256-258 Augusta Avenue was likely constructed in 1880 and was occupied by 1881. 

Between 1877 and 1880, the northwest corner of Augusta Avenue (Grosvenor Avenue) and Oxford Street was home to J. & W. Dickie - a construction and contracting company owned by James Dickie.  Further research is required to discern whether J. & W. Dickie built 256-258 Augusta Avenue. 

256-258 Augusta Avenue was previously known as 102-104 Grosvenor Avenue; 112-114 Grosvenor Avenue; and 112-114 Augusta Avenue. 

256-258 Augusta Avenue have been renovated, although its original external design is still visible. 256 Augusta Avenue additionally has had a ground floor storefront addition constructed on its primary (east) elevation. 

As of 1881, 256-258 Augusta Avenue was home to: 

256 Augusta Avenue: Major Alexander Shaw.

Major Alexander Shaw was the grandson of Captain Aeneas Shaw (c. 1740-1814) - a prominent military and political figure in Upper Canada. Major Alexander Shaw's father was Captain Alexander Shaw (1785-1834). Captain Alexander Shaw served in the British Military for over 30 years, including during the Peninsular War (1808-1814) and at the Battle of Waterloo (1815).  

In his youth, Major Alexander Shaw  resided at the Shaw family's Oak Hill estate in Toronto. He appears to have engaged in farming and won show awards for livestock during the mid-19th century. Major Alexander Shaw appears to have been affiliated with the Canadian militia. Major Alexander Shaw resided at 256 Augusta Avenue until 1884.

258 Augusta Avenue: John S. Mills 

John S. Mills was a clerk by profession. John S. Mills resided at 258 Augusta Avenue until 1882. 

As of 1884, 256-258 Augusta Avenue was home to:

256 Augusta Avenue: Archibald Grant - a carpenter at William Simpson. 

258 Augusta Avenue: Albert Pike and/or John Pike - a printer at John Imrie. 

Present Occupants: 

256 Augusta Avenue is presently home to Otto's Berlin Döner on its ground floor, with upstairs residential space. 

258 Augusta Avenue was renovated in 2017 to create a space for the St. Stephen's Community House's Peer Leadership Centre. St. Stephen's Community House owns the building to the immediate north (260 Augusta Avenue).