[nostalgic]

I had fun over my lunch break trying to figure that out - my best guess is Richmond and York, looking northeast. Queen Street would be at the other end of those billboards.

Clues:
- three-way streetcar tracks at a four-way intersection (check - Richmond was two-way at that time)
- age and size of the factory in the background
- background - probably low-rise buildings of The Ward. Note the poles marking a dense network of streets behind. The metal tower in the background is likely on top of one of the Eaton's buildings behind [Old] City Hall.
- the Victory Bond car was probably making circuits of the downtown core on a publicity run

Bernard Cairns was at 134 Richmond St W according to Might’s Directory, 1943.

 

[AlbertHWagstaff]

Bernard Cairns was at 134 Richmond St W according to Might’s Directory, 1943.

View attachment 139837

Excellent, thanks for your help! For some reason Richmond & York totally escaped me. I had thought of College & McCaul, King & George/Frederick, Adelaide/Richmond at Church but none had the parking lot at the corner and I don't have the directories bookmarked to search that factory. The tower made me think of Toronto General Hospital or one of the office buildings around King & Yonge but again, that parking lot didn't make sense.

 

[Goldie]

Yes, good detective work by all.
This 1909 photo of the same intersection shows the same four-storey building and chimney.

 

[Goldie]

Swansea Cash Grocery - Lavinia Ave. at S/E corner Morningside Ave. ...1913 TPL

 

[thecharioteer]

Bernard Cairns was at 134 Richmond St W according to Might’s Directory, 1943.

View attachment 139837

 

[Mario1972]

What's up with photobucket not showing photos?

Mario
avangardphoto.com

 

[Goldie]

Aerial photo of Edwards Gardens ........ c.1950s
Looking east along Lawrence Ave. E. towards intersection of Leslie St.

 

[Sky Blue Skin]

That white building was Rupert E. Edwards’ mansion. I believe it burnt down. The Civic Garden Centre Pavilion now stands on its former footprint.

There used to be a 9 hole golf course on the west side of the ravine.

 

[Goldie]

The Toronto fire of 1904

 

[Goldie]

School of Aeronautics, Royal Air Force at U. of T. ...1918 ...LAC

 

[Goldie]

Canadian Aeroplanes Ltd., 1244 Dufferin St. --- Built planes from 1916 to 1919.
Manufactured the JN-4(Can) Canuck, the Felixstowe F5L flying boat, and the Avro 504.

 

[Goldie]

Peace Movement demonstration ...1947 ...LAC

 

[Goldie]

Liquid air experiment by Prof. John Satterly U. of T. 1950 LAC

 

[Goldie]

Queen's Diamond Jubilee celebrations, King St. 1897

 

[Goldie]

School of Aeronautics, U. of T., studying Curtiss J.N.-4 fuselage .....1917