Chestertown, MD
Population 5,548 · Maryland
About Chestertown, MD
Chestertown is a small community in Maryland with a population of 5,548 residents. The median household income is $47,047 per year, which is below the national average. The median age in Chestertown is 32.3 years.
Housing in Chestertown has a median home value of $333,900 and median monthly rent of $1,090. Of the 2,383 total housing units, renting is more common than owning, with 1,078 owner-occupied and 1,163 renter-occupied units.
The unemployment rate in Chestertown is 4.0% and the poverty rate is 15.6%. 45.1% of residents hold a bachelor's degree or higher. The average commute time is 20.5 minutes.
Cost of Living in Chestertown, MD
Compared to national averages, Chestertown has a median household income of $47,047 (37% below the national median of $75,149). Home values average $333,900, which is 36% above the national median. Monthly rent at $1,090 is 6% below the US average of $1,163. Within Maryland, Chestertown's income is 56% below the state average of $107,956, and home values are 17% below the state median of $402,447.
Why Live in Chestertown, MD?
Chestertown offers rent that’s lower than the national average at $1,090/month, and a well-educated community where 45.1% of residents hold a bachelor’s degree or higher, and short commute times averaging just 20.5 minutes.
Potential considerations include median household income ($47,047) that falls below the national average. However, Chestertown’s smaller community size offers a quieter lifestyle and tight-knit neighborhoods.
Chestertown has a population of 5,548 with a median age of 32.3 years. Compare Chestertown with other cities to see how it stacks up, or explore all cities in Maryland.
Similar Cities Near Chestertown
Cities in Maryland with a similar population size.
| City | Population | Median Income | Home Value | |
|---|---|---|---|---|
| Manchester | 5,446 | $112,679 | $351,500 | Compare |
| Ashton-Sandy Spring | 5,418 | $178,214 | $812,000 | Compare |
| Fruitland | 5,698 | $64,352 | $211,200 | Compare |
| Layhill | 5,392 | $119,453 | $582,600 | Compare |
| Poolesville | 5,704 | $216,653 | $672,300 | Compare |
| Spring Ridge | 5,720 | $143,079 | $443,800 | Compare |
| Abingdon | 5,727 | $147,652 | $358,700 | Compare |
| Peppermill Village | 5,268 | $89,375 | $331,400 | Compare |
Demographics
Racial & Ethnic Composition
Economy & Education
Housing
Other Cities in Maryland
Data source: US Census Bureau ACS 5-Year Estimates. Last updated: 2026-04-05.
Compare Chestertown With Other Cities
Frequently Asked Questions about Chestertown
What is the population of Chestertown, MD?
The population of Chestertown, MD is 5,548 according to the latest Census data.
What is the median household income in Chestertown?
The median household income in Chestertown, MD is $47,047 per year.
What is the median home value in Chestertown?
The median home value in Chestertown, MD is $333,900.
What is the average rent in Chestertown?
The median monthly rent in Chestertown, MD is $1,090.
What is the unemployment rate in Chestertown?
The unemployment rate in Chestertown, MD is 4.0%.