134 N 2nd St, Ashland, OR 97520

Discover the rare opportunity to own a thoughtfully maintained, multi-residence property tucked in the heart of Ashland's vibrant Railroad District. One property, two homes, three distinct addresses & utilities — 134, 136, and 138 North 2nd Street — this versatile collective blends character, comfort, & possibility. Each home has been lovingly cared for, featuring updated Jen-Weld windows (2010) and a new roof (Oct 2025). The 1952 cottage (136 N Second St, facing Second St) was beautifully remodeled in 1996 by Brad Roupp. The 1998 Don Greene Classic cottage (134 & 138 N Second St) has the downstairs being run as a short-term rental approximately 40% of the year. Whether you envision a family compound, artist enclave, or simply a beautiful place to grow together, this one-of-a-kind property is filled with possibilities. All three addresses are permitted for short-term rental; however, one unit must be owner-occupied to operate as such. (Agents: See additional documents for more info