A rare opportunity to enjoy the feel of single-family living while benefiting from the income potential of a true side-by-side duplex! This charming 1920s property features two mirror-image units, each offering spacious two-story living with large living rooms, formal dining rooms, 2-baths, and three bedrooms. Rich period details, including beautiful natural woodwork, hardwood floors, and classic built-ins, create warmth and character throughout and make each unit feel truly like home. The functional floor plans include bright kitchens, generous living spaces, and with a convenient bath on the main level. Covered front porches provide a welcoming outdoor space for each unit to enjoy. Separate heating systems and utilities allow tenants to pay their own heat, electricity, hot water, internet, trash, and TV services, helping keep operating expenses low. Additional features include vinyl replacement windows, low-maintenance vinyl siding, individual garage spaces, walkout basement storage, and ample off-street parking. Both units are currently leased on a month-to-month basis, offering flexibility for investors or owner-occupants alike. Conveniently located near downtown Rutland, Pine Hill Park, schools, shopping, dining, and everyday amenities, this well-maintained duplex offers an exceptional blend of historic charm, practical living, and investment opportunity. Whether you're looking to expand your portfolio or live in one unit while generating income from the other, this property is a must-see.