8 WINTERS LANDING DRIVE OAKLAND, FL 34787
update time: 04/18/2026 18:05:06
One or more photo(s) has been 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), 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**
Head west from downtown Orlando toward West Colonial Drive (State Road 50). Continue on West Colonial Drive (SR 50) heading west toward Winter Garden. SR 50 is the main east-west road that goes all the way from Orlando into Winter Garden/Oakland. Stay on SR 50 west through Ocoee and into the Winter Garden/Oakland area (about 14–19 miles total from Orlando). Turn right onto Avalon Road (County Road 545) at a traffic signal after passing some commercial areas in Winter Garden/Oakland. At the next traffic light, turn left onto East Oakland Avenue. Continue on East Oakland Avenue for roughly ¾ mile. Turn right onto Winters Landing Drive — the community street where 8 Winters Landing Drive is located. Follow Winters Landing Drive into the neighborhood and arrive at #8 on the right-hand side
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