Historic photos from around The Annex, Toronto

Just north of the University of Toronto, the affulent Annex neighbourhood was developed in the 1880s and 1890s. Many of the beautiful Victorian and Edwardian homes and mansions have survivied, but their size have meant they have often been subdivided. The architect E.J. Lennox designed 'Annex style' brick and sandstone homes with distinctive turrets and rounded arches; a style which was then imitated.

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.

 
 

1870 Historic photo from 1870 - Russell Hill - Augustus Baldwin house - built 1818, demolished 1872, Davenport Rd., n. side (at present Glen Edyth Place) in The AnnexRussell Hill - Augustus Baldwin house - built 1818, demolished 1872, Davenport Rd., n. side (at present Glen Edyth Place)
(Categorized under: Estates and Houses )
155 years ago - 1870 - The Annex
Link to archive record - Map location (From the Toronto Public Library)
1894 Historic photo from 1894 - Davenport - Wells Residence, n. of Davenport Rd., e. of Bathurst St. - built in the 1820s in The AnnexDavenport - Wells Residence, n. of Davenport Rd., e. of Bathurst St. - built in the 1820s
(Categorized under: Davenport and the hill )
131 years ago - 1894 - The Annex
Link to archive record - Map location (From the Toronto Public Library)
1895 Historic photo from 1895 - Gates by the southern lodge of the Glen Edyth Estate in The AnnexGates by the southern lodge of the Glen Edyth Estate
(Categorized under: Glen edyth nordheimer estate )
130 years ago - 1895 - The Annex
Link to archive record - Map location (From the Toronto Public Library)
1900 Historic photo from 1900 - Davenport - built by Colonel Joseph Wells in the 1820s, demolished 1913. North/east of Bathurst and Davenport in The AnnexDavenport - built by Colonel Joseph Wells in the 1820s, demolished 1913. North/east of Bathurst and Davenport
(Categorized under: Davenport and the hill )
125 years ago - 1900 - The Annex
Link to archive record - Map location (From Archives of Ontario)
1904 Historic photo from Tuesday, July 5, 1904 - St. George Street south of Dupont Street,. old concrete in The AnnexSt. George Street south of Dupont Street,. old concrete
121 years ago - Tuesday, July 5, 1904 - The Annex
Max temp: 23.9°C - Min temp: 15.0°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1904 Historic photo from Tuesday, July 5, 1904 - Old concrete St. George Street south of Dupont in The AnnexOld concrete St. George Street south of Dupont
121 years ago - Tuesday, July 5, 1904 - The Annex
Max temp: 23.9°C - Min temp: 15.0°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1910 Historic photo from 1910 - Glen Edyth - Samuel Nordheimer Estate - lodge with road through the middle - in intersection of present Macpherson Ave. & Poplar Plains Rd. in The AnnexGlen Edyth - Samuel Nordheimer Estate - lodge with road through the middle - in intersection of present Macpherson Ave. & Poplar Plains Rd.
(Categorized under: Glen edyth nordheimer estate )
115 years ago - 1910 - The Annex
Link to archive record - Map location (From the Toronto Public Library)
1910 Historic photo from 1910 - Glen Edyth - Samuel Nordheimer Estate - lodge with road through the middle - in intersection of present Macpherson Ave. & Poplar Plains Rd. in The AnnexGlen Edyth - Samuel Nordheimer Estate - lodge with road through the middle - in intersection of present Macpherson Ave. & Poplar Plains Rd.
