What is the average rent of an apartment in Chestertown, MD?

The average rent of an apartment in Chestertown, MD is $1,500 per month. This is about 23% lower than the national average.

When is the average rent for an apartment cheapest in Chestertown, MD?

In the last year, the average rent in Chestertown, MD was lowest in Jun 2025 when it was $875 per month.

In the last year, the average rent in Chestertown, MD was highest in Nov 2025 when it was $2,600 per month.

There are 4 available apartments or condos to rent in Chestertown, MD.

Chestertown, MD includes zip codes such as: 21620 , 21690 .

Some nearby cities include: Worton , Still Pond , Rock Hall , Church Hill , Kennedyville . These cities may have more rental options to explore.

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APPLY INSTANTLY
PET FRIENDLY
$1,500/mo
1 Bed
1 Bath
500 sqft
331 Calvert St #321,
Chestertown, MD 21620
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Chestertown
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Rent in Chestertown, MD varies by number of bedrooms and home type. Use these charts to quickly see how rent changes.

Average rent for a apartment stayed about the same in Jun 2026 compared to the previous month. Rent for apartments peaked in Nov 2025.

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In July 2026, Apartments and Condos were the most affordable home type to rent compared with Houses.

	1 bed	2 beds	3 beds	4 beds	All
All home types	$1,200	$1,700	$2,200	$2,500	$2,050
Apartments and Condos	$1,200	$2,050	—	—	$1,500
Houses	—	$1,400	$2,044	$2,500	$2,400

What is the average rent of an apartment in Chestertown, MD?
The average rent of an apartment in Chestertown, MD is $1,500 per month. This is about 23% lower than the national average.
When is the average rent for an apartment cheapest in Chestertown, MD?
In the last year, the average rent in Chestertown, MD was lowest in Jun 2025 when it was $875 per month.
When is the average rent for an apartment most expensive in Chestertown, MD?
In the last year, the average rent in Chestertown, MD was highest in Nov 2025 when it was $2,600 per month.
How many apartments or condos are available to rent in Chestertown, MD?
There are 4 available apartments or condos to rent in Chestertown, MD.
What are some zip codes in Chestertown, MD?
Chestertown, MD includes zip codes such as: 21620, 21690.
What are some cities near Chestertown, MD?
Some nearby cities include: Worton, Still Pond, Rock Hall, Church Hill, Kennedyville. These cities may have more rental options to explore.