Set on one of the Annex's most prestigious, mature, tree-lined corridors, this home presents a rare and distinguished offering. Surrounded by multi-million-dollar historic estates this grand three-storey residence blends classic architectural with extraordinary future upside for the discerning buyer. Boasting an impressive 3,199 sq ft of above-grade living space on a substantial 32.38 x 128-foot lot, the home commands a striking street presence, further enhanced by the ultimate downtown luxury: a private double driveway and a detached 1-car garage, offering total parking for 3 vehicles. From the moment you enter, the main floor is designed for both grand-scale entertaining and seamless daily living with rich hardwood floors and brilliant natural light pouring through an abundance of windows. The impressive principal living and dining rooms flow naturally into a raised family room, creating an inviting, open ambiance. At the rear, a generously scaled, renovated kitchen features modern appliances and a walk-out to a newer private deck overlooking the secluded backyard. The second level hosts 3 well-proportioned bedrooms, anchored by a magnificent primary retreat. This expansive suite features an attached flexible bonus room-perfect for a home office, nursery, or a bespoke walk-in dressing room. A secondary bedroom on this level opens directly onto a private sundeck. Offering exceptional versatility, the self-contained third-floor apartment features a complete kitchen, living area, bedroom, 4-piece bathroom, and its own private walk-out to a newer sundeck-ideal for visiting guests, an executive home office, or a private nanny suite. While entirely move-in ready this home also presents a pristine blank canvas. Much like the stunning transformations seen at properties in the area and on the street, this home offers a rare generational opportunity. Move in and enjoy its classic charm immediately, or let your vision take shape to craft your ultimate downtown dream estate.