Live in the heart of Chestertown’s Historic District—see your boat from your front porch!
Beautifully rebuilt and expanded, this versatile home offers 3 1/2 baths and over 2,000 sq. ft. of finished living space. The rear addition features a sunroom/mudroom with separate entrance leading to a guest suite with walk-in closet and full bath.

Upstairs, enjoy a second-story waterview deck—built strong enough to support a hot tub or additional living area (double 2x8 joists per owner). Andersen composite dual-pane windows with plantation shutters offer energy efficiency and easy operation. Ample storage includes two walk-in closets plus a walk-in attic.

Located on desirable Water Street, you’re just steps from the waterfront, Wilmer Park, shops, restaurants, bakeries, pubs, Farmer’s Market, arts district, and more.

Cook and entertain in style with Heartland appliances and handcrafted cabinetry in the kitchen.
206 S. Water Street—a “feels-like-new” historic home in Chestertown’s most walkable location.

Note The vacant lot next door is not part of this property. Separate owner.