Oakland Town Homes with Private Pool type

Welcome to Oakland Town, a picturesque subdivision nestled in the heart of Orange County, Florida. This charming community, located just minutes from the vibrant city of Orlando, offers a perfect blend of suburban tranquility and urban convenience. With its tree-lined streets, friendly neighbors, and family-oriented atmosphere, Oakland Town is an ideal place to call home.

One of the standout features of Oakland Town is its beautiful homes, many of which boast private pools. Imagine stepping out into your own backyard oasis, where you can relax and unwind by the shimmering water on a sunny Florida day. These homes are designed with comfort and luxury in mind, offering spacious layouts and modern amenities that cater to today’s lifestyle. Whether you’re hosting a summer barbecue or enjoying a quiet evening under the stars, a private pool provides the perfect setting for making memories with family and friends.

The community of Oakland Town is also known for its excellent schools, parks, and recreational opportunities, making it a great choice for families. Residents can enjoy a variety of outdoor activities, from hiking and biking trails to nearby lakes perfect for fishing or kayaking. Plus, with easy access to major highways, you’re just a short drive away from the attractions and entertainment that Orlando has to offer.

If you're looking for a serene and welcoming community with beautiful homes and private pools, Oakland Town is the perfect place to find your dream home. Come and experience the charm of Oakland Town for yourself!

$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