Oakland Town Homes with Block Exterior Construction

Welcome to Oakland Town, a hidden gem nestled in the heart of Orange County, Florida. This charming subdivision boasts a perfect blend of suburban tranquility and vibrant community spirit, making it an ideal place for families, retirees, and anyone seeking a welcoming neighborhood.

Oakland Town is characterized by its picturesque tree-lined streets and beautifully maintained homes, many of which feature durable block exterior construction. This construction style not only enhances the aesthetic appeal of the homes but also provides exceptional durability and energy efficiency, ensuring that your investment stands the test of time. The block exteriors are designed to withstand the elements, offering peace of mind and low maintenance for homeowners.

Residents of Oakland Town enjoy easy access to a variety of amenities, including parks, schools, and local shops, all within a short drive. The close-knit community fosters a sense of belonging, with neighborhood events and gatherings that bring people together. For those who love the outdoors, the nearby West Orange Trail offers miles of scenic paths perfect for biking, walking, or jogging.

With its prime location just minutes from downtown Orlando, Oakland Town provides the perfect balance of suburban living with the excitement of city life. Whether you are looking for your first home or a place to settle down, Oakland Town promises a welcoming atmosphere and a vibrant lifestyle. Come explore the charm of Oakland Town and discover the perfect place to call home in sunny Florida!

Newest Oakland Town Homes with Block Exterior Construction

$1,125,000

4 Beds ⋅ 3 Baths ⋅ Oakland Town SubDv. ⋅ 34760 Zip Code

SELLER OFFERING BUYER 20K!!!! TOWARDS CLOSING COSTS AND PREPAIDS. Nestled in the heart of downtown Oakland, FL, this newly renovated two-story home features 4 bedrooms and 2.5 bathrooms. Situated on an oversized lot of nearly 1/2 acre, the property includes a resort-style pool, screened patio, shed, and a 3-car garage. Perfectly positioned between Clermont and Winter Garden, this rare property sits on quiet, charming dirt roads, surrounded by mature LIVE oak trees with NO HOA and direct access to the Winter Garden Trail right from your backyard. Bring your boat, bring your toys—this one has room for it all! From the moment you arrive, the mature landscaping and inviting front porch set the tone for the peaceful retreat that awaits. Step inside to a fully renovated 2026 kitchen featuring upgraded quartz countertops, LVP flooring, subway tile backsplash, refaced cabinets with modern hardware, and a brand-new refrigerator—truly a chef’s dream. Just off the kitchen, new french doors lead to your private patio and show-stopping 2019 salt water pool complete with spa and slide, perfect for entertaining or unwinding after a long day. The first floor includes a large guest bedroom and a spacious primary suite with an oversized walk-in closet and a relaxing ensuite offering a soaking tub and separate shower. Upstairs, you’ll find two generously sized guest bedrooms and a beautifully appointed guest bath. This home is loaded with upgrades for peace of mind and comfort, including 2021 AC units, 2021 roof, 2026 LVP flooring, fresh interior paint and baseboards, newer windows, new fixtures, new landscaping, a new water heater, and a newly painted shed/workshop. Located in the heart of Oakland, you can golf cart to Downtown Winter Garden, Plant Street Market, the Lake Apopka boat ramp, shops, dining, and weekly events. Homes with this level of privacy, upgrades, and location rarely become available—and this one checks every box. Bring your golf cart and don’t miss your chance to own a truly unique custom home in the heart of Oakland. This property will not last! Let’s make it yours.

250 N Walker Street, Oakland

$629,999

4 Beds ⋅ 3 Baths ⋅ Oakland Town SubDv. ⋅ 34760 Zip Code

Brand new 2026 construction with Certificate of Occupancy in place and ready for immediate move-in. This 4-bedroom, 2.5-bath home offers 1,872 sqft of modern living space with custom finishes and a functional open layout. Thoughtfully designed with a clean, contemporary style, the home provides low-maintenance living and the flexibility of a non-HOA setting. Now positioned to reflect current market conditions, this property presents an excellent opportunity for buyers seeking newer construction without delays or renovation needs. A compelling option for buyers looking for value, condition, and immediate occupancy.

38 S Pollard Street, Oakland

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