Oakland Town Homes with Private Mailbox Exterior Features

Welcome to Oakland Town, a picturesque subdivision nestled in the heart of Oakland, Florida, within the vibrant Orange County. This charming community is renowned for its serene atmosphere, lush landscapes, and a strong sense of neighborhood camaraderie. Oakland Town is a hidden gem that perfectly balances the tranquility of suburban living with convenient access to the bustling attractions of nearby Orlando.

One of the standout features of homes in Oakland Town is the delightful private mailbox exteriors. These unique mailboxes not only add a touch of character to each property but also enhance the overall aesthetic of the community. Imagine walking through tree-lined streets, where each mailbox reflects the personality of its owner, creating a warm and inviting environment. These charming touches contribute to the neighborhood's appeal, making it a perfect place for families and individuals seeking a welcoming community.

The homes in Oakland Town are designed with comfort and style in mind, offering a variety of layouts to suit diverse lifestyles. Spacious yards provide ample room for outdoor activities, gardening, or simply enjoying the sunshine. Additionally, the close-knit community fosters relationships among neighbors, encouraging gatherings and social events that enhance the overall living experience.

With its ideal location, beautiful homes, and distinctive features, Oakland Town is more than just a place to live—it's a place to thrive. Whether you’re looking for a peaceful retreat or a vibrant community, Oakland Town offers the perfect backdrop for your next chapter. Come discover the charm and warmth that await you in this delightful subdivision!

$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