A captivating Tudor-style two-family residence set on a tranquil, tree-lined street, this one-of-a-kind residence blends timeless architectural detail with thoughtful modern updates. Built in 1929 and meticulously maintained, this distinguished home showcases rich hardwood floors, bespoke millwork, original fireplaces, and striking vintage tile baths. Each gracious unit offers ~1,400 SF with 3 bedrooms, elegant living and dining rooms, updated kitchens, and sunlit three-season porches. Sited on a 6,093 SF lot, the property features a beautifully terraced backyard with natural stonework, lush plantings, and a serene pond ideal for outdoor entertaining. Additional highlights include a spacious basement with 7’6” ceilings, laundry, workshop, and garage. A rare opportunity suited for multigenerational living, investment, or single-family conversion, all just moments from the shops, dining, and vibrant energy of Washington Square. Close proximity to the B & C stops on the Green Line. Easy commute to Longwood Medical.