Market Overview
Hampton's median sold price is $299K with homes averaging 48 days on market; Winchester is at $405K and 44 days (12-month settled sales in smover's records, through Jul 2026). Winchester is pricier ($405K median vs $299K), a difference of about $106K. Winchester moves faster, with homes averaging 44 days on market compared to 48 in Hampton. Hampton offers a lower entry point at $80K–$650K.
Hampton
VA
Winchester
VA
Median Sold Price
12 months through Jul 2026
$299K
$405K
Avg Days on Market
12 months through Jul 2026
48 days
44 days
Price Range
$80K–$650K
$150K–$700K
Notable Neighborhoods
Phoebus, Buckroe Beach, Fox Hill, Wythe
Old Town, Stonewall Industrial, Kernstown, Meadow Branch
Schools
Hampton has a 65% average SOL pass rate; Winchester has 75% (2024 state assessment data). Public schools in Hampton include Hampton High School and Phoebus High School; in Winchester, John Handley High School and Daniel Morgan Middle School. See Hampton schools | See Winchester schools
Hampton
VA
Winchester
VA
Avg Pass Rate
65%
75%
Public schools
Hampton High School, Phoebus High School, Bethel High School
John Handley High School, Daniel Morgan Middle School, Quarles Elementary
Pass Rate
Commute
Winchester is closer to downtown at ~10 minutes vs ~25 minutes. Neither city has direct Metro access. Major highway access: Hampton (I-64, I-664, Rt 258), Winchester (I-81, Rt 7, Rt 11).
Hampton
VA
Winchester
VA
Drive to Downtown
~25 min
~10 min
Metro Stations
No Metro access
No Metro access
Metro Lines
N/A
N/A
Major Highways
I-64, I-664, Rt 258
I-81, Rt 7, Rt 11, Rt 50, Rt 522
Commuter Rail
None
None
VA
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Frequently Asked Questions
Is Hampton or Winchester more affordable?
Hampton is more affordable with a median sold price of $299K, compared to $405K in Winchester (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. Hampton prices range from $80K–$650K. Winchester prices range from $150K–$700K.
What are the public-school pass rates in Hampton and Winchester?
Hampton public schools have a 65% average SOL pass rate; Winchester has 75% (2024 state assessment data). Public schools in Hampton include Hampton High School and Phoebus High 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, Hampton or Winchester?
Winchester has the shorter commute to downtown at ~10 minutes vs ~25 minutes. Hampton has no direct Metro access. Winchester has no direct Metro access.
How do Hampton and Winchester compare?
Hampton is a historic waterfront city on the Chesapeake Bay, home to Langley Air Force Base, NASA Langley Research Center, and Hampton University. 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.