Oakland Town Homes with Private Pool type

Welcome to Oakland Town, a hidden gem nestled in the heart of Orange County, Florida. This charming subdivision offers a perfect blend of suburban tranquility and vibrant community living, making it an ideal choice for families, retirees, and everyone in between. With its lush landscapes and friendly neighbors, Oakland Town is not just a place to live; it’s a place to thrive.

One of the standout features of homes in Oakland Town is the availability of properties with private pools. Imagine stepping out into your own backyard oasis, where you can bask in the Florida sun, host summer barbecues, or unwind after a long day with a refreshing dip. These homes are designed for both relaxation and entertainment, offering spacious layouts that seamlessly connect indoor and outdoor living.

Oakland Town is conveniently located near the scenic shores of Lake Apopka, providing residents with ample opportunities for outdoor activities such as fishing, hiking, and birdwatching. The community is also just a short drive from the bustling attractions of Orlando, including world-famous theme parks, shopping, and dining.

With a strong sense of community and a variety of amenities nearby, Oakland Town is the perfect place to call home. Whether you're looking for a peaceful retreat or an active lifestyle, this subdivision has something for everyone. Explore the possibilities of life in Oakland Town, where your dream home with a private pool awaits!

$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

Oakland Town Homes with Private Pool type

Newest Oakland Town Homes with Private Pool type