Welcome to 55 Parkway Avenue in the heart of Roncesvalles Village, one of Toronto's most vibrant and walkable neighborhoods. This charming 120-year-old solid brick semi-detached home sits on a rare 180-ft deep lot on a quiet, tree-lined street known for its friendly community and beautiful mature trees. Just steps to Roncesvalles Village where you'll find cafés, restaurants, boutiques, specialty grocers, parks and great schools, with Lake Ontario and the Martin Goodman Trail nearby. Excellent transit options include three streetcar lines and the Dundas West transit hub (subway, GO and UP Express) all within a short walk. Currently configured as a legal duplex, the home offers exceptional flexibility for homeowners or investors. The upper unit spans the second and third floors and features three bedrooms, a living room, eat-in kitchen and a large deck with city views. The lower unit occupies the main floor and finished basement and includes a living room with wood-burning fireplace, separate dining room, spacious kitchen and a comfortable lounge and bedroom in the basement. Both units feature wood floors, 4-pc bathrooms with Japanese Toto toilets and in-suite washer/dryers. Updates include a new furnace and hot water heater (2024), new washing machines and updated electrical breaker panel. The same family has lovingly owned the home for over 30 years. The deep backyard includes a patio, herb and vegetable garden, raspberry, blackberry and currant bushes and a peaceful moss garden. At the rear is a rare double-brick garage with parking, workshop and storage space. The garage location has also been assessed and recommended for a potential laneway house. A rare opportunity offering income potential, redevelopment possibilities or conversion to a single-family home.