Set on one of Toronto's most desirable, tree-lined streets, this spacious residence combines classic charm with outstanding versatility in vibrant Little Italy-a neighborhood celebrated for its cafés, restaurants, parks, and exceptional walkability. Offering more than 2,500sq.ft. of living space, the home features five large bedrooms and two full bathrooms-a four-piece on the second floor and a three-piece in the basement-providing comfort and flexibility for families, investors, or multi-generational living. The property is a legal duplex with two kitchens-one on the main floor and one upstairs-making it ideal for rental income or conversion into a generous single-family home. Residents benefit from three separate entrances and exits: the main front entry, a convenient walk-up basement, and access through the sunroom, offering ease of entry and privacy for multiple occupants. Families will appreciate the many highly rated public and French-immersion schools nearby, including King Edward Jr. & Sr. Public School, ÉÉ Pierre-Elliott-Trudeau, and Harbord Collegiate Institute. Parks, community centers, and green spaces-such as Healey Willan Park and Alexandra Park-are all within walking distance, as are multiple transit options including College Street streetcars and Bathurst Station for quick connections across the city. Outside, the property features a private backyard and a rare double-car garage, adding valuable parking and storage in a downtown location where space is at a premium. Few homes offer this combination of size, functionality, and location in such a prestigious and lively neighborhood. Move in as is, invest for future income, or reimagine it to suit your needs-the possibilities are as exciting as the community itself. Images may include digital enhancements.