Market Overview
Chantilly is pricier ($710K median vs $310K), a difference of about $400K. Chantilly moves faster, with homes averaging 19 days on market compared to 25 in Winchester. Winchester offers a lower entry point at $150K–$700K.
Chantilly
VA
Winchester
VA
Median Price
$710K
$310K
Avg Days on Market
19 days
25 days
Price Range
$25K–$2.8M
$150K–$700K
Top Neighborhoods
Sully Station, South Riding, Poplar Tree Estates, Westfields
Old Town, Stonewall Industrial, Kernstown, Meadow Branch
Schools
Chantilly has a 85% average SOL pass rate; Winchester has 75% (2024 state assessment data). Public schools in Chantilly include Chantilly High School and Rocky Run Middle School; in Winchester, John Handley High School and Daniel Morgan Middle School. See Chantilly schools | See Winchester schools
Chantilly
VA
Winchester
VA
Avg Pass Rate
85%
75%
Public schools
Chantilly High School, Rocky Run Middle School, Greenbriar West Elementary
John Handley High School, Daniel Morgan Middle School, Quarles Elementary
Pass Rate
Commute
Winchester is closer to downtown at ~10 minutes vs ~40 minutes. Chantilly has 1 Metro station, including Dulles Airport on the Silver line. Major highway access: Chantilly (I-66, Rt 28, Rt 50), Winchester (I-81, Rt 7, Rt 11).
Chantilly
VA
Winchester
VA
Drive to Downtown
~40 min
~10 min
Metro Stations
1 Metro station (nearest: Dulles Airport)
No Metro access
Metro Lines
Silver
N/A
Major Highways
I-66, Rt 28, Rt 50
I-81, Rt 7, Rt 11, Rt 50, Rt 522
Commuter Rail
None
None
VA
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Frequently Asked Questions
Is Chantilly or Winchester more affordable?
Winchester is more affordable with a median home price of $310K, compared to $710K in Chantilly. Both cities offer a wide range of housing options, from condos and townhomes to single-family homes. Chantilly prices range from $25K–$2.8M. Winchester prices range from $150K–$700K.
What are the public-school pass rates in Chantilly and Winchester?
Chantilly public schools have a 85% average SOL pass rate; Winchester has 75% (2024 state assessment data). Public schools in Chantilly include Chantilly High School and Rocky Run 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, Chantilly or Winchester?
Winchester has the shorter commute to downtown at ~10 minutes vs ~40 minutes. Chantilly has Metro access (Dulles Airport). Winchester has no direct Metro access.
How do Chantilly and Winchester compare?
Chantilly offers spacious homes and public schools in western Fairfax County. 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 July 2026.