Median Home Price in Chestertown, MD

The median home value in Chestertown, MD is $386,625, up 1.89% from a year earlier.

View Chestertown on the interactive city map →

City housing-data period: September 2026. City source retrieval/check time (UTC) is recorded in the feed's updated field when available, not in the housing-data period.

Checked daily for new monthly Zillow releases, not new daily prices. Income and crime data are updated separately, not by the daily housing-data check. Unavailable means observation dates are missing or invalid.

Median Home Value

$386,625

Year-over-Year

+1.89%

Population

5,616

Home value history

The typical home value decreased by 2.0%, from $394,387 in May 2026 to $386,625 in Sep 2026.

Monthly Zillow Home Value Index snapshots retained by HomePriceMap. A short history is shown now and grows automatically as each new monthly release arrives.

Chestertown, MD monthly home value history
Month	Typical home value	Year-over-year change
May 2026	$394,387	+1.4%
Jun 2026	$397,403	+1.4%
Jul 2026	$396,477	+1.6%
Aug 2026	$391,257	+1.9%
Sep 2026	$386,625	+1.9%

Chestertown ranks #25 of 38 Maryland cities tracked here by median home value, and sits 5.0% below the state's city median of $407,036. It sits in Kent County, where the county-wide median is $383,742.

Crime in Chestertown

Chestertown police recorded a violent crime rate of 232 per 100,000 residents in 2024 — around the middle of the range for reporting cities. Property crime runs at 1,852 per 100,000.

Reported by the city's own police department to the FBI's Uniform Crime Reporting Program (what this covers).

Common questions about Chestertown

What is the average home price in Chestertown, MD?

People often call this an average home price, but the figure shown here is Zillow's typical home value (ZHVI), not a simple arithmetic average. In Chestertown, that value is $386,625. That's up 1.89% from a year earlier. It is about 5.0% below the typical Maryland city tracked here.

Is Chestertown expensive compared to the surrounding area?

Homes in Chestertown are more expensive than Kent County as a whole, where the median is $383,742 — a difference of about 0.8%.

Is Chestertown a safe place to live?

Chestertown police reported 232 violent crimes per 100,000 residents, covering a population of about 5,616. Crime rates are one input among many — they vary block to block within a city, and this figure is a citywide average.