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Single Family Homes For Sale in Chestertown, MD | Page 2

63 Homes
 
23416 Cloquet Rd, Chestertown, MD 21620
  • $384,000
  • 3Bd
  • 2Ba
  • 1,512 Sq Ft
144 Prospect St, Chestertown, MD 21620
  • $159,000
  • 2Bd
  • 2Ba
  • 1,082 Sq Ft
215 Fairview Dr, Chestertown, MD 21620
  • $425,000
  • 3Bd
  • 3Ba
  • 1,784 Sq Ft
9816 Fairlee Rd, Chestertown, MD 21620
  • $535,000
  • 3Bd
  • 3Ba
  • 1,624 Sq Ft
10584 Klamath Rd, Chestertown, MD 21620
  • $319,900
  • 3Bd
  • 2Ba
720 Deep Landing Rd, Chestertown, MD 21620
  • $369,999
  • 3Bd
  • 2Ba
  • 1,271 Sq Ft
704 Truslow Rd, Chestertown, MD 21620
  • $440,000
  • 3Bd
  • 3Ba
  • 2,060 Sq Ft
109 S College Ave, Chestertown, MD 21620
  • $419,900
  • 3Bd
  • 3Ba
  • 1,216 Sq Ft
112 Elm St, Chestertown, MD 21620
  • $269,900
  • 3Bd
  • 1Ba
  • 1,356 Sq Ft
231 Richard Dr, Chestertown, MD 21620
  • $1,150,000
  • 5Bd
  • 3Ba
  • 2,956 Sq Ft
24775 Langford Rd, Chestertown, MD 21620
  • $319,900
  • 3Bd
  • 1Ba
  • 1,008 Sq Ft
7844 Chester Ct, Chestertown, MD 21620
  • $670,000
  • 4Bd
  • 3Ba
  • 3,248 Sq Ft
222 Dutchess Rd, Chestertown, MD 21620
  • $320,000
  • 3Bd
  • 2Ba
  • 1,096 Sq Ft
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Chestertown, MD Real Estate Snapshot

List Price
$407,450
$/Sqft
$247
Homes For Sale
94
Home Size
1,864 Sqft
Days on Movoto
67

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Information Deemed Reliable But Not Guaranteed
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Movoto participates, and is provided by BRIGHT through a licensing agreement.The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated: 6/4/2026. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closedor are no longer being offered for sale. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. This home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHTMLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually solddue to reporting errors.
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