Investment Opportunity! An elegant and meticulously maintained property dating back to c1900-positioned in one of Rutland's most desirable locations. Overlooking Main Street Park with western mountain views, this stately home combines classic architecture with modern updates, offering exceptional income-producing potential and multiple living configurations. With its flexible layout, this property readily adapts to a variety of investment or lifestyle goals-whether as a multi-unit rental, owner-occupied home with income from additional living space, or short-term rental in the heart of downtown. The main level offers a fully outfitted one-bedroom living space complete with a newly renovated kitchen and bath, formal dining and living rooms, and three inviting outdoor areas: a side porch, a serene screened-in back porch, and a sun-filled enclosed front porch. Upstairs, the second floor features 2or3 bedrooms, a full bath, an additional kitchen, and an open-air front porch ideal for enjoying summer concerts in the park. The private third-floor suite includes a sitting area, soaking tub, and ¾ bath, creating yet another appealing rental or guest option. The property's versatile design and thoughtful updates make conversion straightforward for those seeking long-term rental, short-term lodging, or multi-generational living opportunities. A rare chance to own a distinguished property with both historic character and modern adaptability in the heart of Rutland's vibrant Main Street.