This building was first constructed in 1833 for owner Daniel Brooke, a prominent merchant in the Town of York. It was substantially rebuilt between 1848-1849 prior to the Great Fire of April 1849 which started in a nearby stable. While much of the business district was destroyed, this building escaped major damage. It housed a variety of commercial enterprises over the years, including the prosperous wholesale grocery business of James Austin and Patrick Foy in the 1840s. Austin went on to become a president of the Consumers' Gas Company and of the Dominion Bank. His home, Spadina, became a museum in 1984. During the mid-19th century, the Daniel Brooke building contained the offices of The Patriot, an influential conservative newspaper. The block is a rare example of Georgian architecture in Toronto.