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Windermere, FL Homes for Sale & Local Guide

Windermere is one of the nicest small towns in Florida. Windermere Single-Family homes are surrounded by beautiful lakes, golf courses, fine dining, scenic views, and highly-rated schools. It is a town in Orange County, Florida, United States and is located on the secondary roads about 15 miles west-southwest of downtown Orlando on the Butler Chain of Lakes.

These lakes are popular places for waters skiing, boating and fishing. Windermere is a residential community with a population in 2022 of less than 4,000. Even though it is a very small town, the greater Windermere area has been steadily growing. In the years before the giant freezes of the 1890s and the 1980s, this small town was in the heart of one of the largest citrus regions in the world.

Founded in 1889, Windermere is one of the oldest communities in Orange County. By 1910, the Windermere Improvement Company had been formed, homes were built and thousands of acres of citrus planted all around the area. Many of these old homes and buildings have been preserved and add to the charm of this little place nestled among the old oaks and clear lakes of Central Florida. The quiet neighborhoods of Windermere are located on an isthmus between Lake Down and Lake Butler. The downtown area has a small town feel.

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