| 1916 | Bert Acosta prepares to take William James Sr. just before he took the first movies from the air in Canada 97 years ago - Leaside - 1916 Link to archive record - Map location (From the City of Toronto Archives) |
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| 1917 | Two Curtiss JN-4Jenny biplanes #128 and 136 96 years ago - Leaside - 1917 Link to archive record - Map location (From the City of Toronto Archives) |
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| 1920 | Aerial view of Leaside tracks and industrial buildings 93 years ago - Leaside - 1920 Link to archive record - Map location (From the City of Toronto Archives) |
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| 1928 | Millwood Road north to Laird Drive (Asphalt) 85 years ago - Leaside - Thursday, April 26, 1928 Link to archive record - Map location (From the City of Toronto Archives) |
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| 1928 | Fairchild FC-2 plane carrying first air mail from Leaside 85 years ago - Leaside - Saturday, May 5, 1928 Link to archive record - Map location (From the City of Toronto Archives) |
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| 1929 | Demonstrating a Siskin plane starter connected to the prop 84 years ago - Leaside - 1929 Link to archive record - Map location (From the City of Toronto Archives) |
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| 1930 | American Glenn Curtiss Hawks line up at Toronto Flying Club in Leaside 83 years ago - Leaside - 1930 Link to archive record - Map location (From the City of Toronto Archives) |
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| 1930 | Glider flight attempt 83 years ago - Leaside - 1930 Link to archive record - Map location (From the City of Toronto Archives) |
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| 1942 | Aerial view of Leaside (from an airplane - north at the bottom?) 71 years ago - Leaside - Wednesday, April 29, 1942 Link to archive record - Map location (From the City of Toronto Archives) |
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| 1955 | ![]() | Leaside Airfield 58 years ago - Leaside - Saturday, January 1, 1955 Link to archive record - Map location (From the Toronto Public Library) |
| 1955 | ![]() | Leaside Post office 58 years ago - Leaside - Saturday, January 1, 1955 Link to archive record - Map location (From the Toronto Public Library) |
| 1955 | ![]() | Clearing in the Don River Ernest Thompson Seton Park - site of Thorncliffe ski jump 58 years ago - Leaside - Wednesday, July 6, 1955 Link to archive record - Map location (From the Toronto Public Library) |
| 1955 | ![]() | All that remains of the 65 ft 1934 Toronto Ski Club (TSC) Leaside Thorncliff ski jump 58 years ago - Leaside - Friday, July 8, 1955 Link to archive record - Map location (From the Toronto Public Library) |
| 1958 | Christmas bus on Eglinton Avenue East at Laird - Andrews Manor 55 years ago - Leaside - Thursday, December 25, 1958 Link to archive record - Map location (From the City of Toronto Archives) |