Welcome to 75 Dupont Street, a character filled Annex residence offering exceptional flexibility in one of Toronto's most connected neighbourhoods. Currently configured as two self contained suites, this stately red brick home blends warmth, function and income potential with exposed brick walls, wood burning fireplaces, generous ceiling heights, wide plank oak flooring, updated kitchens and inviting principal rooms across multiple levels. The upper suite offers a bright, renovated kitchen with Cesarstone counters, stainless steel appliances, subway tile backsplash and solid wood cabinetry, opening to a spacious dining area and comfortable living room with bay window and fireplace. The third floor features a private primary retreat, den area, stylish 4 piece bath and walk out to a rooftop deck surrounded by mature trees. The main floor suite has its own charm, with exposed brick, a cozy fireplace, updated kitchen, 4 piece bath, bedroom with walk out to rear deck and access to a partially finished basement with in-suite laundry, storage and recreation space. Enjoy two car rear parking, multiple outdoor spaces,m and a quaint front porch. Steps to Yorkville, The Annex, Summerhill, Ramsden Park, Dupont Station, George Brown, shops, cafes and restaurants. Located at 'centre ice', you can have it all with everyday conveniences, excellent walkability and transit access in every direction.