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 place for families, professionals, and retirees alike. With its picturesque streets lined with lush trees and beautifully manicured lawns, Oakland Town exudes a warm and inviting atmosphere that feels like home.

One of the standout features of Oakland Town is the array of stunning homes equipped with private pools. Imagine stepping into your own backyard oasis, where you can unwind and soak up the Florida sunshine or host gatherings with friends and family. These homes are designed with comfort and luxury in mind, offering spacious layouts, modern amenities, and exquisite outdoor spaces perfect for entertaining or enjoying a quiet evening under the stars.

Residents of Oakland Town enjoy a strong sense of community, with nearby parks, walking trails, and recreational facilities that encourage an active lifestyle. The subdivision is conveniently located near top-rated schools, shopping centers, and dining options, ensuring that everything you need is just a short drive away. Plus, with easy access to major highways, exploring the greater Orlando area and its world-renowned attractions is a breeze.

Whether you’re looking to relax by your private pool, engage with friendly neighbors, or explore the beauty of Central Florida, Oakland Town has it all. Discover the charm of this delightful subdivision and find your dream home 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