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Winter Garden-Vineland Road runs south to Kissimmee and North to Downtown Winter Garden and Lake Apopka.

The road runs the Northern and Central section of the Winter Garden community and is a main North/South artery for  those residents.

In the Downtown Winter Garden area, the road is also known as Main Street and its intersection with Plant Street is the heart of Downtown Winter Garden.  In the Winter Garden Village area, Winter Garden-Vineland Road makes a hard 90 degree turn South and travels under the 429 Expressway. It then winds Southeast into the Windermere community to Windermere High School where it makes another hard 90 degree turn East. The road continues and winds around the Southeastern edge of Walt Disney World. A final hard 90 degree turn is made South which leads through Lake Buena Vista and under I-4. A few miles beyond and Winter Garden Vineland Road terminates at Hwy 192 in the Kissimmee area.