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. Oakland Town is renowned for its welcoming atmosphere, where neighbors become friends and community spirit thrives.

One of the standout features of Oakland Town is its homes with no deed restrictions, providing residents with the freedom to personalize their properties to their liking. Whether you're looking to create a lush garden oasis, set up a workshop, or simply enjoy the flexibility of homeownership, this community offers the space and freedom to make your vision a reality.

The homes in Oakland Town are characterized by their diverse architectural styles, ensuring that there’s something for everyone. From cozy single-family residences to spacious modern designs, each property exudes charm and warmth. Many homes are surrounded by lush greenery, offering a serene backdrop for your daily life.

In addition to its beautiful homes, Oakland Town boasts a variety of community extras that enhance the living experience. Residents can enjoy nearby parks, walking trails, and recreational facilities, perfect for family outings or leisurely strolls. The subdivision is also conveniently located near shopping, dining, and entertainment options, ensuring that everything you need is just a stone's throw away.

With its friendly vibe, spacious homes, and no deed restrictions, Oakland Town is not just a place to live; it’s a community where you can truly thrive. Come explore the possibilities and discover your dream home in this delightful Florida enclave!

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

Start Your Search