Average Rent in Chestertown, MD and Rent Price Trends

Rent trends in Chestertown, MD

Average rent prices in Chestertown have increased by 5% over the last month and have decreased by 11% 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 $1,599, whereas a house costs $2,000. 1-bedroom apartments in Chestertown run $1,200 on average, while 2-bedroom apartments are $1,400.


Studio	$500	17%	-
1 bedroom	$1,489	No Change	-
2 bedroom	$1,474	No Change	20%
3 bedroom	$2,000	8%	9%
4 bedroom	$2,850	9%	24%


Apartments	$1,599	8%	No Change
Condos	$2,350	52%	No Change
Houses	$2,000	1%	No Change
Rooms	$865	-	-

Studio

Average rent

$500

Last 30 days

17%

1 bedroom

Average rent

$1,489

2 bedroom

Average rent

$1,474

Last year

20%

3 bedroom

Average rent

$2,000

Last 30 days

Last year

4 bedroom

Average rent

$2,850

Last 30 days

Last year

24%

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

Median rent price$1,950

Equal to the the national median

Median rent price$1,896

lower than the national median

Takeaway

The median rent for all rentals in Chestertown, MD is 3% higher than the median rent in Abingdon, MD.

Average rent in nearby cities

Explore rent trends in neighboring markets

$1,896

$1,846

$1,766

$2,050

$2,000

$2,500

$2,500

$2,137

$1,877

$1,818

$2,200

$2,500

Discover rentals in Chestertown, MD

2d ago

House for rent in Chestertown

SINGLE_FAMILY - Rambler - CHESTERTOWN, MD

2201 Pondtown Rd, Chestertown, MD 21620

3 beds

1 bath

$1,500

House for rent

3d ago

House for rent in Chestertown

3 bedroom 1bath water view farmhouse

Cedar Point Rd #NA, Chestertown, MD 21620

3 beds

1 bath

$1,900

House for rent

Available Sep 6

5d+ ago

House for rent in Chestertown

Fairview

109 Fairview Dr, Chestertown, MD 21620

3 beds

1 bath

$1,900

House for rent

Available Aug 1

5d+ ago

House for rent in Chestertown

3 Bedroom 2 Bath Rancher for Rent

129A Manor Ave, Chestertown, MD 21620

3 beds

2 baths

$2,000

House for rent

Available Jul 15

5d+ ago

Townhouse for rent in Chestertown

TOWNHOME - CHESTERTOWN, MD

351 Calvert St, Chestertown, MD 21620

3 beds

1 bath

$2,000

House for rent

1d ago

House for rent in Chestertown

$2,950 - 4 Bed, 2 Bath Historic Home in Heart of Chestertown

222 Mount Vernon Ave #NA, Chestertown, MD 21620

4 beds

2 baths

$2,950

$2,600

Price drop

House for rent

Available Jul 1

Stay up to date with rental market insights

National Rent Report

Canadian Rent Report

Annual Rent Report

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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 $1,950 per month as of July 18, 2026.

Is rent up or down in Chestertown?

Average rent prices in Chestertown have increased by 5% over the last month and have decreased by 11% since last year.

How does Chestertown rent compare to the national average?

Rent in Chestertown is roughly the same as the national average.

What salary do I need to afford rent in Chestertown?

To comfortably afford rent in Chestertown, you'd need to earn approximately $78,000/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).

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