Windermere is a town in Orange County, Florida, United States. As of the 2020 census, the town population was 3,030. It is part of the Orlando Metropolitan Statistical Area. A post office opened in Windermere in 1888. The post office closed in 1901, and reopened in 1911. Windermere was established as a residential development in 1889 and chartered in 19…Windermere is a town in Orange County, Florida, United States. As of the 2020 census, the town population was 3,030. It is part of the Orlando Metropolitan Statistical Area. A post office opened in Windermere in 1888. The post office closed in 1901, and reopened in 1911. Windermere was established as a residential development in 1889 and chartered in 1925.
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