227 ½ High Street
Chestertown, MD 21620
Phone: 410-810-0010
Fax: 410-810-9119

Chestertown

Located on the bank of the Chester River in Kent County, Chestertown provides its residents all the beauty and comfort of a small, eastern shore Maryland town. Dating as far back as 1706, historic Chestertown has been the home of several Eastern Shore inhabitants for over 300 years! Chestertown provides local residents an exciting blend of history, the arts, shopping and a variety of dining experiences. Dubbed "a treasure hidden in plain sight" by the National Trust for Historic Preservation, Chestertown was named in 2007 to a list of Distinctive Destinations, an annual list of unique and lovingly preserved communities in the United States.

Those who choose to purchase homes in Chestertown can enjoy an array of local flavor, including

  • Art displays in Fountain Park
  • Farmer's market, filled with homemade goods and fresh produce on Saturday mornings
  • Town festivities on the first Friday of each month
  • Walking candlelight tours through the historic homes of Chestertown
  • Music in Fountain Park, on every other Saturday in the summertime
  • The Annual Tea Party Celebration, where Chestertown history comes to life
  • Close proximity to Washington College, the 10th oldest college in the nation

...and so much more! Choose quaint, historic Chestertown as a place to call "home" and choose a vibrant community in a rural and relaxing atmosphere.


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