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Homes for sale in Chestertown, MD

63 homes
108 N Water St, Chestertown, MD 21620New 路 2 days
$1,125,000
5 bd 路 4 ba 路 3,031 sqft
108 N Water St, Chestertown
111 Kent St S, Chestertown, MD 21620New 路 2 days
$450,000
2 bd 路 3 ba 路 1,632 sqft
111 Kent St S, Chestertown
201 Garland Way, Chestertown, MD 21620New 路 2 days
$375,000
4 bd 路 3 ba 路 2,886 sqft
201 Garland Way, Chestertown
317 Rolling Rd, Chestertown, MD 21620New 路 2 days
$229,900
3 bd 路 2 ba 路 2,344 sqft
317 Rolling Rd, Chestertown
403 Calvert St, Chestertown, MD 21620New 路 2 days
$135,000
3 bd 路 2 ba 路 1,136 sqft
403 Calvert St, Chestertown
7545 Quaker Neck Rd, Chestertown, MD 21620
$175,000
3 bd 路 1 ba 路 1,360 sqft
7545 Quaker Neck Rd, Chestertown
501 High St, Chestertown, MD 21620
$349,900
2,008 sqft
501 High St, Chestertown
8668 Elm Rd, Chestertown, MD 21620
$349,900
4 bd 路 2 ba 路 1,440 sqft
8668 Elm Rd, Chestertown
7655 James Ln, Chestertown, MD 21620
$519,900
3 bd 路 3 ba 路 2,475 sqft
7655 James Ln, Chestertown
24607 Chestertown Rd, Chestertown, MD 21620
$365,000
3 bd 路 3 ba 路 2,294 sqft
24607 Chestertown Rd, Chestertown
8901 S Bayview Dr, Chestertown, MD 21620
$525,000
3 bd 路 3 ba 路 1,833 sqft
8901 S Bayview Dr, Chestertown
21338 Virginia Ave, Chestertown, MD 21620
$400,000
2 bd 路 2 ba 路 1,000 sqft
21338 Virginia Ave, Chestertown
106 Harlan Loop, Chestertown, MD 21620
$425,000
4 bd 路 2 ba 路 3,165 sqft
106 Harlan Loop, Chestertown
8986 Orchard Dr, Chestertown, MD 21620
$679,900
3 bd 路 4 ba 路 3,228 sqft
8986 Orchard Dr, Chestertown
326 Talbot Blvd, Chestertown, MD 21620
$484,990
3 bd 路 3,176 sqft
326 Talbot Blvd, Chestertown
234 N Kent St, Chestertown, MD 21620Price cut $25,000
$300,000
5 bd 路 2 ba 路 1,802 sqft
234 N Kent St, Chestertown
8820 Cumberland St, Chestertown, MD 21620Price cut $31,000
$281,500
3 bd 路 2 ba 路 1,080 sqft
8820 Cumberland St, Chestertown
103 Metcalf Rd, Chestertown, MD 21620
$259,900
3 bd 路 1.5 ba 路 1,280 sqft
103 Metcalf Rd, Chestertown
331 Devon Dr, Chestertown, MD 21620
$499,999
4 bd 路 4 ba 路 3,506 sqft
331 Devon Dr, Chestertown
105 N Water St Apt 3, Chestertown, MD 21620Price cut $30,000
$459,000
2 bd 路 2 ba 路 1,098 sqft
105 N Water St Apt 3, Chestertown
8732 Elm Rd, Chestertown, MD 21620
$289,000
3 bd 路 2 ba 路 1,056 sqft
8732 Elm Rd, Chestertown
329 Union Church Rd, Chestertown, MD 21620Price cut $19,000
$549,900
4 bd 路 3 ba 路 2,464 sqft
329 Union Church Rd, Chestertown
24775 Langford Rd, Chestertown, MD 21620Price cut $10,000
$305,000
3 bd 路 1 ba 路 1,008 sqft
24775 Langford Rd, Chestertown
104 Lincoln Dr, Chestertown, MD 21620Price cut $25,000
$275,000
3 bd 路 1 ba 路 960 sqft
104 Lincoln Dr, Chestertown

There are 32 homes for sale in Chestertown, MD, with a median list price of $367,500. Prices run from $135,000 to $1,125,000. The newest listings come first. Filter by price, beds, baths and home type, or move the map to look around.

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