Performance indicators for the Windermere short-term rental market based on reliable data.
Listings
Reliable / Active
Cap Rate
Middle-Earners Gross Yield
Revenue
Middle-Earners Revenue
Occupancy
Middle-Earners Occupancy
Home Value
Median Home Sale Price
Top Earners
Top-Earners Revenue
The highest-performing listings in Windermere.
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Unfriendly to Investors
STRs are prohibited in single‑family residential districts under Orange County rules that govern Windermere; they are only permitted in limited commercial/industrial zones and require multiple approvals, DBPR licensure, and state/local taxes, creating a high compliance burden and deterring residential investment.
Local STR Agent
STR specialist · Windermere, FL
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.