115 years ago - 1910 - The Annex
Link to archive record - Map location (From the City of Toronto Archives)
1910 Historic photo from 1910 - Glenedyth gatehouse - Nordheimer Estate in The AnnexGlenedyth gatehouse - Nordheimer Estate
(Categorized under: Glen edyth nordheimer estate )
115 years ago - 1910 - The Annex
Link to archive record - Map location (From the City of Toronto Archives)
1913 Historic photo from Thursday, October 9, 1913 - New trees and garden in Kendal Square (now Jean Sibelius Square) in The AnnexNew trees and garden in Kendal Square (now Jean Sibelius Square)
112 years ago - Thursday, October 9, 1913 - The Annex
Max temp: 23.3°C - Min temp: 14.4°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1913 Historic photo from Thursday, October 9, 1913 - Man on path and houses around Kendal Square now Jean Sibelius Square in The AnnexMan on path and houses around Kendal Square now Jean Sibelius Square
112 years ago - Thursday, October 9, 1913 - The Annex
Max temp: 23.3°C - Min temp: 14.4°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1915 Historic photo from Monday, September 20, 1915 - 464 Dupont St. The Exclusive Wardrobe. Cleaning, Dyeing & Pressing Phone Hill 1658 in The Annex464 Dupont St. The Exclusive Wardrobe. Cleaning, Dyeing & Pressing Phone Hill 1658
110 years ago - Monday, September 20, 1915 - The Annex at 464 Dupont Street
Max temp: 21.7°C - Min temp: 7.8°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1917 Historic photo from Wednesday, May 23, 1917 - Trees at 327 Brunswick Avenue north of Bloor St West in The AnnexTrees at 327 Brunswick Avenue north of Bloor St West
108 years ago - Wednesday, May 23, 1917 - The Annex
Max temp: 12.2°C - Min temp: 4.4°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1918 Historic photo from Monday, March 4, 1918 - Spectators and crashed car after auto accident No. 1042 Bloor Street West near Walmer Road in The AnnexSpectators and crashed car after auto accident No. 1042 Bloor Street West near Walmer Road
107 years ago - Monday, March 4, 1918 - The Annex
Max temp: 2.2°C - Min temp: -7.2°C - 1.0cm of snowfall (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1919 Historic photo from 1919 - Midtown Theatre - Madison Theatre at the time of the photo - College Inn Lunch next door in The AnnexMidtown Theatre - Madison Theatre at the time of the photo - College Inn Lunch next door
(Categorized under: Downtown theatres )
106 years ago - 1919 - The Annex
Link to archive record - Map location (From the City of Toronto Archives)
1922 Historic photo from Saturday, December 9, 1922 - 274, 276, 278 Dupont Street north-west corner at Spadina in The Annex274, 276, 278 Dupont Street north-west corner at Spadina
103 years ago - Saturday, December 9, 1922 - The Annex at 274 Dupont Street n.w. corner at Spadina Ave.
Max temp: 3.3°C - Min temp: -5.6°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1924 Historic photo from Tuesday, April 29, 1924 - No. 280 Bloor Street West, James Crowther residence in The AnnexNo. 280 Bloor Street West, James Crowther residence
101 years ago - Tuesday, April 29, 1924 - The Annex
Max temp: 17.8°C - Min temp: 7.2°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1925 Historic photo from Thursday, May 14, 1925 - Track construction on Dupont St, looking east, from Bathurst in The AnnexTrack construction on Dupont St, looking east, from Bathurst
100 years ago - Thursday, May 14, 1925 - The Annex
Max temp: 16.7°C - Min temp: 7.2°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1925 Historic photo from Thursday, September 17, 1925 - Dupont St, east of Christie with Lums Chop Suey Cafe in The AnnexDupont St, east of Christie with Lums Chop Suey Cafe
100 years ago - Thursday, September 17, 1925 - The Annex
Max temp: 22.8°C - Min temp: 10.6°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1926 Historic photo from Saturday, October 16, 1926 - Building streetcar tracks on Dupont St, looking east, from Clinton in The AnnexBuilding streetcar tracks on Dupont St, looking east, from Clinton
