Chairs on a lawn facing sailboats in the water

Chestertown MD Real Estate for Sale

The real estate market in the Chestertown, Maryland area is vibrant and provides a good opportunity for buyers and sellers. Right now, there are 130 properties for sale in Chestertown with a median price of $324,000.  There are roughly 450 more properties available in surrounding areas if you are willing to expand your search area.

Great opportunities exist in and around Chestertown with 128 brand new listings hitting the market. Be sure to register to receive listing alerts in your inbox. Be the first to know of new listings and price reductions.

Search the entire MLS for Chestertown area real estate and find your perfect property.

New Listings in Chestertown MD

chestertown new listing
822 Duhamel Corner Rd
Marydel, MD 21649
4 bed
2.5 bath
2,084 sq ft
chestertown pool house
761 Pondtown Rd
Sudlersville, MD 21668
4 bed
3 bath
3,864 sq ft

Waterfront Real Estate in Chestertown MD

waterfront property
121 Lyons Ln
Chestertown, MD 21620
4 bed
2.5 bath
2,327 sq ft
waterfront listing
5268 Quaker Neck Rd
Chestertown, MD 21620
5 bed
4.5 bath
4,748 sq ft

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