Charming bungalow-style home on one of downtown's finest streets- a unique opportunity on a very large, rare-to-find lot in Old Town. Lovingly maintained since 1924, with only two owners since built, this iconic residence marries historic Craftsman details with thoughtful modern updates and more than 5,300 sq ft of total living space. The property includes the beautifully appointed main house (5 BD, 4 BA) and a separate one-bedroom, one-bath caretaker unit above a three-car garage, providing flexible living or income options. Inside the main home, original oak trim and built-ins accent generous living spaces, while a gourmet kitchen, an expansive primary suite with sitting area and library, and updated systems throughout deliver modern comfort without sacrificing character. Designed for entertaining and relaxed living, the grounds feature mature gardens and a large wood deck with hot tub-an ideal setting for summer gatherings. Currently permitted as a legal STR vacation rental, the main house produces lucrative income, and the caretaker ADU can be rented separately as a long-term unit, offering attractive investment flexibility. A rare chance to own a piece of Steamboat Springs history on an exceptionally large downtown lot-ready for its next chapter.