Oakland Homes with Private Mailbox Exterior Features

Welcome to Oakland, Florida – a hidden gem nestled in Orange County that perfectly blends small-town charm with modern conveniences. This picturesque community is characterized by its lush landscapes, friendly atmosphere, and a rich history that dates back to the late 1800s. With its close proximity to the vibrant city of Orlando, residents enjoy the best of both worlds: a serene suburban lifestyle and easy access to urban excitement.

Oakland boasts an array of outdoor activities, thanks to its scenic parks and beautiful lakes. The West Orange Trail, a popular spot for biking and walking, winds through the area, allowing residents to soak in the stunning natural beauty while staying active. The town also hosts a variety of community events that foster a strong sense of belonging among its residents, making it a great place to call home.

When it comes to real estate, Oakland offers a selection of charming homes, many of which feature private mailbox exterior options, adding a touch of personalization to your property. These homes are designed with comfort and style in mind, often showcasing spacious layouts, modern amenities, and beautifully landscaped yards. Imagine greeting your neighbors as you collect your mail from your very own private mailbox, a simple yet delightful feature that enhances the character of your home.

Whether you’re seeking a peaceful retreat or a place to raise a family, Oakland, FL, is the perfect spot to find your dream home. Come explore the welcoming community and discover the lifestyle that awaits you in this enchanting 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 Homes with Private Mailbox Exterior Features

Newest Oakland Homes with Private Mailbox Exterior Features