Median Age
38 Years
Largest Age Group
20-29 Years
Approximately 15% of Residents
Under 20
24%
Over 65
18%
Avg Rent
$1,314
Population
27,594
Renter Mix
56% Rent
Winchester, Virginia combines historic architecture with contemporary living in the scenic Shenandoah Valley. Located in the heart of the city, the Old Town Walking Mall features locally-owned shops and cafes along brick-paved Loudoun Street. Housing options range from character-filled homes in the Winchester Historic District to newer developments throughout the city's four wards. Current rental data shows one-bedroom apartments averaging $1,338, while two-bedroom units average $1,518 monthly.
The city, situated 75 miles from Washington, D.C., offers both small-town atmosphere and convenient access to the capital region. Local landmarks include the Museum of the Shenandoah Valley, Glen Burnie Historic House and Gardens, and George Washington's Office Museum. The community celebrates its agricultural heritage during the Shenandoah Apple Blossom Festival, a springtime tradition featuring parades and community events. Established neighborhoods include the tree-lined Handley Boulevard area near Handley High School and the expanding Meadow Branch district. Winchester balances its historical landmarks with newer residential developments, creating an accessible community with strong connections to both past and present.
The historic Handley Library was built in 1913
A sunny day at Wilkins Lake
Median Household Income
$63,328
Average: $88,763
Education
7,873
Residents Have a Degree
Job Market
14,947
Workers Employed
Median Age
38 Years
Largest Age Group
20-29 Years
Approximately 15% of Residents
Under 20
24%
Over 65
18%
Housing Distribution
Winchester has more renters than homeowners.
Education Distribution
Review this city's overall education levels.
As of April 2026, the average apartment rent in Winchester, VA is $1,199 for a studio, $1,313 for one bedroom, $1,558 for two bedrooms, and $1,884 for three bedrooms. Apartment rent in Winchester has increased by 0.9% in the past year.
The cost of living in Winchester, VA is 5.4% higher than the national average. Generally, housing in Winchester is 6.1% less expensive than the national average, with rent falling between $1,199 - $1,884. You can expect to pay 3.7% less for groceries, 1.5% less for utilities, and 4.3% less for transportation.
Compare Cities
Explore how walkable, bikeable, drivable, and transit-friendly Winchester, VA is for everyday living.
Fairly Walkable
Walkability
Limited Public Transit
Transit
Exceptionally Drivable
Drivability
Fairly Bikeable
Bikeability
Virginia Ave. Charlotte Dehart Elementary
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† Our analysis of utilities, groceries, transportation, healthcare, home prices, and other goods and services is sourced from the Cost of Living Index, a respected benchmark published by the Council for Community and Economic Research (C2ER) that provides a thorough overview of living expenses across different regions.
Rent data is provided by CoStar Group’s Market Trend reports. As the industry leader in commercial real estate information, analytics, and news, CoStar conducts extensive research to produce and maintain a comprehensive database of commercial real estate information. We combine this data with public record to provide the most up-to-date rental information available.
Consumer goods, services, and home prices are sourced from the Cost of Living Index published by the Council for Community and Economic Research (C2ER). The data on this page is updated quarterly. It was last published in February 2026.
Demographic information comes from Neustar and combines detailed address data with U.S. Census and American Community Survey statistics to produce reliable local estimates.