Bedroom count
Property type
Last updated on October 22, 2026
Average rent in
Chestertown, MD
Average rent in
Last updated on October 22, 2026
Bedroom count
Property type
Median rent
Median rent in Chestertown
$2,200/mo
12%vs previous year
The average rent in Chestertown is $2,200 per month as of October 2026. This is 16% above the national average rent, or $300 more per month.
average price per square foot
Total rentals
Available rentals in Chestertown
16
for rent on Zumper.com as of October 2026
Rent price distribution
Share of Chestertown rentals at each price point
Rent trends in Chestertown, MD
Average rent prices in Chestertown have increased by 3% over the last month and have decreased by 12% since last year.
Rent trends
Rent prices on this page are calculated on a rolling 30-day basis and updated daily.
Compare rent prices in
Chestertown, MD
Rent prices in Chestertown vary by bedroom size, rental type, and neighborhood. The average rent for an apartment in Chestertown is $1,896, whereas a house costs $2,250. 1-bedroom apartments in Chestertown run $1,334 on average, while 2-bedroom apartments are $1,649.
Listings | ||||
|---|---|---|---|---|
Studio | $1,025 |  17% | - | |
1 bedroom | $1,255 | 4% | 16% | |
2 bedroom | $2,000 | No Change | 43% | |
3 bedroom | $2,200 | 1% | 10% | |
4 bedroom | $3,378 | 9% | 50% |
At this time, we don't have enough active inventory for all rentals to generate data. Please check back soon to see neighborhood rent prices in Chestertown, MD.
Listings | ||||
|---|---|---|---|---|
Apartments | $1,896 | 5% | 13% | |
Condos | $2,000 | 43% | 32% | |
Houses | $2,250 | 3% | 4% | |
Rooms | $989 | - | - |
Studio
Average rent
$1,025
Last 30 days
17%
1 bedroom
Average rent
$1,255
Last 30 days
4%
Last year
16%
2 bedroom
Average rent
$2,000
Last year
43%
3 bedroom
Average rent
$2,200
Last 30 days
1%
Last year
10%
4 bedroom
Average rent
$3,378
Last 30 days
9%
Last year
50%
At this time, we don't have enough active inventory for all rentals to generate data. Please check back soon to see neighborhood rent prices in Chestertown, MD.
Apartments
Average rent
$1,896
Last 30 days
5%
Last year
13%
Condos
Average rent
$2,000
Last 30 days
43%
Last year
32%
Houses
Average rent
$2,250
Last 30 days
3%
Last year
4%
Rooms
Average rent
$989
The table above reflects average rent prices in Chestertown, MD, broken down by the number of bedrooms, neighborhoods, and property types. The availability of data for each category is dependent on market inventory and will adjust depending on your selected filters.
How does rent in Chestertown, MD compare to other cities?
Compare median rent prices in Chestertown and Abingdon by all bedroom counts and property types.
Chestertown
16%higher than the national median
15%higher than the national median
Takeaway
The median rent for all rentals in Chestertown, MD is 1% higher than the median rent in Abingdon, MD.
Average rent in nearby cities
Explore rent trends in neighboring markets
$2,188
5%$2,350
3%$2,138
1%$1,499
8%$2,845
50%$2,350
7%$2,450
93%$2,150
6%$2,300
11%$1,888
$2,700
30%$3,000
6%Discover rentals in Chestertown, MD
5d+ ago
House for rent in Chestertown
23322 Sandpiper Rd, Chestertown, MD 21620
3 beds
2 baths
$1,950
House for rent
Available Oct 1
5d+ ago
House for rent in Chestertown
Cedar Point Rd #NA, Chestertown, MD 21620
3 beds
1 bath
$1,900
Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.House for rent
Available Sep 6
5d+ ago
House for rent in Chestertown
Cedar Point Rd #NA, Chestertown, MD 21620
3 beds
1 bath
$1,900
Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.House for rent
Available Sep 6
5d+ ago
House for rent in Chestertown
23322 Sandpiper Rd, Chestertown, MD 21620
3 beds
2 baths
$1,950
House for rent
Available Oct 1
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Frequently asked questions for Chestertown, MD
Quick answers to common questions about the Chestertown rental market.
How much is rent in Chestertown?
The average rent in Chestertown is $2,200 per month as of October 17, 2026.
Is rent up or down in Chestertown?
Average rent prices in Chestertown have increased by 3% over the last month and have decreased by 12% since last year.
How does Chestertown rent compare to the national average?
Rent in Chestertown is 16% above the national average, which means renters are paying approximately $300 more per month.
What salary do I need to afford rent in Chestertown?
To comfortably afford rent in Chestertown, you'd need to earn approximately $88,000/year, based on spending no more than 30% of your income on rent.
Methodology
Rent prices are based on Zumper's rental listings from the past 30 days. Median rent is calculated across all available listings and property types on the platform. If you filter the page by bedroom count or property type, the pricing throughout the page will update automatically to reflect that segment of the rental market.
Household and population data come from the U.S. Census Bureau. Cost-of-living data is sourced from the Council for Community and Economic Research's Cost of Living Index (COLI).