Apartments and houses for rent in Chestertown, MD
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For Rent
For Sale10 listings
103 S Lynchburg St, Chestertown, MD 21620
$1,400
1040 sqft
2 beds
2 baths
July 12, 2026 - Source: redfin.com
New
5 days ago
118 N Water St #3, Chestertown, MD 21620
$1,400
2 beds
1 bath
July 12, 2026 - Source: redfin.com
New
5 days ago
129 Manor Ave, Chestertown, MD 21620
$2,000
960 sqft
3 beds
2 baths
July 10, 2026 - Source: redfin.com
New
7 days ago
104 Maple Ave Apt 4, Chestertown, MD 21620
$1,920
900 sqft
2 beds
2 baths
July 09, 2026 - Source: realtor.com +2 more
New
8 days ago
222 Mount Vernon Ave, Chestertown, MD 21620
$2,950
1656 sqft
4 beds
2 baths
July 06, 2026 - Source: realtor.com
New
11 days ago
108 Metcalf Rd, Chestertown, MD 21620
$2,075
1280 sqft
3 beds
2 baths
June 30, 2026 - Source: zillow.com +1 more
New
17 days ago
351 Calvert St, Chestertown, MD 21620
$2,000
1122 sqft
3 beds
1 bath
June 29, 2026 - Source: realtor.com +1 more
New
18 days ago
102 Metcalf Rd, Chestertown, MD 21620
$2,000
1280 sqft
3 beds
2 baths
June 18, 2026 - Source: realtor.com
New
28 days ago
103 S Lynchburg St, Chestertown, MD 21620
$1,400
1040 sqft
2 beds
2 baths
June 18, 2026 - Source: zillow.com +2 more
New
29 days ago
409 High St APT 5, Chestertown, MD 21620
$1,200
1 bed
1 bath
June 17, 2026 - Source: zillow.com +1 more
New
30 days ago
What's the average rent in Chestertown, MD?
Based on the last 30 days, the average rent in Chestertown, MD is $1,835.
This is 17.5% lower than the average rental price in Maryland.
This is 17.5% lower than the average rental price in Maryland.
How often do new rentals come on the market in Chestertown, MD?
On average, a new rental property is put on the market in Chestertown, MD every 3 days.
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