Oakland Town Homes with Private Mailbox Exterior Features

Welcome to Oakland Town, a vibrant and picturesque subdivision nestled in the heart of Orange County, Florida. Known for its charming small-town atmosphere, Oakland Town offers residents a unique blend of tranquility and community spirit, making it an ideal place to call home. Surrounded by lush landscapes and scenic views, this delightful neighborhood is perfect for families, retirees, and anyone seeking a peaceful lifestyle without sacrificing modern conveniences.

The homes in Oakland Town are a true reflection of the area's character, featuring beautiful architectural designs and meticulously landscaped yards. One standout feature of many properties here is the private mailbox exterior, which adds a touch of personalization and charm to each residence. These mailboxes not only enhance curb appeal but also provide a sense of ownership and pride, allowing residents to express their individuality while fostering a strong community bond.

Living in Oakland Town means enjoying a close-knit community where neighbors become friends. Residents benefit from nearby parks, walking trails, and recreational facilities that encourage outdoor activities and family gatherings. The subdivision is conveniently located near major highways, making it easy to access the vibrant cities of Orlando and Winter Garden, while still enjoying the serene ambiance of suburban life.

Whether you're looking for a cozy starter home or a spacious family residence, Oakland Town offers a variety of options to suit your needs. Come discover the charm of this enchanting subdivision and experience the warmth of a community that truly feels like home. Your dream home awaits 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 Private Mailbox Exterior Features

Newest Oakland Town Homes with Private Mailbox Exterior Features