States › Maryland › Chestertown

Is Chestertown, MD expensive to live in?

CheapRent takes 15 cents of every $1 people earn here.
🏠 Rent per month (2026)$71459% lower than U.S. average
💵 Families earn per year (2026)$58,612about $4,884/month · 33% lower than U.S. average
🔑 House price$344,0003% higher than U.S. average

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.

Chestertown
$714
$3,234
$2,303

How much do households earn in Chestertown?

Under $25k
17.4%
$25k–50k
31.8%
$50k–100k
25.7%
$100k–150k
14.5%
$150k+
8.6%

Share of households by yearly income. 23.1% of households earn $100,000 or more.

Rent by apartment size in Chestertown

SizeChestertownU.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).

Housing
121
Goods (food, clothes…)
103
Utilities
111
Other services
102
U.S. average
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

🏛️ Property tax$3,966a year · 1.15% of home value · U.S. $3,119
⚡ Electric bill$183a month (typical) · U.S. $156

Life in Chestertown

Commute to work19.9 minU.S.: 26.4 min
College degree53.2%U.S.: 35.7%
Own their home51.8%U.S.: 65.2%
Below poverty line11.6%U.S.: 12.5%
Unemployment3.8%U.S.: 5.2%

Is it cheaper to rent or buy in Chestertown?

Renting is cheaper right now: about $1,673 a month less.

Renting
$714
Owning
$2,387

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.