Market Overview
Vienna is pricier ($960K median vs $310K), a difference of about $650K. Vienna moves faster, with homes averaging 12 days on market compared to 25 in Winchester. Winchester offers a lower entry point at $150K–$700K.
Vienna
VA
Winchester
VA
Median Price
$960K
$310K
Avg Days on Market
12 days
25 days
Price Range
$500K–$2.5M
$150K–$700K
Top Neighborhoods
Downtown Vienna, Westwood Hills, Vienna West, Bowman Heights
Old Town, Stonewall Industrial, Kernstown, Meadow Branch
Schools
Vienna has a 92% average SOL pass rate; Winchester has 75% (2024 state assessment data). Public schools in Vienna include James Madison High School and Thoreau Middle School; in Winchester, John Handley High School and Daniel Morgan Middle School. See Vienna schools | See Winchester schools
Vienna
VA
Winchester
VA
Avg Pass Rate
92%
75%
Public schools
James Madison High School, Thoreau Middle School, Wolftrap Elementary
John Handley High School, Daniel Morgan Middle School, Quarles Elementary
Pass Rate
Commute
Winchester is closer to downtown at ~10 minutes vs ~25 minutes. Vienna has 1 Metro station, including Vienna/Fairfax-GMU on the Orange line. Major highway access: Vienna (I-66, Rt 123, Rt 29), Winchester (I-81, Rt 7, Rt 11).
Vienna
VA
Winchester
VA
Drive to Downtown
~25 min
~10 min
Metro Stations
1 Metro station (nearest: Vienna/Fairfax-GMU)
No Metro access
Metro Lines
Orange
N/A
Major Highways
I-66, Rt 123, Rt 29
I-81, Rt 7, Rt 11, Rt 50, Rt 522
Commuter Rail
None
None
VA
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Frequently Asked Questions
Is Vienna or Winchester more affordable?
Winchester is more affordable with a median home price of $310K, compared to $960K in Vienna. Both cities offer a wide range of housing options, from condos and townhomes to single-family homes. Vienna prices range from $500K–$2.5M. Winchester prices range from $150K–$700K.
What are the public-school pass rates in Vienna and Winchester?
Vienna public schools have a 92% average SOL pass rate; Winchester has 75% (2024 state assessment data). Public schools in Vienna include James Madison High School and Thoreau Middle School; in Winchester, John Handley High School and Daniel Morgan Middle School. Pass rates reflect district-wide assessment results; check the specific assigned schools for any address.
Which is easier to commute from, Vienna or Winchester?
Winchester has the shorter commute to downtown at ~10 minutes vs ~25 minutes. Vienna has Metro access (Vienna/Fairfax-GMU). Winchester has no direct Metro access.
How do Vienna and Winchester compare?
Vienna offers a quintessential small-town atmosphere with big-city proximity. 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.
Market data verified by smover using real transaction records. 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 June 2026.