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Property for sale at 8 WINTERS LANDING DRIVE, OAKLAND, FL, 34787

8 Winters Landing DriveOakland, FL, 34787

4beds
3baths
2,850sqft
Single Family Residence
Built in 2005
$220 Quarterly HOA Fee
$850,000
Sold
Price per sqft
$298
Sold on
May 27, 2026
MLS #O6385221Updated May 27, 2026

About this property

Virtually Staged. Welcome to your own private retreat in one of West Orange County’s most sought-after areas. This completely renovated 4-bedroom, 3-bathroom home offering 2,850 square feet of beautifully updated living space, with a new roof (2025), and drain field (2024), located in the heart of Oakland is just minutes from downtown Winter Garden. From the moment you step inside, you’ll appreciate the thoughtful design and elevated finishes throughout. This spacious home features a dedicated office, formal dining room, and formal living room—perfect for entertaining or creating flexible living spaces to fit your lifestyle. The open-concept layout seamlessly connects the kitchen and family room, complete with a cozy breakfast nook ideal for casual dining. The fully renovated interior showcases wood-look tile throughout the main living areas and plush carpet in all bedrooms. Shiplap accent walls and plantation shutters add warmth, character, and timeless charm. Each of the three bathrooms has been uniquely designed, offering its own distinct style and personality. Step outside to your private, fully fenced backyard that backs to a conservation area—ensuring no rear neighbors, ever. Enjoy peaceful views and added privacy in a serene natural setting. This home is less than a 2-minute walk to Oakland Avenue Charter School and sits within the highly desirable golf cart district of downtown Winter Garden—making it easy to enjoy local shops, dining, and community events. Some of these photos have been virtually staged

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Property details

Property type
Single Family Residence
Street address
8 Winters Landing Drive
City
Oakland
State
FL
ZIP code
34787
Year built
2005
New construction
No
Faces
West
Rooms
13
Living area
2,850 sqft
Total building area
3,679 sqft
Levels
One

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at November 8, 2026 at 7:30 AM EST

Price & sale history

EventPrice
SoldMLS #O6385221$850,000
Price reducedMLS #O6385221$875,000Change: −1.1%−$10,000
Listed for saleMLS #O6385221$885,000
SoldMLS #O4929574$239,000
History may be incomplete.
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Location

Property for sale at 8 WINTERS LANDING DRIVE, OAKLAND, FL, 34787
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