a home office. Step outside and enjoy the spacious fenced backyard surrounded by greenery, creating an inviting space for outdoor living, entertaining, gardening, or future enhancement. Located in a quiet, established neighborhood, this property places residents close to schools, shopping, dining, parks, and everyday conveniences. With easy access to major highways, commuting throughout Altamonte Springs, Orlando, and the surrounding Central Florida area is simple and convenient. 661 Encino Way brings together location, functionality, outdoor space, and long-term value.

661 Encino Way, Altamonte Springs
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
6510 E 25th Avenue, Tampa
$595,000
4 Beds ⋅ 3 Baths ⋅ Oakland Hills SubDv. ⋅ 33619 Zip Code
PRICE REDUCTION. MAIN HOME + PERMITTED GUEST HOUSE. Two full residences on one lot. NEW PRICE. 4 bedrooms, 3 baths, and approx. 2,271 total sq ft of 2024 construction on 0.30 acres. The main home offers 3 bedrooms, 2 baths, and 1,679 sq ft of concrete block and stucco construction with high ceilings, granite countertops, and tile flooring throughout; the garage is currently finished as a game room. Steps away, the permitted, detached 500 sq ft guest house includes its own full kitchen, bedroom, and bath flexible as guest quarters, home office, studio, or income opportunity (buyer to verify rental terms). No HOA, no CDD, no rental restrictions. Parking for up to 4 vehicles. Furnishings available under separate contract for a true turnkey option. Minutes to Historic Ybor City, Amalie Arena, Seminole Hard Rock, and Busch Gardens, with quick interstate access throughout Tampa Bay.

6510 E 25th Avenue, Tampa
668 Barbuda Way, Altamonte Springs
$289,000
3 Beds ⋅ 1 Baths ⋅ Oakland Hills SubDv. ⋅ 32714 Zip Code
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
Start Your Search