Discover Maryland Heritage Properties' Stunning Properties

This exceptional property is a rare find as an authentic waterfront 18th century home with 21st century comforts. Situated directly on the beautiful Chester River. Originally a merchant’s home in the heart of historic Chestertown, the Smith-Ringgold house has been modified and enlarged over the course of its 250-year history.

The present owner took two years to restore the home’s structural integrity from the foundation to the attic, adding a river-side addition and porch, replacing the cedar shingle roof, and completely redoing the plumbing, wiring, heat and A/C systems. The wood floors throughout the house have been beautifully restored. A modern kitchen was sensitively re-designed and half bath was added to first floor. Modern storm windows are energy efficient and all but eliminate street noise. Aside from your own personal touches, this house is move-in-ready.

The ground floor features a grand entrance room, large double parlor, inviting sitting room, formal dining room, breakfast room, and a stunning chef’s kitchen.  An important feature is the hand painted dining room mural by noted artist Jack Schroeder. The front hall, redesigned in about 1860, replaced a steep stairway with a grand and gracefully curving staircase. The second floor contains three large en-suite bedrooms and a laundry room that is also accessible from the kitchen via a “secret” staff stairway. The third floor has a large sitting room, bathroom, and bedroom, with part of the home’s original c. 1759 roof forming a unique design element. 

The river side lawn was extensively terraced, probably in the late 1700s, in descending levels down to the Chester River. The free-standing brick garage dates from the early 20th century, when car garages replaced horse barns. This structure could easily be repurposed as an artist’s studio or home workshop, office  or, of course used as a garage. A wide driveway area provides additional off-street parking.                                                  $1,725,000