99 years ago - Saturday, October 16, 1926 - The Annex
Max temp: 15.0°C - Min temp: 5.0°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1928 Historic photo from Wednesday, June 13, 1928 - Corner of Boulton Drive and Macpherson - #6 Boulton under construction in The AnnexCorner of Boulton Drive and Macpherson - #6 Boulton under construction
97 years ago - Wednesday, June 13, 1928 - The Annex
Max temp: 27.2°C - Min temp: 12.2°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1930 Historic photo from Thursday, October 2, 1930 - Scotts Grocery Store in The AnnexScotts Grocery Store
95 years ago - Thursday, October 2, 1930 - The Annex
Max temp: 12.8°C - Min temp: 3.9°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1930 Historic photo from Thursday, October 2, 1930 - Scotts Grocery Store, southwest corner of Davenport Road and Dupont Street in The AnnexScotts Grocery Store, southwest corner of Davenport Road and Dupont Street
95 years ago - Thursday, October 2, 1930 - The Annex at 149 Dupont 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)
1931 Historic photo from Thursday, January 8, 1931 - M. Wolfe Drugs and Ryckman committee room at 149-151 Dupont Street in The AnnexM. Wolfe Drugs and Ryckman committee room at 149-151 Dupont Street
94 years ago - Thursday, January 8, 1931 - The Annex
Max temp: -2.2°C - Min temp: -12.8°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1931 Historic photo from Thursday, January 8, 1931 - Duplex at 155-157 Dupont Street in The AnnexDuplex at 155-157 Dupont Street
94 years ago - Thursday, January 8, 1931 - The Annex
Max temp: -2.2°C - Min temp: -12.8°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1931 Historic photo from Tuesday, August 11, 1931 - Dupont St and Avenue Rd, looking north with a trolley on the way in The AnnexDupont St and Avenue Rd, looking north with a trolley on the way
94 years ago - Tuesday, August 11, 1931 - The Annex
Max temp: 22.8°C - Min temp: 15.0°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1938 Historic photo from Thursday, January 13, 1938 - Winter view up Davenport Road north to Dupont Street and Imperial gas station in The AnnexWinter view up Davenport Road north to Dupont Street and Imperial gas station
87 years ago - Thursday, January 13, 1938 - The Annex
Max temp: 0.0°C - Min temp: -5.0°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1938 Historic photo from Monday, January 17, 1938 - Winter conditions on Dupont Street west of Christie St in The AnnexWinter conditions on Dupont Street west of Christie St
87 years ago - Monday, January 17, 1938 - The Annex
Max temp: -10.6°C - Min temp: -12.8°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1945 Historic photo from 1945 - Midtown Theatre 506 Bloor Street West - now the Bloor Cinema in The AnnexMidtown Theatre 506 Bloor Street West - now the Bloor Cinema
(Categorized under: Downtown theatres )
80 years ago - 1945 - The Annex
Link to archive record - Map location (From Archives of Ontario)
1947 Historic photo from 1947 - Midtown Theatre also known as the Capri - opened 1913 as the Madison in The AnnexMidtown Theatre also known as the Capri - opened 1913 as the Madison
(Categorized under: Downtown theatres )
78 years ago - 1947 - The Annex
Link to archive record - Map location (From Archives of Ontario)
1952 Historic photo from 1952 - Walmer Road Park and Church, Walmer Rd. at Lowther Ave. : Toronto Public Library in The AnnexWalmer Road Park and Church, Walmer Rd. at Lowther Ave. : Toronto Public Library
73 years ago - 1952 - The Annex
Link to archive record - Map location (From the Toronto Public Library)
1955 Historic photo from 1955 - Sign of the Steer Restaurant - 161 Dupont at Davenport in The AnnexSign of the Steer Restaurant - 161 Dupont at Davenport
