Market Overview
Winchester is pricier ($310K median vs $255K), a difference of about $55K. Both cities average 25 days on market. Hampton offers a lower entry point at $80K–$650K.
Hampton
VA
Winchester
VA
Median Price
$255K
$310K
Avg Days on Market
25 days
25 days
Price Range
$80K–$650K
$150K–$700K
Top 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 home price of $255K, compared to $310K in Winchester. 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.
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.