In the heart of Palmerston-Little Italy, steps from the Annex, Harbord Village and Seaton Village, this Mirvish Village gem offers a rarely found balance of heritage character, scale, and modern comfort. With nearly 4000 square feet of finished space across four levels, this home presents a rare opportunity to live beautifully today - or to refine and tailor it to your own vision over time. Thoughtfully updated with wide-plank engineered hardwood, modern windows, and abundant natural light, the interiors feel both polished and inviting. The expansive kitchen - anchored by a large island and concealed walk-in pantry - opens to a sunken family room overlooking a private urban garden, perfect for entertaining or unwinding in privacy. Five generous bedrooms span the upper two levels, including a top-floor with 2 massive bedrooms and a private rooftop terrace with skyline views - a quiet retreat above the city. The finished lower level offers excellent ceiling height, ideal for recreation, guests, or a dedicated workspace. Mechanically robust and meticulously maintained, the home is equipped with a Viessmann high-efficiency boiler and ductless air conditioning, ensuring comfort in every season. A two-car garage and laneway suite feasibility study further elevate the property's long-term value, adding flexibility for future expansion or multi-generational living. Move in and enjoy the home exactly as it is - or reimagine it with your own bespoke touches. In one of Toronto's most storied neighbourhoods, 555 Markham Street is a lasting investment in space, quality, and possibility.