70 years ago - 1955 - The Annex
Link to archive record - Map location (From the City of Toronto Archives)
1960 Historic photo from Thursday, September 8, 1960 - Alhambra Theatre (1909 - originally the King George, also Baronet in 1969 and Eve Theatre in 1972) across from Honest Eds in The AnnexAlhambra Theatre (1909 - originally the King George, also Baronet in 1969 and Eve Theatre in 1972) across from Honest Eds
(Categorized under: Downtown theatres )
65 years ago - Thursday, September 8, 1960 - The Annex at 568 Bloor Street West
Link to archive record - Map location (From the City of Toronto Archives)
1963 Historic photo from Saturday, May 4, 1963 - Two girls seated on either side of gate to garden - rear of 21 Lowther Avenue in The AnnexTwo girls seated on either side of gate to garden - rear of 21 Lowther Avenue
(Categorized under: Ornamental gate )
62 years ago - Saturday, May 4, 1963 - The Annex
Max temp: 23.9°C - Min temp: 11.1°C (weather details)
Link to archive record - Map location (From York University Archives)
1974 Historic photo from Thursday, February 21, 1974 - Parcel 2220, 274-278 Dupont Street next to Modern Laundry in The AnnexParcel 2220, 274-278 Dupont Street next to Modern Laundry
51 years ago - Thursday, February 21, 1974 - The Annex
Max temp: 5.0°C - Min temp: -2.2°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1974 Historic photo from Thursday, February 21, 1974 - Now Dupond Subway Station - 274-278 Dupont Street, front, Bank of Nova Scotia in The AnnexNow Dupond Subway Station - 274-278 Dupont Street, front, Bank of Nova Scotia
51 years ago - Thursday, February 21, 1974 - The Annex
Max temp: 5.0°C - Min temp: -2.2°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1974 Historic photo from Wednesday, October 16, 1974 - Parcel 2295, 284 Dupont Street, Downtown Chinese Food, rear in The AnnexParcel 2295, 284 Dupont Street, Downtown Chinese Food, rear
51 years ago - Wednesday, October 16, 1974 - The Annex
Max temp: 12.2°C - Min temp: 5.0°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1974 Historic photo from Wednesday, October 16, 1974 - 284 Dupont Street, Downtown Chinese Food (Parcel 2295) in The Annex284 Dupont Street, Downtown Chinese Food (Parcel 2295)
51 years ago - Wednesday, October 16, 1974 - The Annex at 284 Dupont Street
Max temp: 12.2°C - Min temp: 5.0°C (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1976 Historic photo from 1976 - 9 Spadina Road, east side, north of Bloor Street West, Karabanow Tourist Home, front in The Annex9 Spadina Road, east side, north of Bloor Street West, Karabanow Tourist Home, front
49 years ago - 1976 - The Annex
Link to archive record - Map location (From the City of Toronto Archives)
1976 Historic photo from 1976 - 8 Spadina Road, west side, north of Bloor Street West, front, Olivetti Underwood Central Branch in The Annex8 Spadina Road, west side, north of Bloor Street West, front, Olivetti Underwood Central Branch
49 years ago - 1976 - The Annex
Link to archive record - Map location (From the City of Toronto Archives)
1976 Historic photo from 1976 - Scotiabank, Bloor Street West at Spadina Road, northeast corner in The AnnexScotiabank, Bloor Street West at Spadina Road, northeast corner
49 years ago - 1976 - The Annex
Link to archive record - Map location (From the City of Toronto Archives)
1976 Historic photo from 1976 - Varsity Restaurant, 328 Bloor Street West, north side, east of Spadina Road in The AnnexVarsity Restaurant, 328 Bloor Street West, north side, east of Spadina Road
49 years ago - 1976 - The Annex
Link to archive record - Map location (From the City of Toronto Archives)
1976 Historic photo from 1976 - Row of stores, Bloor Street West, north side, between Spadina Road and Madison Avenue in The AnnexRow of stores, Bloor Street West, north side, between Spadina Road and Madison Avenue
49 years ago - 1976 - The Annex
Link to archive record - Map location (From the City of Toronto Archives)
