Welcome to 236 Winthrop Street, an extraordinary 1888 Queen Anne Victorian offering a rare combination of historic character, impressive space and exciting future possibilities. Prominently situated on an expansive 1.15-acre lot, this distinctive property features 17 rooms, 5 bedrooms, 3 full and 4 half baths, along with a two-story carriage house that adds even more flexibility and potential. From the moment you arrive, the home's classic architecture and craftsmanship make a lasting impression. A beautiful wraparound porch welcomes you inside, where leaded-glass windows, intricate millwork, elaborate trim and original built-ins showcase the timeless details of this remarkable property. Generously sized rooms and a versatile floor plan provide countless opportunities to reimagine the space while preserving its historic charm. Currently configured as both a private residence and medical office, the property includes a waiting area, exam rooms, laboratory space, two half baths and dedicated office areas. This unique setup may be ideal for those seeking a live-and-work arrangement or a property that can be thoughtfully transformed to meet a variety of residential or professional needs. Outdoor amenities include flagstone patio and attached portico, creating wonderful spaces for entertaining, relaxing and enjoying the property's substantial grounds. The two-story carriage house offers additional possibilities for storage, a workshop or future conversion for a possible ADU, subject to applicable approvals. Zoned Urban Residential, and with over 225 feet of frontage the oversized 1.15-acre parcel may also present opportunities for expansion or future development. Buyers and agents are encouraged to perform their own due diligence regarding permitted uses, subdivision potential and required municipal approvals. Rich in history and filled with architectural beauty, this stately home is ready for its next chapter. Whether restored as a grand single-family residence, adapted for a new use or explored for its development potential, this one-of-a-kind property offers space, versatility and opportunity that are difficult to find.