Market Overview
Silver Spring's median sold price is $537K with homes averaging 34 days on market; Winchester is at $405K and 44 days (12-month settled sales in smover's records, through Jul 2026). Silver Spring is pricier ($537K median vs $405K), a difference of about $132K. Silver Spring moves faster, with homes averaging 34 days on market compared to 44 in Winchester. Winchester offers a lower entry point at $150K–$700K.
Silver Spring
MD
Winchester
VA
Median Sold Price
12 months through Jul 2026
$537K
$405K
Avg Days on Market
12 months through Jul 2026
34 days
44 days
Price Range
$175K–$1.5M
$150K–$700K
Notable Neighborhoods
Downtown Silver Spring, Woodside, East Silver Spring, Woodmoor
Old Town, Stonewall Industrial, Kernstown, Meadow Branch
MD
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Related Comparisons
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Frequently Asked Questions
Is Silver Spring or Winchester more affordable?
Winchester is more affordable with a median sold price of $405K, compared to $537K in Silver Spring (12-month settled sales in smover's records, through Jul 2026). Both cities offer a wide range of housing options, from condos and townhomes to single-family homes. Silver Spring prices range from $175K–$1.5M. Winchester prices range from $150K–$700K.
How do Silver Spring and Winchester compare?
Silver Spring is a diverse, transit-rich community just north of the D. 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 Jul 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.