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

The average rent of an apartment in Chestertown, MD is $1,842 per month. This is about 6% 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.

The average rent of a 1 bedroom apartment in Chestertown, MD is $1,350 per month. That is about $375 more than the cost of a studio apartment.

There are 3 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
$1,295/mo
1 Bed
1 Bath
532 Cannon St #5,
Chestertown, MD 21620
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APPLY INSTANTLY
PET FRIENDLY
$1,400/mo
1 Bed
1 Bath
500 sqft
331 Calvert St #321,
Chestertown, MD 21620
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$975/mo
Studio
1 Bath
1,020 sqft
501 High St #2,
Chestertown, MD 21620
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Apartments For Rent Near Chestertown, MD

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 increased in Aug 2026 compared to the previous month. Rent for apartments peaked in Nov 2025.

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

	1 bed	2 beds	3 beds	4 beds	All
All home types	$1,400	$1,920	$1,900	$2,556	$1,920
Townhomes	—	—	$2,000	—	$2,000
Apartments and Condos	$1,400	$1,820	—	—	$1,350
Houses	—	$2,400	$1,900	$2,556	$2,000

What is the average rent of an apartment in Chestertown, MD?
The average rent of an apartment in Chestertown, MD is $1,842 per month. This is about 6% 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 does the rent of a 1 bedroom apartment compare to a studio apartment in Chestertown, MD?
The average rent of a 1 bedroom apartment in Chestertown, MD is $1,350 per month. That is about $375 more than the cost of a studio apartment.
How many apartments or condos are available to rent in Chestertown, MD?
There are 3 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.