Historic photos from around Chaplin Estates, Toronto

A residential area south of Eglinton on the west side of Yonge Street. Back in 1913 William John Chaplin and his son James D. Chaplin registered a subdivision plan to build high-end houses which were sold and built in the 1920's and 1930's

List of all areas in Toronto or take a look at the historic photos by date. New! You can now access the photos by street address A subset of the photos have also been arranged by subject.
1900 Historic photo from 1900 - Glebe Hotel pencil sketch by artist Gloster, Bernard Joseph, 1878-1948 in Chaplin EstatesGlebe Hotel pencil sketch by artist Gloster, Bernard Joseph, 1878-1948
(Categorized under: Architectural drawings --- Hotels )
126 years ago - 1900 - Chaplin Estates at 2019 Yonge Street n.e. corner at Glebe Road East
Link to archive record - Map location (From the Toronto Public Library)
1910 Historic photo from 1910 - Glebe Hotel charcoal sketch by artist Albery, Alice May Hardwick in Chaplin EstatesGlebe Hotel charcoal sketch by artist Albery, Alice May Hardwick
(Categorized under: Architectural drawings --- Hotels )
116 years ago - 1910 - Chaplin Estates at 2019 Yonge Street n.e. corner at Glebe Road East
Link to archive record - Map location (From the Toronto Public Library)
1915 Historic photo from 1915 - Glebe Hotel, Yonge St., n.e. cor. Glebe Rd. E. in Chaplin EstatesGlebe Hotel, Yonge St., n.e. cor. Glebe Rd. E.
(Categorized under: Hotels )
111 years ago - 1915 - Chaplin Estates at 2019 Yonge Street n.e. corner at Glebe Road East
Link to archive record - Map location (From the Toronto Public Library)
1917 Historic photo from Monday, February 12, 1917 - Yonge Street north from Hillsdale Avenue in Chaplin EstatesYonge Street north from Hillsdale Avenue
109 years ago - Monday, February 12, 1917 - Chaplin Estates at 2113 Yonge Street at Hillsdale Avenue West
Max temp: -15.0°C - Min temp: -23.9°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1921 Historic photo from Monday, November 21, 1921 - Double entrance and wooden bell tower - Davisville Church, 1992 Yonge Street in Chaplin EstatesDouble entrance and wooden bell tower - Davisville Church, 1992 Yonge Street
105 years ago - Monday, November 21, 1921 - Chaplin Estates at 1992 Yonge Street south of Lola Road
Max temp: 7.8°C - Min temp: 2.2°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1921 Historic photo from Monday, November 21, 1921 - Row houses 2042-2052 Yonge Street, corner of Lola Road in Chaplin EstatesRow houses 2042-2052 Yonge Street, corner of Lola Road
105 years ago - Monday, November 21, 1921 - Chaplin Estates at 2042-2052 Yonge Street at Lola Road
Max temp: 7.8°C - Min temp: 2.2°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1921 Historic photo from Wednesday, November 30, 1921 - W. J. Lawrence Real Estate at 974-1982 Yonge Street corner of Imperial Street in Chaplin EstatesW. J. Lawrence Real Estate at 974-1982 Yonge Street corner of Imperial Street
105 years ago - Wednesday, November 30, 1921 - Chaplin Estates at 1974-1982 Yonge Street at Imperial Street
Max temp: 5.0°C - Min temp: 1.7°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1922 Historic photo from Wednesday, March 15, 1922 - Glebe Hotel on Yonge Street - one of the leading hotels on Yonge street in the old days when run by James Crooks in Chaplin EstatesGlebe Hotel on Yonge Street - one of the leading hotels on Yonge street in the old days when run by James Crooks
(Categorized under: Hotels )
104 years ago - Wednesday, March 15, 1922 - Chaplin Estates at 2019 Yonge Street n.e. corner at Glebe Road East
Max temp: 9.4°C - Min temp: 1.1°C (weather details)
Link to archive record - Map location (From the Toronto Public Library)
1922 Historic photo from Monday, October 9, 1922 - Waiting for the trolly amongst the construction on Yonge St at Millwood, north of Davisville Ave in Chaplin EstatesWaiting for the trolly amongst the construction on Yonge St at Millwood, north of Davisville Ave
