Handsome & grand Victorian home located in the heart of Toronto's trendiest neighbourhood, Trinity-Bellwoods. Just steps from the iconic Ossington Strip. This three-storey residence blends timeless architectural charm with excellent income, all in one of the city's most walkable and in-demand locations. Currently configured as three self-contained apartments. The upper floors feature a spacious four-bedroom, two-bathroom apartment with two private outdoor spaces, currently tenanted for one year as of Aug 1 2025. The main floor hosts a bright and character-filled two-bedroom unit, currently tenanted month to month, while the basement contains a one-bedroom apartment, currently tenanted for one year as of Aug 1 2025. The property generates an annual gross rent of $108,461.16. Built in 1889 , original 19th-century details remain beautifully intact, including exquisite stained glass windows, intricate wood trim, and a stunning arched hallway on the second floor that speaks to the homes heritage. Outside, a deep and beautifully landscaped backyard with mature trees. With a Walk Score of 99, Transit Score of 89, and Bike Score of 84, 261 Ossington is perfectly positioned for convenient, car-free living. From world-class dining and cafés to shops, galleries, and green spaces, everything is just steps away. Whether you're an investor, a multi-generational household, or a buyer with a vision to restore this home to a grand single-family estate, this is a rare opportunity to own a true piece of Toronto history in one of its most exciting neighbourhoods!