$250,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,296sqft
Sale Pending
Doug Ashley Realtors, Llc
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$250,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,296sqft
Sale Pending
Doug Ashley Realtors, Llc
$185,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,136sqft
Townhouse for sale
Compass
$244,500
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 912sqft
Single family home for sale
Re/Max Leading Edge
$115,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 910sqft
Single family home for sale
Real Broker, Llc
$299,500
Bedrooms: 2Bds
Bathrooms: 3Ba
Area: 1,867sqft
Sale Pending
Doug Ashley Realtors, Llc
$299,900
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,152sqft
Single family home for sale
Chesapeake Real Estate Associates, Llc
$275,000
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 920sqft
Single family home for sale
Select Land & Homes, Llc
$349,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,304sqft
Single family home for sale
Re/Max Executive
$329,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,499sqft
Single family home for sale
Chesapeake Real Estate Associates, Llc
$325,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,404sqft
Sale Pending
Ttr Sotheby'S International Realty
$259,900
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,200sqft
Townhouse for sale
Real Broker, Llc
$157,400
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 910sqft
Single family home for sale
Anr Realty, Llc
$295,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: --sqft
Single family home for sale
Doug Ashley Realtors, Llc
$339,900
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,724sqft
Sale Pending
American Premier Realty, Llc
$269,900
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,356sqft
Single family home for sale
Coldwell Banker Waterman Realty
$330,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,628sqft
Sale Pending
Benson & Mangold, Llc
$334,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,900sqft
Sale Pending
Chesapeake Real Estate Associates, Llc
$175,000
Bedrooms: 2Bds
Bathrooms: --Ba
Area: 1,160sqft
Sale Pending
Keller Williams Select Realtors Of Annapolis
$350,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,942sqft
Sale Pending
Long & Foster Real Estate, Inc.
$275,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,424sqft
Sale Pending
Compass
$350,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 2,034sqft
Single family home for sale
Coldwell Banker Chesapeake Real Estate Company
$269,000
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 960sqft
Single family home for sale
Doug Ashley Realtors, Llc
$314,900
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,232sqft
Single family home for sale
Coldwell Banker Chesapeake Real Estate Company
Showing 43 - 65 of 65 homes for sale in Chestertown, MD
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Based on information from Bright MLS through Nov 2, 2026, 2:00 PM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information
65
Homes Available
$ NaN
Median List Price
- Days
Avg on Market