Rent here is among the lowest 10% of all U.S. cities. A typical house costs about 5.9 years of household income. Commutes are short, about 19.9 minutes.
How much money do I need?
To rent here comfortably, you should earn about $28,560 a year. That is $14 an hour at a full-time job.
Is rent cheaper than other Maryland cities?
Yes. Rent here is cheaper than in most of Maryland. It is number 1 of 200 cities from cheapest to most expensive.
How much do households earn in Chestertown?
Share of households by yearly income. 23.1% of households earn $100,000 or more.
Rent by apartment size in Chestertown
| Size | Chestertown | U.S. average |
|---|---|---|
| 2 bedrooms | $1,255 | $1,509 |
| 3 bedrooms | $1,366 | $1,698 |
Median monthly rent plus utilities for all renters, by number of bedrooms.
How expensive is Chestertown overall?
Everyday prices in Maryland overall are 5% above the U.S. average (index 105.0, U.S. = 100).
Source: U.S. Bureau of Economic Analysis, Regional Price Parities 2024. City-level data is not published for Chestertown, so the Maryland figure is shown.
Taxes and bills in Chestertown
Life in Chestertown
Is it cheaper to rent or buy in Chestertown?
Renting is cheaper right now: about $1,673 a month less.
Owning assumes a typical $344,000 home, 10% down, a 30-year loan at 6.5% and about 1.5% a year for taxes and insurance. You would also need $34,400 for the down payment.
Frequently asked questions
What is the average rent in Chestertown, MD?
Renting in Chestertown costs a median of about $714 a month in 2026, including utilities. The Maryland median is $2,010.
How much do I need to make to live in Chestertown?
To keep rent under 30% of income, you need about $28,560 a year, or $14 an hour at a full-time job.
Is Chestertown cheap or expensive?
Chestertown is rated Cheap: rent takes 14.6% of the typical household income of $58,612. It ranks 1st cheapest of 200 Maryland cities we track.
How much are property taxes in Chestertown?
The median homeowner in Chestertown pays $3,966 a year in property taxes, about 1.15% of the median home value.
Is Chestertown more expensive than the national average?
Overall prices in Maryland are 5% above the U.S. average, according to the U.S. Bureau of Economic Analysis.
How much does a house cost in Chestertown?
The median home value in Chestertown is $344,000, about 5.9 times the typical yearly household income.
5,594 people live in Chestertown. Numbers are typical (middle) values.