City Comparison

Annandale vs Chesterfield: Which is right for your family?

Annandale is one of Northern Virginia's most diverse communities, celebrated for its international dining scene. Chesterfield County is one of the fastest-growing counties in the Richmond metro, offering new construction, strong schools, and affordable homes south of the James River. Both are strong options, but the details matter. Here is how they compare across price, schools, commute, taxes, walkability, and safety.

Market Overview

Annandale is pricier ($785K median vs $350K), a difference of about $435K. Chesterfield moves faster, with homes averaging 17 days on market compared to 19 in Annandale. Chesterfield offers a lower entry point at $150K–$900K.

Annandale

VA

Chesterfield

VA

Median Price

$785K

$350K

Avg Days on Market

19 days

17 days

Price Range

$174K–$2.2M

$150K–$900K

Top Neighborhoods

Ravensworth, Heritage Hill, Wakefield Chapel Estates, Camelot

Midlothian, Brandermill, Woodlake, Moseley

VA

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VA

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Frequently Asked Questions

Is Annandale or Chesterfield more affordable?

Chesterfield is more affordable with a median home price of $350K, compared to $785K in Annandale. Both cities offer a wide range of housing options, from condos and townhomes to single-family homes. Annandale prices range from $174K–$2.2M. Chesterfield prices range from $150K–$900K.

Is Annandale or Chesterfield better for families?

Both cities are popular with families. Annandale is one of Northern Virginia's most diverse communities, celebrated for its international dining scene. Chesterfield County is one of the fastest-growing counties in the Richmond metro, offering new construction, strong schools, and affordable homes south of the James River. The best choice depends on your priorities: budget, school quality, commute length, and neighborhood feel. smover can help you find a verified agent in either city who specializes in family-friendly neighborhoods.

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 March 2026.