Chestertown, MD
Population 5,548 · Maryland
About Chestertown, MD
Chestertown is a small town located in Maryland with a population of 5,548 residents according to the latest US Census Bureau American Community Survey data. The median household income is $47,047 per year, which is 37% below the national median of $75,149. The median age of 32.3 years is notably younger the US median age of 38.9 years, indicating a younger, often more dynamic population base.
Housing Market Overview
The housing market in Chestertown features a median home value of $333,900, which is 36% above the national median of $244,900. This positions Chestertown in a moderately priced market relative to the rest of the country. Median monthly rent is $1,090, 6% below the national average of $1,163/month. Of the 2,383 total housing units, 48% are owner-occupied (1,078 units) and 52% are renter-occupied (1,163 units). The higher proportion of renters may reflect a transient population, younger demographics, or high housing costs relative to income.
Economy & Employment
The local economy in Chestertown shows an unemployment rate of 4.0%, which is near the national rate of 3.7%. The poverty rate stands at 15.6%, above the national average of 12.4%. Workers in Chestertown have an average one-way commute time of 20.5 minutes.
Education & Demographics
45.1% of Chestertown residents aged 25 and older hold a bachelor's degree or higher, compared to the national average of 33.7%. This significantly higher educational attainment rate often correlates with access to knowledge-economy jobs and higher household incomes. The community's demographic composition includes 1.0% White, 1.3% Hispanic or Latino, 0.0% Black or African American, and 1.9% Asian residents, with 6.1% of the population being foreign-born.
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 US Census Bureau American Community Survey estimates. This makes it a small town in Maryland.
What is the median household income in Chestertown?
The median household income in Chestertown, MD is $47,047 per year, which is 37% below the national median of $75,149.
What is the median home value in Chestertown?
The median home value in Chestertown, MD is $333,900, which is 36% above the national median of $244,900. A significant portion of residents rent their homes.
What is the average rent in Chestertown?
The median monthly rent in Chestertown, MD is $1,090, which is 6% below the national average of $1,163/month.
What is the unemployment rate in Chestertown?
The unemployment rate in Chestertown, MD is 4.0%, compared to the national average of 3.7%. Job seekers may want to research the dominant industries in the area.
Is Chestertown, MD a good place to live?
Chestertown offers a moderate cost of living, a competitive housing market, and growing employment opportunities. With a population of 5,548 and a median age of 32.3, the city appeals to young professionals and families.
How educated is Chestertown, MD?
45.1% of residents in Chestertown aged 25 and older hold a bachelor's degree or higher, compared to the national average of 33.7%. This above-average educational attainment often reflects a knowledge-based local economy.
What is the cost of living in Chestertown?
Key cost-of-living indicators for Chestertown, MD: median home value is $333,900 (36% above national), median rent is $1,090/month, and median household income is $47,047. The home-value-to-income ratio is 7.1x, which suggests housing may be stretched relative to local earnings.
What is the poverty rate in Chestertown?
The poverty rate in Chestertown, MD is 15.6%, compared to the national average of 12.4%. Residents and prospective movers should be aware of the economic challenges facing parts of this community.
How diverse is Chestertown, MD?
Chestertown's population is 1.0% White, 1.3% Hispanic or Latino, 0.0% Black or African American, 1.9% Asian, and 24.8% two or more races. 6.1% of residents are foreign-born.