Enjoy downtown luxury living while generating income to offset your mortgage. This remarkable Italianate duplex, designed by renowned Lexington architect Cincinnatus Shryock (circa 1895), offers a rare opportunity to own a piece of Lexington history in the heart of downtown. The main residence blends historic charm with thoughtful updates, including a beautifully updated kitchen with subway tile to the ceiling, floating oak shelves, and a dual-oven gas range, along with a newly renovated full bath upstairs. The duplex layout creates exceptional flexibility—ideal for an owner-occupant looking to offset their mortgage with rental income, accommodate extended guests, or take advantage of strong long-term housing demand from nearby medical, university, and professional communities. Located just steps from Gratz Park, Transylvania University, and downtown restaurants, cafes, and nightlife, this home offers historic character paired with truly walkable urban living.