Oakland Homes with Trees/Woods View

Welcome to Oakland, Florida – a hidden gem nestled in the heart of Orange County, where the charm of small-town living meets the beauty of nature. This picturesque city is renowned for its lush landscapes, friendly community, and a rich history that dates back to the late 1800s. With its tree-lined streets and scenic views, Oakland offers a tranquil escape from the hustle and bustle of nearby urban areas, making it the perfect place to call home.

One of the standout features of Oakland is its stunning homes that boast breathtaking views of trees and woods. Imagine waking up each morning to the soothing sounds of nature, with sunlight filtering through the leaves outside your window. These homes are designed to blend seamlessly with the environment, providing a serene backdrop for your daily life. Whether you’re sipping your morning coffee on the porch or enjoying a quiet evening in your backyard, the natural beauty surrounding you will leave you feeling refreshed and inspired.

Oakland is also home to a vibrant community that values outdoor living. With numerous parks and nature trails just a stone's throw away, residents can easily immerse themselves in the great outdoors. Whether you enjoy hiking, biking, or simply taking leisurely strolls, the abundance of green space invites you to explore the wonders of nature.

In Oakland, you’ll find not just a house, but a place where you can create lasting memories surrounded by the beauty of trees and woods. Come discover the magic of this enchanting city and find your dream home 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 Homes with Trees/Woods View

Newest Oakland Homes with Trees/Woods View