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 modern amenities, making it an ideal place for families, retirees, and anyone seeking a serene lifestyle. With its picturesque tree-lined streets and friendly community atmosphere, Oakland Town is more than just a neighborhood; it’s a place to call home.

One of the standout features of homes in Oakland Town is the availability of private pools. Imagine stepping out into your own backyard oasis, where you can soak up the Florida sun, host summer barbecues, or enjoy a peaceful evening swim under the stars. These homes are designed with your comfort and leisure in mind, providing the perfect retreat after a long day.

The subdivision is conveniently located near major highways and thoroughfares, ensuring easy access to nearby attractions, shopping centers, and dining options. Residents can enjoy the charm of downtown Oakland, with its quaint shops and local eateries, while also being just a short drive away from the bustling city of Orlando. For those who appreciate nature, the area is surrounded by lush parks and scenic trails, perfect for outdoor enthusiasts.

Whether you’re looking for a family-friendly environment or a peaceful sanctuary to unwind, Oakland Town offers a unique blend of community spirit and private luxury. Discover your dream home with a private pool in this delightful subdivision, where every day feels like a vacation. Come and experience the charm and warmth of Oakland Town today!

$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