Oakland, Florida listings for sale

​
$439,990 - Oakland, FL
2405 Standing Rock Cir Oakland, FL - Beautifully maintained 3-bedroom, 2.5-bath home featuring a spacious backyard perfect for outdoor living, entertaining, or creating your dream garden. Enjoy the convenience of a garage, providing ample parking and storage options. The second floor offers a large, versatile space ideal for a family room, home office, playroom, or media area. Inside, you'll find a comfortable and functional layout with a bright and airy atmosphere, ideal for both everyday living and hosting guests. There is tile in the entrance foyer, adding a touch of durability and style to the home’s entryway. The kitchen and dining areas flow seamlessly, making meal prep and gatherings easy and enjoyable. Residents will love the community amenities, including access to a public pool—perfect for relaxing on warm days. The home is further enhanced by charming front landscaping that adds to its curb appeal and welcoming feel. The neighborhood is just a two-minute walk to the West Orange Trail Head, offering easy access to outdoor recreation. This is a fantastic opportunity to own a well-kept home in a desirable neighborhood with room to grow.
2018 | 3 | 2 | 1,753 sqft.
​
$415,000 - Oakland, FL
2203 Gopher Tortoise Terrace Oakland, FL - Welcome to this exceptionally appointed town home located in Longleaf at Oakland in Oakland, Florida. This charming residence offers 3 bedrooms and 2.5 bathrooms, perfectly designed with an open-concept layout that features stylish laminate flooring in the living and dining areas. The kitchen is truly the heart of the home, boasting a large island with seating for four, L-shape granite countertops, 42-inch cabinets, and stainless steel appliances. Large kitchen windows flood the space with natural light, creating a bright and inviting atmosphere. Adjacent to the kitchen is a laundry room with storage shelves and a walk-in pantry closet for ample storage. Step outside through a glass French door to a private courtyard paved with bricks, ideal for outdoor relaxing or entertaining. The courtyard leads to a 2-car detached garage and additional parking pad. Inside the garage, you'll find a whole-house water treatment system for convenience and efficiency. Upstairs, the master suite features a walk-in closet, a double sink with granite countertops, and a spacious walk-in shower. There are two additional bedrooms and a second full bathroom, providing plenty of space for family or guests. The stairwell wall is beautifully accented with a custom-designed feature, adding a touch of elegance. For added security, the home is wired for a security system with the option to add cameras. The community offers fantastic amenities including a pool, playground, and sidewalks, making it a great place for families and outdoor activities. Located close to shopping centers and major roads, this property is perfect for first-time home buyers, second homeowners, or investors. Currently rented at $2,600 monthly through 2026, offering immediate rental income. Don’t miss the opportunity to make this exceptional town home your new home!
2020 | 3 | 2 | 1,620 sqft.
​
$397,900 - Oakland, FL
1509 Sweet Apple Street Oakland, FL - Welcome to lovely 3 bed 3 bath townhome in the heart of Oakland. This end unit town home is modern with luxury vinyl plank floors and new carpet in the bedrooms. On the first level you will find your open concept living space with access to your private courtyard which is an extension of the entertainment space of this home. The kitchen is modern with 42" upper cabinets, granite countertops, stainless steel appliances, and an eat-in breakfast bar. You will also find a bedroom and full bathroom on this floor. Upstairs you will find two suites each with a private en-suite and large walk-in closet. Enjoy low maintenance living in this 2019 townhome located in the ideal location near Downtown Winter Garden Shopping and dining. Just off HWY-50 minutes to the Turnpike and the 429 making it easy to commute anywhere throughout Central Florida. Schedule your showing today!
2019 | 3 | 3 | 1,809 sqft.
​
$385,000 - Oakland, FL
500 W Oakland Avenue Oakland, FL - Discover the charm of this custom-built home, completed in 2010, with no HOA! Step inside this spacious two-story, 3-bedroom, 2-bathroom home and fall in love with the open floor plan and modern updates. The brand-new flooring and fresh interior paint create a bright, clean, and welcoming feel throughout. The heart of the home is the completely renovated chef’s kitchen, featuring all-new cabinets, sleek countertops, and modern appliances—perfect for anyone who loves to cook or entertain. Enjoy the flexibility of a main-level bedroom and full bathroom, ideal for guests, multigenerational living, or a private home office. Upstairs, you’ll find two additional bedrooms and another full bathroom, offering comfort and privacy for the whole family. Set on a peaceful, nature-filled corner lot, this home provides a serene retreat just steps from the outdoors. Adventure is never far away—the nearby Oakland Nature Preserve invites you to explore scenic walking trails, enjoy educational programs, or relax with tranquil water views from your boat or the dock. When you’re craving a little more buzz, Historic Downtown Winter Garden is just a golf cart ride away. Enjoy brunch at a local café, browse charming boutiques, or spend your Saturday at the award-winning farmers market. The area is alive with family-friendly events, live music, and unforgettable community vibes. Families love Oakland for its warm, small-town feel and top-rated public schools, including the highly acclaimed Oakland Avenue Charter School—a true gem in the community. Whether you’re biking along scenic paths, strolling to the lake, or commuting into Orlando, Oakland offers the perfect blend of small-town charm and big-city access. Unbeatable location with quick access to the Florida Turnpike and SR 429, making it easy to reach Downtown Orlando, Disney World, and beyond. Don’t miss this rare opportunity to own your own piece of paradise. Schedule your private showing today and come see all this beautiful home has to offer!
2010 | 3 | 2 | 1,336 sqft.