Market Overview
Annandale's median sold price is $720K with homes averaging 26 days on market; Winchester is at $404K and 45 days (12-month settled sales in smover's records, through Aug 2026). Annandale is pricier ($720K median vs $404K), a difference of about $316K. Annandale moves faster, with homes averaging 26 days on market compared to 45 in Winchester. Winchester offers a lower entry point at $150K–$700K.
Annandale
VA
Winchester
VA
Median Sold Price
12 months through Aug 2026
$720K
$404K
Avg Days on Market
12 months through Aug 2026
26 days
45 days
Price Range
$174K–$2.2M
$150K–$700K
Notable Neighborhoods
Ravensworth, Heritage Hill, Wakefield Chapel Estates, Camelot
Old Town, Stonewall Industrial, Kernstown, Meadow Branch
VA
Find agents in Annandale
Browse verified agents with real sales data in Annandale.
View agentsVA
Find agents in Winchester
Browse verified agents with real sales data in Winchester.
View agentsDecided between Annandale and Winchester? See how buying a home works on smover.
Related Comparisons
See how other nearby cities stack up.
Frequently Asked Questions
Is Annandale or Winchester more affordable?
Winchester is more affordable with a median sold price of $404K, compared to $720K in Annandale (12-month settled sales in smover's records, through Aug 2026). Both cities offer a wide range of housing options, from condos and townhomes to single-family homes. Annandale prices range from $174K–$2.2M. Winchester prices range from $150K–$700K.
How do Annandale and Winchester compare?
Annandale is one of Northern Virginia's most diverse communities, celebrated for its international dining scene. Winchester is a historic Shenandoah Valley city known for apple orchards, Civil War heritage, and a revitalized downtown. The right choice depends on your priorities: budget, commute length, home types, and neighborhood feel. smover can connect you with a verified agent in either city.
Median sold prices and days on market are 12-month aggregates of settled sales in smover's records, through Aug 2026. School data from Virginia DOE, Maryland MSDE, and DC OSSE public reports. Property tax rates from Virginia Dept. of Taxation (2024). Walkability scores from Walk Score (2024). Crime data from FBI UCR and Virginia State Police (2023). Commute times are approximate rush-hour estimates. Updated August 2026.