Winchester

The historic Handley Library was built in 1913
A sunny day at Wilkins Lake

Winchester, VA Area Guide

Avg Rent

$1,314

Population

27,594

Renter Mix

56% Rent

A dream city in the Shenandoah Valley

Picturesque Unique Historic Shopping College Festivals Mountains

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.

Explore the City

The historic Handley Library was built in 1913

A sunny day at Wilkins Lake

Demographics

Median Household Income

$63,328

Average: $88,763

Education

7,873

Residents Have a Degree

Job Market

14,947

Workers Employed

Age Distribution
Get a sense of this area's population profile.

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.

Renters
56%
Non-Renters
44%

Education Distribution

Review this city's overall education levels.

Bachelor's or Higher
23%
Other Education
77%

Rent Trends

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.

Property Type
Average Rent
Average Sq Ft
Apartment
$1,313/month
733 Sq Ft
House
$2,336/month
1,099 Sq Ft
Condo
$1,787/month
1,125 Sq Ft
Townhome
$1,930/month
959 Sq Ft
See Rental Market Trends in Winchester, VA

Cost of Living

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.

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Getting Around

Fairly Walkable

Walkability

50 / 100

Limited Public Transit

Transit

30 / 100

Exceptionally Drivable

Drivability

90 / 100

Fairly Bikeable

Bikeability

40 / 100

Schools

Virginia Ave. Charlotte Dehart Elementary

Public

Grades PK-5

441 Students

John Kerr Elementary

Public

Grades PK-5

526 Students

Jordan Springs Elementary

Public

Grades K-5

566 Students

Apple Pie Ridge Elementary

Public

Grades PK-5

423 Students

Garland R. Quarles Elementary

Public

Grades PK-5

364 Students

Admiral Richard E. Byrd Middle

Public

Grades 6-8

804 Students

Daniel Morgan Middle

Public

Grades 6-8

613 Students

James Wood Middle

Public

Grades 6-8

803 Students

Frederick County Middle

Public

Grades 6-8

751 Students

James Wood High

Public

Grades 9-12

1,437 Students

John Handley High

Public

Grades 9-12

1,384 Students

Millbrook High

Public

Grades 9-12

1,516 Students

Points of Interest

Parks and Recreation

  • Shenandoah Valley Discovery Museum
  • Museum of the Shenandoah Valley
  • Hedgebrook Farms
  • State Arboretum of Virginia and Blandy Experimental Farm

Top Apartments in Winchester

Houses for Rent in Winchester

Property Management Companies in Winchester, VA

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Methodology

† 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.