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 serene living and modern convenience, making it an ideal choice for families and individuals alike. Just a stone's throw from the vibrant city of Orlando, Oakland Town provides residents with a tranquil escape while keeping them connected to all the excitement the area has to offer.

One of the standout features of homes in Oakland Town is the availability of properties with private pools. Imagine basking in the Florida sun, enjoying a refreshing dip in your own backyard oasis. These homes are designed for relaxation and entertainment, offering spacious outdoor areas perfect for hosting summer barbecues or enjoying quiet evenings under the stars. With lush landscaping and thoughtfully designed patios, your private pool area becomes an extension of your living space, providing an ideal retreat for both family and friends.

The community is known for its friendly atmosphere, where neighbors become friends and families thrive. With nearby parks, walking trails, and top-rated schools, Oakland Town offers a lifestyle that promotes both leisure and growth. Whether you’re looking for a place to raise a family or seeking a peaceful retreat, this subdivision has something for everyone.

Discover the charm of Oakland Town today, where your dream home with a private pool awaits. Embrace a lifestyle of comfort, convenience, and community in this beautiful part of Florida!

$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