1976 Historic photo from 1976 - Scouts Canada building, Bloor Street West at Madison Avenue, northwest corner in The AnnexScouts Canada building, Bloor Street West at Madison Avenue, northwest corner
49 years ago - 1976 - The Annex
Link to archive record - Map location (From the City of Toronto Archives)
1977 Historic photo from 1977 - TTC moving walkway (closed 2004) connecting Spadina subway station on the Bloor Line to Spadina station on the Spadina Line in The AnnexTTC moving walkway (closed 2004) connecting Spadina subway station on the Bloor Line to Spadina station on the Spadina Line
48 years ago - 1977 - The Annex
Link to archive record - Map location (From the Library and Archives Canada)
1990 Historic photo from Monday, April 16, 1990 - Lee's Palace - Nirvana live in Toronto in 1990 (57:42 audio track) in The AnnexLee's Palace - Nirvana live in Toronto in 1990 (57:42 audio track)
(Categorized under: Live music )
35 years ago - Monday, April 16, 1990 - The Annex at 529 Bloor Street West east of Lippincott Street
Link to archive record - Map location
1990 Historic photo from Saturday, June 9, 1990 - Lee's Palace - Viletones live in Toronto in 1990 (57:42 audio track) in The AnnexLee's Palace - Viletones live in Toronto in 1990 (57:42 audio track)
(Categorized under: Live music )
35 years ago - Saturday, June 9, 1990 - The Annex at 529 Bloor Street West east of Lippincott Street
Link to archive record - Map location
1990 Historic photo from Thursday, September 27, 1990 - Lee's Palace - Lemonheads live in Toronto in 1990 (57:42 audio track) in The AnnexLee's Palace - Lemonheads live in Toronto in 1990 (57:42 audio track)
(Categorized under: Live music )
35 years ago - Thursday, September 27, 1990 - The Annex at 529 Bloor Street West east of Lippincott Street
Link to archive record - Map location
1993 Historic photo from Saturday, November 13, 1993 - Lee's Palace - Buzzcock's live in Toronto in 1993 (55:28 audio track) in The AnnexLee's Palace - Buzzcock's live in Toronto in 1993 (55:28 audio track)
(Categorized under: Live music )
32 years ago - Saturday, November 13, 1993 - The Annex at 529 Bloor Street West east of Lippincott Street
Link to archive record - Map location
1995 Historic photo from Monday, September 11, 1995 - Lees Palace - mural by Alex Al Runt Currie and sign - Craig Morrison chief booker of acts in The AnnexLees Palace - mural by Alex Al Runt Currie and sign - Craig Morrison chief booker of acts
(Categorized under: Live music )
30 years ago - Monday, September 11, 1995 - The Annex at 529 Bloor Street West east of Lippincott Street
Link to archive record - Map location (From the Toronto Public Library)
1995 Historic photo from Wednesday, October 18, 1995 - Jane Jacobs - American-Canadian journalist, author, theorist, and activist - in front or her house in the Annex in The AnnexJane Jacobs - American-Canadian journalist, author, theorist, and activist - in front or her house in the Annex
30 years ago - Wednesday, October 18, 1995 - The Annex at 69 Albany Ave just north of Bloor Street West
Link to archive record - Map location (From the Toronto Public Library)
2002 Historic photo from Thursday, December 5, 2002 - Lee's Palace - Antibalas live in Toronto in 2002 (2:46 audio track) in The AnnexLee's Palace - Antibalas live in Toronto in 2002 (2:46 audio track)
(Categorized under: Live music )
23 years ago - Thursday, December 5, 2002 - The Annex at 529 Bloor Street West east of Lippincott Street
Link to archive record - Map location
2004 Historic photo from Sunday, May 16, 2004 - 320 Bloor St W - May 16, 2004 by 'collations' - Patrick Cummins in The Annex320 Bloor St W - May 16, 2004 by 'collations' - Patrick Cummins
21 years ago - Sunday, May 16, 2004 - The Annex at 320 Bloor Street West
Max temp: 0.0°C - Min temp: 0.0°C (weather details)
Link to archive record - Map location (From Collations Flickr stream)