Oakland Hills Homes with Sidewalk Exterior Features

Welcome to Oakland Hills, a charming subdivision nestled in the heart of Tampa, Florida, within Hillsborough County. This picturesque community offers the perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and retirees alike.

As you stroll through the tree-lined streets of Oakland Hills, you’ll immediately notice the inviting atmosphere created by well-maintained sidewalks that encourage leisurely walks and friendly chats with neighbors. The homes here are designed with community in mind, featuring beautiful exteriors that reflect a variety of architectural styles, ensuring that every residence has its own unique charm.

The homes in Oakland Hills boast spacious layouts and modern amenities, perfect for today’s lifestyle. With a focus on outdoor living, many properties showcase lovely gardens and patios, where residents can enjoy the beautiful Florida weather year-round. The subdivision is also conveniently located near top-rated schools, parks, and shopping centers, making it easy to access everything you need.

For those who enjoy an active lifestyle, Oakland Hills offers a variety of recreational opportunities, including nearby golf courses, trails, and sports facilities. Whether you’re looking for a place to raise a family or seeking a vibrant community to call home, Oakland Hills is a hidden gem in Tampa that promises a warm welcome and a sense of belonging.

Discover the charm of Oakland Hills today and envision the life you’ve always dreamed of in this delightful Tampa neighborhood!

Newest Oakland Hills Homes with Sidewalk Exterior Features

$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

$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

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