Homes for sale in Chestertown, MD
Figures for Chestertown, MD, week ending October 11, 2026.
Paige
watching Chestertown · 138 homes for sale
Paige
The most notable move in Chestertown this week was at 217 Edmore Road, where the asking price dropped from $345,000 to $325,000. If you want to take a look at what is available right now, 8820 Cumberland Street in Tolchester Estates is a 3 bedroom residential listed 11 days ago at $312,500. There is also 331 Devon Drive in Coventry Farms, a 4 bedroom residential asking $499,999 that has been on the market for 17 days. Right now, there are 138 homes for sale in Chestertown, with 0 coming on in the last 7 days and 6 asking prices reduced by a median reduction of 7.7%. Homes currently listed show a median days on market of 69, while the 11 homes sold in the last 30 days had a median of 15 days on market before selling at a median sold price of $349,000.
Are you looking to buy or sell a home in Chestertown?