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Home values, rents and more in Chestertown, MD

September 2026 figures from Zillow and the U.S. Census Bureau · updated 2026-11-07

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Typical home value
$387,000
Maryland: $425,000 · U.S.: $366,000
Home values, past year
+1.9%
Maryland: −0.1% · U.S.: +1.2%
Population
5,594
ACS 2020–24
Median household income
$54,346
Maryland: $103,678 · U.S.: $80,734
ZIP codes around Chestertown, MD, shaded by typical home valueChestertown21620
  • Under $0k
  • No data
ZIP codes around Chestertown, MD, shaded by typical home value (Zillow, ZIP codes). Dashed lines are county borders. Chestertown is outlined.

How Chestertown compares

The typical home in Chestertown, MD is worth about $387,000, according to the Zillow Home Value Index for September 2026. Home values in Chestertown are 9% below the typical value in Maryland ($425,000) and 6% above the U.S. typical value ($366,000).

Over the past year, home values in Chestertown rose 1.9%, compared with −0.1% in Maryland and +1.2% nationally.

The median household income is $54,346, against $103,678 in Maryland and $80,734 in the U.S. (Census Bureau, American Community Survey 2020–24).

About 5,594 people live in Chestertown (American Community Survey 2020–24).

Chestertown has the 118th-lowest typical home value of the 278 cities in Maryland with Zillow figures.

Part of: Kent County, MD · Maryland

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  • 5- and 10-year price changes
  • Days on market and months of supply
  • Price cuts and sale-to-list ratio
  • Price-to-income and monthly cost to buy
  • Crime rates
  • Homeowners insurance premiums
  • Commute time to downtown
  • Flood, wildfire and natural hazard risk
  • Property-tax rate
  • 2024 presidential vote
  • Age, education and household make-up
  • Amenities and transit nearby
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Nearby cities

ZIP codes in Chestertown, MD

Sources

Home values: Zillow Home Value Index (ZHVI), all homes, middle tier, smoothed and seasonally adjusted, September 2026. Rents: Zillow Observed Rent Index (ZORI), seasonally adjusted. Population: Census population estimates (July 2025) for states, metros and counties; ACS 2020–24 for cities and ZIP codes. Income: U.S. Census Bureau, ACS 2020–24 5-year estimates. Boundaries: U.S. Census Bureau cartographic boundary files. Compiled by Home Economics.

"Typical" is Zillow's middle-tier value (homes between the 35th and 65th percentiles), not a median sale price. Changes are over the 12 months to September 2026.

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