Among the cities chosen to receive the 2018 Great Places to go Award! For a town that was once a small citrus town, there are now more than 40,000 residents with the average home sales price of $265,000. Winter Garden has developed into a charming place to live, work and visit. Its part of the 200 mile West Orange Trail for all sorts of outdoor activity and play. Visit Winter Garden Village for incredible dining experiences, shopping, and entertainment for the entire family. Living here you can enjoy all the advantages of friendly small-town living knowing that your only 20 minutes away from Downtown Orlando, 30 minutes to the major theme parks and just under an hour to the east coast beaches. Come see the green landscaping and floral arrangements surrounding the water fountain in the center of town. (AVG Home Value from ORRA Market report August 2019) – REQUEST NOW an update FULL +10pgs Neighborhood Report.