This stately brick home sits on a downtown double parcel, with a rare side yard and off street parking for multiple cars. Mature and extensive gardens, a screened gazebo, updated propane furnace, encapsulated crawl space, and tons of natural light! Historically, this home was at one time divided into two apartments (one on the main level and one on the upper level), but has since been converted into a single family home. The laundry room is en suite to the largest/primary bedroom on the second floor, which used to house the kitchen for the upstairs apartment. This set up is IDEAL for conversion to a spacious Master Suite, likely without having to do extensive construction. The kitchen offers a great workspace, with a perfect "triangle" for ease of preparation. The bathroom off of the living room on the main level has an accessible walk-in tub, but could easily be converted back to a powder room. A bay window in the family room overlooks the lush backyard. The off-street parking and driveway is situated on what is technically 218 N Kent Street, which an additional parcel that will convey with the home sale. Both lots back to empty space... the setting is quite serene and relaxing. Whether looking for a primary residence or a weekend getaway, the home is just a short walk from Downtown restaurants, shops, the Farmer's Market, the library, galleries, festivals, the Garfield Theatre, and Washington College. Your Chestertown home is right here waiting for you!