104 years ago - Monday, October 9, 1922 - Chaplin Estates at 1957 Yonge Street
Max temp: 14.4°C - Min temp: 8.3°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1922 Historic photo from Wednesday, November 15, 1922 - Grimshaw Bros buildings - southwest corner Yonge and Manor Road in Chaplin EstatesGrimshaw Bros buildings - southwest corner Yonge and Manor Road
104 years ago - Wednesday, November 15, 1922 - Chaplin Estates at 2098 Yonge Street
Max temp: 12.8°C - Min temp: 3.9°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1923 Historic photo from Monday, March 12, 1923 - Culvert at the northwest corner Hillsdale and Yonge in Chaplin EstatesCulvert at the northwest corner Hillsdale and Yonge
103 years ago - Monday, March 12, 1923 - Chaplin Estates at 2113 Yonge Street n.e. corner at Hillsdale Avenue West
Max temp: 8.9°C - Min temp: -0.6°C - 2.0cm of snowfall (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1923 Historic photo from Monday, March 12, 1923 - Car over culvert on the northwest corner of Yonge Street and Hillsdale Avenue in Chaplin EstatesCar over culvert on the northwest corner of Yonge Street and Hillsdale Avenue
103 years ago - Monday, March 12, 1923 - Chaplin Estates at 2113 Yonge Street n.e. corner at Hillsdale Avenue West
Max temp: 8.9°C - Min temp: -0.6°C - 2.0cm of snowfall (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1925 Historic photo from Thursday, October 15, 1925 - TTC Eglinton Division Office Building in Chaplin EstatesTTC Eglinton Division Office Building
101 years ago - Thursday, October 15, 1925 - Chaplin Estates at 2180 Yonge Street
Max temp: 12.8°C - Min temp: 3.3°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1926 Historic photo from Monday, June 7, 1926 - Front lawn at 91 Hillsdale Avenue W., just east of Colin Ave. in Chaplin EstatesFront lawn at 91 Hillsdale Avenue W., just east of Colin Ave.
100 years ago - Monday, June 7, 1926 - Chaplin Estates at 91 Hillsdale Ave West east of Colin Avenue
Max temp: 21.7°C - Min temp: 7.2°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1928 Historic photo from Tuesday, November 20, 1928 - Muddy Eglinton Avenue West looking east from Oriole Parkway in Chaplin EstatesMuddy Eglinton Avenue West looking east from Oriole Parkway
98 years ago - Tuesday, November 20, 1928 - Chaplin Estates at 1033 Eglinton Ave West
Max temp: 1.1°C - Min temp: -1.7°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1933 Historic photo from Wednesday, April 12, 1933 - Spalled brickwork - 207 Duplex Avenue in Chaplin EstatesSpalled brickwork - 207 Duplex Avenue
93 years ago - Wednesday, April 12, 1933 - Chaplin Estates at 207 Duplex Ave
Max temp: 8.9°C - Min temp: 2.2°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1953 Historic photo from 1953 - Yonge Street Subway, Davisville Yards, under construction, showing Yonge Street, south of Chaplin Crescent at right in Chaplin EstatesYonge Street Subway, Davisville Yards, under construction, showing Yonge Street, south of Chaplin Crescent at right
73 years ago - 1953 - Chaplin Estates at 1900 Yonge Street s.w. corner at Davisville Ave
Link to archive record - Map location (From the Toronto Public Library)
1958 Historic photo from Sunday, April 20, 1958 - TTC head office - The McBrien Building in Chaplin EstatesTTC head office - The McBrien Building
68 years ago - Sunday, April 20, 1958 - Chaplin Estates at 1900 Yonge Street s.w. corner at Davisville Ave
Max temp: 20.0°C - Min temp: 9.4°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1958 Historic photo from Thursday, May 15, 1958 - Washing a VW Beetle in a submerged parking garage at Maxwell and Eglinton in Chaplin EstatesWashing a VW Beetle in a submerged parking garage at Maxwell and Eglinton
68 years ago - Thursday, May 15, 1958 - Chaplin Estates at 1419 Eglinton Ave West
Max temp: 15.6°C - Min temp: 7.8°C (weather details)
Link to archive record - Map location (From York University Archives)