charming single-level home in the heart of walkable chestertown. welcome to one of chestertown′s most convenient addresses — a quaint, single-level, three-bedroom home set on a large, shaded yard just a few flat blocks from downtown chestertown, washington college, the weekly farmers market, the town′s annual festivals, locally loved restaurants, and everyday groceries. the location is the kind that sells itself: leave the car in the driveway and run the day on foot, from morning coffee downtown to an evening stroll after the festivals. inside, the sun-filled sunroom anchors the home with year-round natural light and a flexible layout that adapts to how you actually live. use it as a quiet reading nook, a bright home office, an art studio, or simply a place to begin and end each day. the three-bedroom, single-level floor plan delivers true main-level living with no stairs and no wasted square footage, an increasingly rare find in historic chestertown. the hvac has been recently updated, providing year-round comfort, modern efficiency, and predictable utility costs for new owners. step outside to a generous, tree-shaded yard offering a level of privacy and outdoor space uncommon to a home this close to downtown. there′s room to garden, host family dinners, let pets roam, or simply enjoy a quiet afternoon in the shade. the setting feels tucked away while the rest of the town is just a short walk from your front door. for weekend owners, the home offers true lock-and-leave simplicity. for full-time residents, it offers the daily rhythm of a small college town with a real cultural calendar, a thriving farmers market, and a walkable downtown filled with independent shops and restaurants. fiber optic internet is available at the property, supporting fast, reliable connectivity for remote work, streaming, and study without compromise. single-level, move-in ready, and walkable to it all — a rare combination in this small, storybook college town. the home suits a wide range of buyers, from first-time homeowners and downsizers to weekend retreat owners and anyone seeking a quieter life with genuine connection to community. schedule your private tour today
