Oakland Town Homes with No Deed Restriction Community Extras

Welcome to Oakland Town, a hidden gem nestled in the heart of Orange County, Florida. This charming subdivision offers a unique blend of tranquility and convenience, making it the perfect place to call home. With its picturesque landscapes and friendly atmosphere, Oakland Town is ideal for families, retirees, and anyone seeking a peaceful lifestyle.

One of the standout features of Oakland Town is its homes with no deed restrictions, providing residents with the freedom to personalize their properties without the constraints often found in other communities. This flexibility allows homeowners to truly express their individuality, whether through landscaping choices, home improvements, or even recreational vehicles. The absence of deed restrictions fosters a sense of community, where neighbors respect each other's choices and create a welcoming environment.

Oakland Town is strategically located near major roadways, providing easy access to the vibrant city of Orlando and its myriad attractions, from world-renowned theme parks to bustling shopping districts. Residents can enjoy the best of both worlds—peaceful suburban living and the excitement of city life just a short drive away.

In addition to its inviting homes, Oakland Town boasts a variety of community extras. Enjoy leisurely strolls along tree-lined streets, participate in local events, or take advantage of nearby parks and recreational facilities. With a strong sense of community spirit, Oakland Town is more than just a place to live; it’s a place to thrive.

Discover the charm of Oakland Town today, where your dream home awaits in a community that celebrates individuality and connection.

Newest Oakland Town Homes with No Deed Restriction Community Extras

$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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