Oakland Town Homes for Sale

Oakland Town Homes for Sale

Welcome to Oakland Town, a charming subdivision located in Orange County, Florida. Nestled in the city of Oakland, this community offers a wonderful place to call home.

Oakland Town is a highly sought-after area, known for its beautiful homes and family-friendly atmosphere. With a variety of architectural styles and sizes, there is something to suit every taste and budget. Whether you're a first-time buyer or looking to upgrade, Oakland Town has options for everyone.

The Homes for Sale in Oakland Town are true gems. These properties boast modern amenities, spacious layouts, and stunning curb appeal. From cozy bungalows to expansive estates, there is a home to fit every lifestyle. Many of the homes feature open floor plans, gourmet kitchens, and luxurious master suites, providing the perfect space for relaxation and entertaining.

Living in Oakland Town offers residents a wealth of amenities and conveniences. The community is located just a short drive away from shopping centers, restaurants, and recreational facilities. Additionally, Oakland Town is known for its top-rated schools, making it an ideal place for families.

If you're searching for a place to call home in Orange County, look no further than Oakland Town. With its beautiful homes, friendly community, and convenient location, this subdivision truly has it all. Don't miss out on the opportunity to become a part of this wonderful community.

Newest Oakland Town Homes for Sale

20 W Vick Avenue Unit 2, Oakland
$1,627,000
4 Beds ⋅ 4 Baths ⋅ Oakland Town SubDv. ⋅ 34760 Zip Code
Pre-Construction. To be built. Experience custom living at its finest in this beautifully crafted J&J Building home, ideally located in the heart of charming Oakland. Offering 4 bedrooms, 3.5 bathrooms, and a 2-car garage, this home combines thoughtful design with modern appeal. The primary suite is conveniently located on the main floor, providing a private retreat. Enjoy Florida’s year-round sunshine and entertain with ease in the outdoor summer kitchen, perfect for gathering with family and friends. Situated directly across from Speer Park which features pickle ball, a tennis court and a basketball court. Located just moments from Lake Apopka, the West Orand Trail, three miles to downtown Winter Garden, and steps from the charm of downtown Oakland, this home offers a unique blend of outdoor recreation, small-town character, and custom craftsmanship. Don’t miss the opportunity to make this exceptional property your own!

20 W Vick Avenue Unit 2, Oakland
20 W Vick Avenue Unit 1, Oakland
$1,645,000
4 Beds ⋅ 4 Baths ⋅ Oakland Town SubDv. ⋅ 34760 Zip Code
Under Construction. Discover the perfect blend of custom craftsmanship, modern style, and small-town charm in this beautifully designed J&J Building home. Featuring 4 bedrooms, 3.5 bathrooms, and a 2-car garage, this distinctive residence offers a thoughtfully designed layout with the primary suite conveniently located on the second floor. Sleek vinyl windows add a contemporary touch, while the summer kitchen creates the perfect setting for outdoor entertaining and enjoying Florida living year-round. Ideally situated across from Speer Park where you can enjoy an active lifestyle featuring pickleball, tennis, and basketball courts. Just up the street from Lake Apopka, the West Orange Trail, three miles from downtown Winter Garden, and right next to charming downtown Oakland, this home offers a wonderful opportunity to enjoy the beauty of nature and the appeal of a welcoming community, all close to home. Experience the best of custom living in a location that truly stands out!

20 W Vick Avenue Unit 1, Oakland
250 N Walker Street, Oakland
$999,000
4 Beds ⋅ 3 Baths ⋅ Oakland Town SubDv. ⋅ 34760 Zip Code
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
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