Tucked into a tranquil pocket of coveted North Rosedale, 38 Whitehall Road offers a rare opportunity to own a versatile and character-rich duplex in one of Toronto's most prestigious neighbourhoods. Thoughtfully designed for flexibility and comfort, this residence features two well-appointed suites, each with their own entrance, generous living spaces, and timeless details. Each unit also features its own additional rear entrance, providing access to the backyard, parking, and basement storage and laundry, enhancing everyday practicality. The main floor offers a private side entrance, two spacious bedrooms, a bright sunroom ideal for a home office, a classic wood-burning fireplace, and a well-proportioned kitchen. The sleek upper suite presents its own unique charm, complete with two bedrooms, a sunroom, a powder room, a four-piece bath, ensuite laundry, a wood-burning fireplace, and ample storage. Surrounded by top-tier schools, ravine trails, parks, and transit, 38 Whitehall is an exceptional offering in a neighbourhood renowned for its community spirit and enduring appeal. Please speak with LA regarding Laneway House potential.