This North Canaan home in town boasts a spacious Main Home along with a Guest House situated on a 1.32-acre lot. The 5-Bedroom Main House is bathed in sunlight and features a lovely flow on the main floor that seamlessly connects a formal Living Room with a fireplace, a Media Room, an Office, the Dining Room, and a Kitchen with a Breakfast Bar that overlooks the backyard. The generous ceiling height and an inviting front entry hall enhance the ambiance of this beautifully crafted 1882 homestead. The Media Room has access to the adjoining Full Bath, making it a versatile First Floor En Suite Bedroom as well. Upstairs, you'll find an additional Primary Bedroom Suite complete with its own Bathroom, along with three other Bedrooms that share a hall Bath featuring a separate shower and a clawfoot soaking tub. All Bathrooms have been tastefully updated. The Carriage House at the rear of the property has also been carefully updated to take advantage of the expansive backyard and the abundant sunshine that graces the property. The Main Floor includes a Kitchen, Living Room, and a full bath that opens to a private back deck. The upper-level loft captures the essence of a true Carriage House. This presents a fantastic opportunity for an income-generating cottage or an exceptional Guest House for hosting friends and enjoying the charm of Litchfield County.