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 suburban tranquility and natural beauty, making it an ideal place for families, retirees, and anyone seeking a peaceful retreat from the hustle and bustle of city life.

One of the standout features of Oakland Town is its stunning homes, many of which boast picturesque views of the surrounding trees and woods. Imagine waking up each morning to the gentle rustle of leaves and the soothing sounds of nature just outside your window. These homes are designed to harmonize with their natural surroundings, offering spacious layouts and modern amenities while maintaining a cozy, inviting atmosphere.

The community is known for its friendly neighbors and a strong sense of camaraderie, making it easy to forge lasting friendships. Residents enjoy access to beautiful parks and walking trails, perfect for leisurely strolls or invigorating jogs amidst the lush greenery. The nearby West Orange Trail offers even more opportunities for outdoor recreation, with miles of scenic paths for biking, running, or simply enjoying the great outdoors.

With its prime location in Oakland, residents are just a short drive away from the vibrant attractions of Orlando, including world-renowned theme parks, shopping districts, and dining options. Yet, when you return home to Oakland Town, you’ll feel a world away from the hustle and bustle.

If you’re looking for a home that embraces nature and community spirit, look no further than Oakland Town. Discover the perfect blend of comfort, beauty, and serenity in this enchanting subdivision 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 Trees/Woods View

Newest Oakland Town Homes with Trees/Woods View