Oakland Homes with Private Mailbox Exterior Features

Welcome to Oakland, Florida – a hidden gem nestled in the heart of Orange County. This charming town boasts a rich historical heritage and a vibrant community spirit, making it an ideal place for families and individuals seeking a serene lifestyle while still being close to the hustle and bustle of nearby Orlando. Known for its beautiful landscapes and picturesque views, Oakland offers residents a unique blend of suburban tranquility and urban convenience.

One of the standout features of homes in this delightful area is the availability of private mailbox exterior features. Imagine pulling into your driveway and being greeted by your very own mailbox, adding a touch of personalization and charm to your property. These private mailboxes not only enhance the aesthetic appeal of your home but also provide an added layer of security and convenience, ensuring that your mail is safely delivered right to your doorstep.

Oakland is surrounded by lush parks, scenic lakes, and an array of outdoor activities, perfect for those who love nature and adventure. With a strong sense of community, local events and farmers' markets are frequent, fostering connections among neighbors and creating a welcoming atmosphere.

Whether you’re looking for a cozy family home or a peaceful retreat, Oakland, FL, with its homes featuring private mailbox exteriors, offers a perfect blend of comfort, charm, and convenience. Discover the beauty of Oakland and find your dream home in this enchanting community 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 Private Mailbox Exterior Features

Newest Oakland Homes with Private Mailbox Exterior Features