27 Main St Kingston, NY 12401

Located in the heart of Uptown Kingston's historic Old Stockade Business District, 27 Main Street presents an investment opportunity. The property includes three contiguous tax parcels totaling approximately 0.53 acres. The flagship property at 27 Main Street is a two-story, 8663 SF commercial building constructed of limestone and brick in 1843, featuring architectural details such as soaring ceilings, grand columns, and original banking elements, including a classic vault on the first floor and in the basement. A renovation in 2010 and a new roof installed in 2022 ensure modern functionality. The first floor is leased to Rhinebeck Bank, a tenant since 2005, with 7 years remaining on their second 10-year lease term. The bank pays separately metered utilities. The second floor, previously owner-occupied, will be delivered vacant, offering an opportunity for office use or conversion. The sale includes two additional parcels at 264-266 Fair Street, totaling 0.23 acres, configured as a 32-space private parking lot. This includes 7 deeded exclusive use spaces, 20 unencumbered shared spaces, and 12 additional income-producing spaces. The parking lot offers income potential or redevelopment possibilities. The property is adjacent to the Ulster County government offices and a short walk to the County Courthouse, with significant foot traffic and visibility.