Town/Oakland Real Estate

Town/Oakland Real Estate

Welcome to Town of Oakland, a hidden gem nestled in the heart of Orange County, Florida. This charming subdivision offers a unique blend of small-town warmth and modern amenities, making it an ideal place for families, retirees, and everyone in between. With its picturesque tree-lined streets and beautifully maintained homes, Oakland embodies the essence of community living.

As you explore the area, you’ll discover Oakland’s rich history and vibrant culture. Originally established as a railroad town in the late 19th century, this quaint community has evolved while retaining its historical charm. Residents enjoy easy access to a variety of local parks, where you can bask in the Florida sunshine, take leisurely strolls, or enjoy a picnic with family and friends. The nearby West Orange Trail invites outdoor enthusiasts to hike, bike, or jog through scenic landscapes.

Education is a top priority in Oakland, with highly-rated schools that foster a nurturing environment for children. Families appreciate the close-knit community feel, where neighbors become friends and local events bring everyone together.

Conveniently located just a short drive from the bustling city of Orlando, Oakland provides residents with the perfect balance of tranquility and accessibility. Enjoy the nearby shopping, dining, and entertainment options while returning home to your peaceful oasis.

Whether you’re looking to buy your first home, downsize, or invest in a property, the Town of Oakland offers a welcoming atmosphere and a promising future. Discover the charm of Oakland today, and see why this community is the perfect place to call home!

Newest Listings in Town/Oakland

137 Petris Avenue, Oakland
$1,445,000
4 Beds ⋅ 4 Baths ⋅ O6440357 MLS
FRONT PORCH CHARM, WEST ORANGE TRAIL VIEWS, AND A HOME FULL OF CHARACTER IN THE HEART OF OAKLAND! Start your mornings from the covered front porch and porch swing, taking in the peaceful surroundings and views of the West Orange Trail just beyond your front door. Step inside to soaring spaces, abundant natural light, and architectural details that immediately make an impression. A grand staircase leads to a striking bridge-style balcony overlooking the family room, while a beautiful brick gas-burning fireplace anchors the living space and creates a warm, inviting centerpiece for gathering and entertaining. Designed with both everyday living and flexibility in mind, the spacious floor plan features a formal dining room, dedicated office, bonus room, and enclosed sunroom offering even more space to relax and enjoy the Florida lifestyle year-round. A generously sized walk-in closet provides exceptional storage, while thoughtful features such as a central vacuum system add everyday convenience. Roof Replacement in 2025 and HVAC replacement in 2022 add peace of mind for years to come. Located within Oakland's golf cart district, this home offers extra garage space for your golf cart, bikes, and moreWhether you're enjoying coffee on the porch swing, relaxing beside the fireplace, or simply taking in the peaceful small-town atmosphere, this home offers a wonderful combination of space, character, and location in sought-after Oakland. Come experience the charm and lifestyle that make this community such a special place to call home!

137 Petris Avenue, Oakland

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