Windermere is a town in Orange County, Florida, in the United States. As of the 2000 census, the town population was 1,897. According to the U.S. Census Bureau's 2006 estimates, the town had a population of 2,019. It is expected that the 2010 census will show the town with almost 3000 people. It is part of the Orlando–Kissimmee Metropolitan Statistical Area.