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Rental Market Trends in Chestertown, MD

Updated July 2026

The average rent in Chestertown, MD is $1,311/month.

Rent in Chestertown is 21% lower than the national average rent of $1,662/month, making this one of the less expensive cities statewide.

$1,311/month

Average Rent

754 Sq Ft

Average Size

+0.6%

Change / Year

33

Available Apartments

Chestertown rent varies by unit size and layout:

  • Studio apartments in Chestertown average per month.
  • One-bedroom apartments in Chestertown average $1,311 per month.
  • Two-bedroom apartments in Chestertown average $1,470 per month.
  • Three-bedroom apartments in Chestertown average $1,911 or more per month.

Average Rent by Home Type

Bedrooms
Average Rent
Average Sq Ft
One Bedroom
$1,311/month
754 Sq Ft
Two Bedroom
$1,470/month
998 Sq Ft
Three Bedroom
$1,911/month
1,426 Sq Ft
View Chestertown Apartments

How much has average rent changed in Chestertown, MD?

In the past year, rent has increased by 0.6%, which averages out to $8 more per month.

Market Trends Over Time

July 2026

2025 2026
Market Trends Over Time

Rent Ranges in Chestertown, MD

July 2026
$1,001 - $1,500
Most rental prices fall within this range
Rent Ranges in Chestertown, MD
Percentage*
Rent Range
0% Below $700/month
25% $700 - $1,000/month
75% $1,001 - $1,500/month
0% $1,501 - $2,000/month
0% Above $2,000/month

What salary do I need to live comfortably in Chestertown, MD?

Because the average rent in Chestertown is $1,311, you’ll want to make about $4,370 per month or $52,440 per year. The general guideline is to pay no more than 30 percent of your monthly income on rent. However, you’ll want to consider additional factors, such as your monthly bills and other expenses. Use our rent affordability calculator to help determine how much to budget for rent.

City

Chestertown, MD

33 Available Apartments for Rent

Search for Nearby Apartments

How does Chestertown, MD compare to other nearby cities and neighborhoods?

Use the tool below to compare Chestertown, MD to other nearby cities and neighborhoods. The Apartments.com neighborhood guides provide you with insight into the area’s transportation, things to do, and more.

View the Chestertown Area Guide

Apartment Averages

Apartment Communities in Chestertown We Think You'll Love

Kent Crossing Apartments

Kent Crossing Apartments

101 Morgnec Rd,
Chestertown, MD 21620

1-3 Beds | $1,300 - $1,900

351 Calvert St

351 Calvert St

351 Calvert St,
Chestertown, MD 21620

3 Beds | $2,000

109 Fairview Dr

109 Fairview Dr

109 Fairview Dr,
Chestertown, MD 21620

3 Beds | $1,900

24731 Langford Rd

24731 Langford Rd

24731 Langford Rd,
Chestertown, MD 21620

1 Bed | $1,200

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Frequently Asked Questions

What is the average rent in Chestertown?

The average rent in Chestertown is $1,311 per month, which is 21.1% lower than the national average of $1,662.

Are rents going up or down in Chestertown?

Rents in Chestertown, MD are increasing, with prices up 0.6% year-over-year and $8 more per month.

What rent range is most common in Chestertown?

In Chestertown, MD, 75% of apartments fall between $1,001 - $1,500/month, though prices may vary depending on location and other factors.

United States Maryland Chestertown Rental Trends

Methodology

† Our analysis of utilities, groceries, transportation, healthcare, home prices, and other goods and services is sourced from the Cost of Living Index, a respected benchmark published by the Council for Community and Economic Research (C2ER) that provides a thorough overview of living expenses across different regions.

Rent data is provided by CoStar Group’s Market Trend reports. As the industry leader in commercial real estate information, analytics, and news, CoStar conducts extensive research to produce and maintain a comprehensive database of commercial real estate information. We combine this data with public record to provide the most up-to-date rental information available.

Consumer goods, services, and home prices are sourced from the Cost of Living Index published by the Council for Community and Economic Research (C2ER). The data on this page is updated quarterly. It was last published in June 2026.

Demographic information comes from Neustar and combines detailed address data with U.S. Census and American Community Survey statistics to produce reliable local estimates.

* Percentages may not total 100 due to rounding.

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Equal Housing Opportunity

© 2026 CoStar Group, Inc.

Equal Housing Opportunity