Nestled right along the banks of the Chester River on Maryland’s scenic Eastern Shore, Chestertown is a place where history, culture, and a relaxed waterfront lifestyle collide. Whether you are looking for a historic 18th-century brick federal home downtown …
View MoreThere is a distinct magic to life on the Eastern Shore. It’s in the wide-open skies, the legacy of our working family farms, and the quiet rhythm of our tidal marshes. Whether you’ve lived here for generations or are …
View MoreIf your idea of a perfect weekend involves a paddle in your hand, salt air in your lungs, and the thrill of a tight fishing line, it’s time to put Maryland’s Chester River at the top of your hit list.
Flowing into …
View MoreThere is nothing quite like owning a piece of waterfront real estate in Maryland. Whether you are eyeing a home along the Chesapeake Bay, the coastal bays, or their scenic tidal tributaries, living by the water is the …
View MoreA Guide to the Best Annual Festivals in Chestertown, MD
Nestled on the banks of the Chester River, Chestertown is a town that truly knows how to celebrate. From reenacting colonial rebellions to hosting world-class tall ships, this historic Maryland gem offers a festival calendar that rivals cities twice its …
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