Oakland Homes with Trees/Woods View

Welcome to Oakland, Florida, a hidden gem nestled in the heart of Orange County. Known for its picturesque landscapes and charming small-town atmosphere, Oakland is a delightful blend of natural beauty and modern convenience. This quaint town is surrounded by lush greenery, making it an ideal place for those who appreciate the serene beauty of nature. With its rich history, friendly community, and vibrant local culture, Oakland offers residents a warm and inviting environment to call home.

One of the standout features of homes in Oakland is their stunning views of trees and wooded areas. Imagine waking up each morning to the gentle rustle of leaves and the soothing sounds of nature just outside your window. Many properties in this area are thoughtfully designed to complement the surrounding landscape, providing a sense of tranquility and privacy. Whether you’re sipping your morning coffee on the porch or enjoying a sunset from your backyard, the natural beauty that envelops these homes creates a peaceful oasis for you and your family.

Oakland is also conveniently located near major highways, making it easy to access nearby cities like Orlando, while still allowing you to retreat to the quiet charm of suburban life. With local parks, community events, and a strong sense of community, this town is perfect for families, retirees, and anyone seeking a slower pace of life without sacrificing modern amenities. Come discover the enchanting allure of Oakland, where your dream home awaits amidst the beauty of nature!

$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 Homes with Trees/Woods View

Newest Oakland Homes with Trees/Woods View