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Chestertown, MD

View of Chestertown, MD
Image credit: Jennifer Schmidt / Copyrighted free use
Population
5,658
U.S. Census Population Estimates Program · 2025
Elevation
12 ft
Median Home Value
$344,000
U.S. Census American Community Survey 5-Year · 2024
Median Rent
$1,206/mo
U.S. Census American Community Survey 5-Year · 2024
Median Income
$54,346
U.S. Census American Community Survey 5-Year · 2024

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Chestertown in context.

OverallBest places in MarylandPopulation rankingHighest population places in MarylandNearest larger communityAberdeen, Maryland21 miles away · 18,374 residents.

About Chestertown

Chestertown is the county seat of Kent County, Maryland, situated at the navigable head of the Chester River on the Eastern Shore. Historically home to the Nanticoke tribe before European colonization, the historic colonial town of approximately 5,594 is the location of Washington College. Public education for local students is served by Kent County Public Schools.

Top Rating Signals

Highest current ratings for this town.

Lower County Wildfire Hazard Potential ClassA+100.0ratingSmall Town FitA+99.6ratingRegional Two-Party Electoral BalanceA+98.7rating

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