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Winchester, VA
Challenging To Investors
Local STR Agent
Local STR Agent

Winchester hosts earn a median $23,296/year with $140 ADR and 61% occupancy.
Top performers pull in $34,485+ per year.
See the full Winchester market breakdown →Key definitions:
Use authorization:
General operating standards (apply to all STRs unless superseded by district‑specific rules):
District‑specific additional regulations:
Enforcement and penalties:
Notes:
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Winchester is the northwesternmost independent city in the Commonwealth of Virginia, United States. It is the county seat of Frederick County, although the two are separate jurisdictions. As of the 2020 census, the city's population was 28,120. It is the principal city of the Winchester metropolitan area extending into West Virginia, which is a part of the Washington–Baltimore combined statistical area. Winchester is home to Shenandoah University and the Museum of the Shenandoah Valley.
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