Oakland Town Homes with Trees/Woods View

Welcome to Oakland Town, a hidden gem nestled in the heart of Orange County, Florida. This charming subdivision offers a unique blend of serene living and modern convenience, making it an ideal choice for families, retirees, and everyone in between. With its picturesque landscapes and community spirit, Oakland Town is not just a place to live; it's a place to thrive.

One of the standout features of Oakland Town is its breathtaking homes that boast stunning views of lush trees and serene woods. Imagine waking up each morning to the gentle rustle of leaves and the soft chirping of birds, all from the comfort of your own backyard. These homes are thoughtfully designed to harmonize with the natural surroundings, providing residents with a peaceful retreat that feels miles away from the hustle and bustle of city life.

In addition to the beautiful scenery, Oakland Town is conveniently located just a short drive from downtown Orlando, where you can enjoy a vibrant array of dining, shopping, and entertainment options. The community is also in close proximity to various parks and recreational areas, perfect for outdoor enthusiasts and families looking for weekend adventures.

Whether you're strolling through the tree-lined streets, enjoying a picnic in the park, or simply relaxing on your porch with a good book, Oakland Town offers a lifestyle that is both laid-back and fulfilling. Come discover the charm and beauty of this delightful community, where your dream home awaits amidst nature’s splendor. Experience the best of Florida living in Oakland Town!

$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 Trees/Woods View

Newest Oakland Town Homes with Trees/Woods View