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

The average rent of an apartment in Chestertown, MD is $1,319 per month. This is about 33% lower than the national average.

When is the average rent cheapest in Chestertown, MD?

In the last year, the average rent in Chestertown, MD was lowest in Jan 2025 when it was $1,400 per month.

In the last year, the average rent in Chestertown, MD was highest in Sep 2025 when it was $2,400 per month.

The average rent of a 1 bedroom apartment in Chestertown, MD is $1,319 per month. That is about $344 more than the cost of a studio apartment.

There are 7 available rental listings 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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$1,750/mo
3 Beds
1 Bath
109 Fairview Dr,
Chestertown, MD 21620
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PET FRIENDLY
$1,820/mo
2 Beds
2 Baths
900 sqft
104 Maple Ave #4,
Chestertown, MD 21620
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PET FRIENDLY
$1,950/mo
3 Beds
2.5 Baths
1,520 sqft
206 N Mill St,
Chestertown, MD 21620
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APPLY INSTANTLY
PET FRIENDLY
FURNISHED
$2,400/mo
2 Beds
2.5 Baths
1,536 sqft
103 S College Ave,
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 decreased in Aug 2026 compared to the previous month. Rent previously peaked in Sep 2025.

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In August 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	$1,319	$1,820	$1,850	—	$1,820
Apartments and Condos	$1,319	$1,820	—	—	$1,350
Houses	—	$2,400	$1,900	—	$1,900

What is the average rent of an apartment in Chestertown, MD?
The average rent of an apartment in Chestertown, MD is $1,319 per month. This is about 33% lower than the national average.
When is the average rent cheapest in Chestertown, MD?
In the last year, the average rent in Chestertown, MD was lowest in Jan 2025 when it was $1,400 per month.
When is the average rent most expensive in Chestertown, MD?
In the last year, the average rent in Chestertown, MD was highest in Sep 2025 when it was $2,400 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 $1,319 per month. That is about $344 more than the cost of a studio apartment.
How many available rental listings are in Chestertown, MD?
There are 7 available rental listings 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.