Home
About
- About Chestertown
- Chestertown News
Visit
Businesses
Main Street
Contact

Home
About
- About Chestertown
- Chestertown News
Visit
Businesses
Main Street
Contact

Real Estate

Exterior of Select Land and Homes in Chestertown, Maryland

Select Land and Homes

Front of the Hogans Building in Chestertown

Hogan’s Agency

Office of Doug Ashley Realtors in downtown Chestertown

Doug Ashley Realtors

Cross Street Realtors

Front Entrance of Coldwell Banker in Chestertown, Maryland with Listing Flyers in Window

Coldwell Banker Chesapeake Real Estate Company

Chestertown, Maryland was founded in 1706. It was established as a port town and played a significant role in the colonial era, serving as a bustling trade hub along the Chester River. Today, Chestertown retains much of its historic charm and is known for its well-preserved 18th-century architecture and vibrant cultural scene. Thanks for checking us out!

Stay in the know!

Join Main Street Chestertown's email list
for periodic updates and news about Chestertown.

Success!

Name

Email

By clicking the subscribe button you agree to the Privacy Policy and Terms and Conditions.



Email

office@mainstreetchestertown.org



Office

Kent County Visitors Center
2nd Floor
122 N. Cross Street
Chestertown, MD 21620



Mailing Address

PO Box 427
Chestertown, MD 21620

Kent County Visitor's Center

(410) 778-9737



Main Street Chestertown

(410) 778-2991

Main Street Chestertown would not be possible without the support of our partners:

National historic Trust

Site Credit | Copyright © 2023 - 2026 Main Street Chestertown. All Rights Reserved.

We use cookies to ensure that we give you the best experience on our website. If you continue to use this site we will assume that you are happy with it.