This charming 1935 Sears & Roebuck home is nestled on a spacious 0.29-acre lot in the heart of Rhinebeck Village, blends classic character with modern flexibility. As a legal two-family property, it offers great potential for rental income, a private in-law suite, or extra space for your family’s needs. The main house features warm oak hardwood floors throughout, enhancing the inviting living room, dining room, and bright kitchen. A sunroom off the living area provides a serene spot to enjoy natural light all year long. Upstairs, the expanded primary bedroom (originally two rooms) offers ample space, complemented by a second bedroom and a full bathroom. At the rear of the house, a private one-bedroom apartment with its own entrance offers two spacious rooms, two full bathrooms, and the same oak hardwood floors throughout—perfect for guests, tenants, or extended family. The home is equipped with mini-split systems for cooling and oil-fired hot water heating for year-round comfort. A hardwired generator ensures power during outages, providing peace of mind. Outside, a private deck, two-car garage, and tool shed provide plenty of storage. Located just a short stroll from Rhinebeck’s shops, restaurants, and historic charm, this property offers the best of village living. Don’t miss this rare chance to own a piece of Rhinebeck history with endless possibilities!