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Beds
Baths
Sandpiper Road
Chestertown, MD
Sq.Ft.
207 Lincoln Drive
10540 Tonopah Road
202 Pine Street
1010 Twin Court
21146 Montana Avenue
8312 Broad Neck Road
201 N Lynchburg Street # LOTS 4, 5, 6 & 7
115 Metcalf Road
107 Conley Drive
200 Manor Avenue
121 Metcalf Road
21324 Persimmon Drive
10720 Foreston Road
109 Cedar Street
409 Calvert Street
9126 Fairlee Road
896 Washington Avenue
22481 Goose Hollow Drive
104 Conley Drive
Home of George Washington College, Chestertown is the center of amenities and the hub of life in Kent County. Located on the banks of the Chester River, Chestertown began as a prosperous shipbuilding, trade and government center during the colonial movement and still maintains the state’s oldest records. The popular autumn Candlelight Walking Tour offers a glimpse into many of the spectacular homes built by wealthy merchants of the 18th and 19th centuries. Quaint red-brick sidewalks and broad, shaded streets form an idyllic backdrop for specialty shops, galleries and eateries. On cool summer evenings, residents can relax to the strains of concerts held around the antique fountain in the town square. Lovely homes, a stimulating college-town atmosphere and community pride make Chestertown the ideal place to call home.
Weichert Realtors is one of the nation's leading providers of Chestertown, Maryland real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Chestertown, MD.
(Data as of 8/8/2026)
Information deemed reliable but not guaranteed.
Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BrightMLS Broker ReciprocitySM program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Weichert, Realtors® participates, and is provided by BrightMLS through a licensing agreement.
Real estate listings held by brokerage firms other than Weichert, Realtors® are marked with the Broker Reciprocity icon (a little black house) and detailed information about each listing includes the name of the listing broker.
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.
Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale.
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