Oakland Hills Real Estate

Oakland Hills Real Estate

Welcome to Oakland Hills, a hidden gem nestled in the heart of Florida that perfectly blends suburban tranquility with vibrant community life. This charming subdivision is designed for those who appreciate the beauty of nature and the convenience of modern living.

As you stroll through the tree-lined streets of Oakland Hills, you’ll be captivated by the picturesque surroundings, featuring lush landscaping and well-maintained homes that exude warmth and character. The community is known for its friendly atmosphere, where neighbors become friends and families thrive.

One of the standout features of Oakland Hills is its prime location. Residents enjoy easy access to top-rated schools, making it an ideal choice for families. The nearby shopping centers, restaurants, and recreational facilities ensure that everything you need is just a short drive away. Whether you're looking for a cozy café or a vibrant shopping experience, you'll find it all within reach.

For outdoor enthusiasts, Oakland Hills offers numerous parks and green spaces, perfect for weekend picnics, morning jogs, or leisurely walks with your furry friends. The community is also conveniently located near some of Florida's beautiful beaches, providing endless opportunities for sun-soaked adventures.

In Oakland Hills, you’re not just buying a home; you’re investing in a lifestyle filled with community spirit and a sense of belonging. Experience the charm and convenience of this delightful subdivision, where your dream home awaits amidst the beauty of Florida living. Come discover why Oakland Hills is the perfect place to call home!

Newest Listings in Oakland Hills

782 Oaklando Drive, Altamonte Springs
$340,000
3 Beds ⋅ 1 Baths ⋅ Oakland Hills SubDv.
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.
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
191 Rotonda Boulevard W Unit A,B,C, Rotonda West
$870,000
9 Beds ⋅ 6 Baths ⋅ Oakland Hills SubDv.
Brand-New Construction TRIPLEX located in the Oakland Hills section of Rotonda West, offering a versatile opportunity for a variety of living and investment goals. This newly built property features 3 spacious units, each offering 3 bedrooms, 2 bathrooms, modern finishes, and open-concept layouts designed for comfortable everyday living. Each unit includes a contemporary kitchen with stainless steel appliances, ample cabinetry, bright living areas, a private lanai for outdoor enjoyment, and its own detached 1-car garage for added convenience and storage. Thoughtfully designed floor plans and modern construction provide flexibility for personal use, rental opportunities, or long-term investment potential. Conveniently located near golf courses, parks, shopping, dining, marinas, and Gulf Coast beaches including Englewood Beach and Boca Grande. Rotonda West is known for its scenic surroundings and access to outdoor recreation and coastal amenities. An excellent opportunity to own a newly constructed multi-unit property in a growing Southwest Florida market with potential for income-producing use and long-term value. Schedule your private showing today.

191 Rotonda Boulevard W Unit A,B,C, Rotonda West
195 Rotonda Boulevard W Unit A,B,C, Rotonda West
$720,000
9 Beds ⋅ 6 Baths ⋅ Oakland Hills SubDv.
Brand-New Construction Triplex located in the Oakland Hills section of Rotonda West, offering a versatile opportunity for a variety of living and investment goals. This newly built property features three spacious units, each offering 3 bedrooms, 2 bathrooms, modern finishes, and open-concept layouts designed for comfortable everyday living. Each unit includes a contemporary kitchen with stainless steel appliances, ample cabinetry, bright living areas, a private lanai for outdoor enjoyment, and its own detached 1-car garage for added convenience and storage. Thoughtfully designed floor plans and modern construction provide flexibility for personal use, rental opportunities, or long-term investment potential. Conveniently located near golf courses, parks, shopping, dining, marinas, and Gulf Coast beaches including Englewood Beach and Boca Grande. Rotonda West is known for its scenic surroundings and access to outdoor recreation and coastal amenities. An excellent opportunity to own a newly constructed multi-unit property in a growing Southwest Florida market with potential for income-producing use and long-term value. Schedule your private showing today.

195 Rotonda Boulevard W Unit A,B,C, Rotonda West
6416 E 23rd Avenue, Tampa
$150,000
Oakland Hills SubDv.
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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