Windermere, Florida, is a charming, affluent town nestled in Orange County, just southwest of Orlando. Known for its serene lakes, lush greenery, and historic charm, Windermere offers a peaceful suburban escape with a strong sense of community. The town, originally founded in 1887, is centered around the picturesque Lake Butler Chain of Lakes, providing residents with opportunities for boating, fishing, and scenic views. Its quaint downtown features tree-lined streets, local shops, and a weekly farmers' market, fostering a tight-knit atmosphere. With top-rated schools, luxurious homes, and proximity to Orlando’s world-class attractions, Windermere blends small-town tranquility with modern convenience, making it a sought-after destination for families and professionals a
Windermere currently has 291 single family homes for sale, 54 townhouses for sale, 8 condos for sale, and 20 lots for sale. There are 4 foreclosures for sale, and 1 short sale. For anyone looking for a brand new home, there are 98 new construction homes for sale.
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Lakeside Village sits just off Conroy Road in Windermere, placing residents within a short drive of the Butler Plaza retail corridor and the Florida Turnpike. The neighborhood features single-family homes on tree-lined streets surrounding several small lakes that provide waterfront lots and water views. Families are served by nearby Thornebrooke Elementary, Gotha Middle, and Olympia High School, while the West Orange Trail and local parks supply direct access to outdoor recreation.... Read more
Summerport is a residential neighborhood in Windermere that sits along the Butler Chain of Lakes, giving residents direct access to boating, fishing, and waterfront recreation. The community is served by Orange County Public Schools, including Windermere Elementary, and lies within a short drive of major employers along I-4 and the Florida Turnpike. Its street layout includes sidewalks, mature landscaping, and proximity to nearby parks and retail centers in downtown Winter Garden and Dr. Phillips.... Read more
Median price: $557,500
Neighborhoods
View neighborhoods in Windermere
Subdivisions in Windermere
Windermere has 116 subdivisions offering single family homes, townhouses, and condos. Prices range from $330,000 to $19,500,000. 46 subdivisions offer new construction homes. Keenes Pointe currently has the most active listings with 31 homes for sale.
