53 Old Town Street is more than a house—it’s a living chapter of Connecticut history. This impeccably preserved c.1747 center-chimney homestead features a clapboard façade, restored six-over-six windows, period hardware, and exposed post-and-beam framing that set an authentic tone. Inside, a grand sitting room centers on an awe-inspiring eight-foot hearth. Original paneling, wide-pine floors burnished by generations, open-beamed ceilings, hand-wrought latches, and built-in cupboards complete the historic canvas.
A seamlessly designed wing offers a vaulted-ceiling primary suite with a spa-inspired bath, perfectly blending modern comfort with period charm. Outside, 24± acres of meadows, woodlands, and fenced pasture surround the home, bordered by nearly a mile of stone walls. A post-and-beam barn sits just steps away, offering potential for equestrian use, boutique farming, or creative ventures.
The property’s legacy runs deep—built by the Cone family, early patriots said to have sheltered Continental soldiers en route to Valley Forge. Civil War-era ledgers describe the barn storing wool for uniforms and fields supplying hay to riverboats. Minutes from the Connecticut River, Goodspeed Opera House, and Gillette Castle—and under two hours from NYC or Boston—this heritage homestead is the perfect country escape. Request your private tour today.