Market Overview
Chesterfield's median sold price is $400K with homes averaging 37 days on market; Leesburg is at $805K and 27 days (12-month settled sales in smover's records, through Aug 2026). Leesburg is pricier ($805K median vs $400K), a difference of about $405K. Leesburg moves faster, with homes averaging 27 days on market compared to 37 in Chesterfield. Chesterfield offers a lower entry point at $150K–$900K.
Chesterfield
VA
Leesburg
VA
Median Sold Price
12 months through Aug 2026
$400K
$805K
Avg Days on Market
12 months through Aug 2026
37 days
27 days
Price Range
$150K–$900K
$150K–$5.8M
Notable Neighborhoods
Midlothian, Brandermill, Woodlake, Moseley
Lansdowne, Raspberry Falls, Beacon Hill, Edwards Ferry Road
Schools
Chesterfield has a 79% average SOL pass rate; Leesburg has 88% (2024 state assessment data). Public schools in Chesterfield include Cosby High School and Clover Hill High School; in Leesburg, Tuscarora High School and Heritage High School. See Chesterfield schools | See Leesburg schools
Chesterfield
VA
Leesburg
VA
Avg Pass Rate
79%
88%
Public schools
Cosby High School, Clover Hill High School, Midlothian High School
Tuscarora High School, Heritage High School, Smart's Mill Middle School
These are district-wide assessment results. Verify current school assignments, boundaries, and programs with each local district for a specific address.
Commute
Chesterfield is closer to downtown at ~20 minutes vs ~50 minutes. Neither city has direct Metro access. Major highway access: Chesterfield (I-95, I-295, Rt 1), Leesburg (Rt 7, Rt 15, Dulles Greenway).
Chesterfield
VA
Leesburg
VA
Drive to Downtown
~20 min
~50 min
Metro Stations
No Metro access
No Metro access
Metro Lines
N/A
N/A
Major Highways
I-95, I-295, Rt 1, Rt 10, Rt 360
Rt 7, Rt 15, Dulles Greenway
Commuter Rail
None
None
VA
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Frequently Asked Questions
Is Chesterfield or Leesburg more affordable?
Chesterfield is more affordable with a median sold price of $400K, compared to $805K in Leesburg (12-month settled sales in smover's records, through Aug 2026). Both cities offer a wide range of housing options, from condos and townhomes to single-family homes. Chesterfield prices range from $150K–$900K. Leesburg prices range from $150K–$5.8M.
What are the public-school pass rates in Chesterfield and Leesburg?
Chesterfield public schools have a 79% average SOL pass rate; Leesburg has 88% (2024 state assessment data). Public schools in Chesterfield include Cosby High School and Clover Hill High School; in Leesburg, Tuscarora High School and Heritage High School. Pass rates reflect district-wide assessment results; check the specific assigned schools for any address.
Which is easier to commute from, Chesterfield or Leesburg?
Chesterfield has the shorter commute to downtown at ~20 minutes vs ~50 minutes. Chesterfield has no direct Metro access. Leesburg has no direct Metro access.
How do Chesterfield and Leesburg compare?
Chesterfield County is one of the fastest-growing counties in the Richmond metro, with new construction and a range of housing prices south of the James River. Leesburg blends colonial history with modern amenities. The right choice depends on your priorities: budget, commute length, home types, and neighborhood feel. smover lets you compare agent profiles and available transaction records in either city.
Median sold prices and days on market are 12-month aggregates of settled sales in smover's records, through Aug 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 September 2026.