Oakland Hills Real Estate

Oakland Hills Real Estate

Welcome to Oakland Hills, a hidden gem nestled in the heart of Florida that perfectly blends tranquility with convenience. This charming subdivision offers a serene escape from the hustle and bustle of city life, while still being just a stone's throw away from all the vibrant amenities you could desire.

As you enter Oakland Hills, you'll be greeted by beautifully landscaped streets lined with mature trees and manicured lawns, creating a picturesque setting that feels like home the moment you arrive. The community is characterized by its welcoming atmosphere and friendly neighbors, making it an ideal place for families, retirees, and young professionals alike.

One of the standout features of Oakland Hills is its prime location. Residents enjoy easy access to top-rated schools, shopping centers, and recreational facilities. Whether you’re looking for a day of shopping at nearby malls, a round of golf at local courses, or a relaxing afternoon at one of Florida’s stunning beaches, everything is just a short drive away.

Outdoor enthusiasts will appreciate the nearby parks and nature trails, perfect for weekend adventures or leisurely strolls. The community also hosts various events throughout the year, fostering a strong sense of camaraderie among residents.

In Oakland Hills, you’ll find a diverse selection of homes, from cozy single-family residences to spacious modern designs, catering to various lifestyles and budgets. With its blend of natural beauty, community spirit, and convenient location, Oakland Hills is more than just a subdivision; it’s a place where you can truly thrive and create lasting memories. Come discover your dream home in this enchanting neighborhood!

Newest Listings in Oakland Hills

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
6416 E 23rd Avenue, Tampa
$150,000
Oakland Hills SubDv. ⋅ 33619 Zip Code
The opportunity is to purchase a .79 acre parcel that could be subdivided into up to 4 residential lots. The site is wooded and the approximate dimensions are 115 feet by 299 feet subject to a survey.

6416 E 23rd Avenue, Tampa
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