Historic photos from around Rosedale, Toronto

Originally the estate of William Botsford Jarvis, Rosedale is one of Toronto oldest, and wealthiest neighbourhoods. Built among three ravines, Rosedale was originally separated by the Rosedale ravine - the older, south Rosedale, home to Branksome Hall, was developed as early as 1864 when the Jarvis family sold the land. It was then connected to north Rosedale, home to St. Andrews College (before it moved to Aurora) and the Rosedale Golf Club, when a bridge was built in 1909 across Park Drive Ravine.

List of all areas in Toronto or take a look at the historic photos by date. A subset of the photos have also been arranged by subject.

 
 

1861 Historic photo from Wednesday, October 23, 1861 - Rosedale garden party by William Botsford Jarvis - Rosedale Rd., w. side, between Avondale Rd. and Cluny Ave. in RosedaleRosedale garden party by William Botsford Jarvis - Rosedale Rd., w. side, between Avondale Rd. and Cluny Ave.
153 years ago - Rosedale - Wednesday, October 23, 1861
Link to archive record - Map location (From the Toronto Public Library)
1870 Historic photo from 1870 - Gate leading to The Dale - Dale Ave., s. side, w. of McKenzie Ave.;  n. of Bloor St. E., w. of Castle Frank Rd. in RosedaleGate leading to The Dale - Dale Ave., s. side, w. of McKenzie Ave.; n. of Bloor St. E., w. of Castle Frank Rd.
(Categorized under: Ornamental gate )
144 years ago - Rosedale - 1870
Link to archive record - Map location (From the Toronto Public Library)
1872 Historic photo from 1872 - Collapsed wooden bridge on Park Rd., bridge over Rosedale Ravine, n. of Collier St. in RosedaleCollapsed wooden bridge on Park Rd., bridge over Rosedale Ravine, n. of Collier St.
142 years ago - Rosedale - 1872
Link to archive record - Map location (From the Toronto Public Library)
1890 Historic photo from 1890 - South Glen Road Bridge : corner of Dale and Glen Road in RosedaleSouth Glen Road Bridge : corner of Dale and Glen Road
124 years ago - Rosedale - 1890
Link to archive record - Map location (From the City of Toronto Archives)
1890 Historic photo from 1890 - Rosedale Ravine : showing the Sherbourne Street Bridge in RosedaleRosedale Ravine : showing the Sherbourne Street Bridge
124 years ago - Rosedale - 1890
Link to archive record - Map location (From the City of Toronto Archives)
1890 Historic photo from 1890 - Gooderham estate - North Glen Road Bridge at South Drive in RosedaleGooderham estate - North Glen Road Bridge at South Drive
(Categorized under: Estates and Houses --- Ornamental gate )
124 years ago - Rosedale - 1890
Link to archive record - Map location (From the City of Toronto Archives)
1890 Historic photo from 1890 - Gooderham estate  (1885-95) North Glen Road Bridge at South Drive in RosedaleGooderham estate (1885-95) North Glen Road Bridge at South Drive
(Categorized under: Estates and Houses )
124 years ago - Rosedale - 1890
Link to archive record - Map location (From Archives of Ontario)
1900 Historic photo from 1900 - Edmund A. Meredith house, west side of Rosedale Rd. north of Pine Hill Rd. in RosedaleEdmund A. Meredith house, west side of Rosedale Rd. north of Pine Hill Rd.
114 years ago - Rosedale - 1900
Link to archive record - Map location (From the Toronto Public Library)
1901 Historic photo from Wednesday, November 13, 1901 - Cluny Avenue and Crescent Road looking east in RosedaleCluny Avenue and Crescent Road looking east
113 years ago - Rosedale - Wednesday, November 13, 1901
Link to archive record - Map location (From the City of Toronto Archives)
1908 Historic photo from 1908 - Footpath across Don Valley where the viaduct is now in RosedaleFootpath across Don Valley where the viaduct is now
106 years ago - Rosedale - 1908
Link to archive record - Map location (From the City of Toronto Archives)
1909 Historic photo from Saturday, December 4, 1909 - Panoramic view of the first Grey Cup Football Game 1909 - Rosedale Park, Toronto in RosedalePanoramic view of the first Grey Cup Football Game 1909 - Rosedale Park, Toronto
105 years ago - Rosedale - Saturday, December 4, 1909
Link to archive record - Map location
1910 Historic photo from 1910 - St. Andrew's College field day west side of Schofield Avenue, north of the Glen Road bridge, north Rosedale. in RosedaleSt. Andrew's College field day west side of Schofield Avenue, north of the Glen Road bridge, north Rosedale.
104 years ago - Rosedale - 1910
Link to archive record - Map location (From the City of Toronto Archives)
1910 Historic photo from 1910 - Rosedale Hotel on Yonge street at Shaftensbury Avenue, just north of the CPR level crossing in RosedaleRosedale Hotel on Yonge street at Shaftensbury Avenue, just north of the CPR level crossing
(Categorized under: Hotels )
104 years ago - Rosedale - 1910
Link to archive record - Map location (From the City of Toronto Archives)
1910 Historic photo from 1910 - Saturday afternoon lacrosse match crowds crossing the Old Glen Road bridge in RosedaleSaturday afternoon lacrosse match crowds crossing the Old Glen Road bridge
104 years ago - Rosedale - 1910
Link to archive record - Map location (From the City of Toronto Archives)
1912 Historic photo from 1912 - Crowd looking at electric automobile in accident on Glen Road Bridge in RosedaleCrowd looking at electric automobile in accident on Glen Road Bridge
102 years ago - Rosedale - 1912
Link to archive record - Map location (From the City of Toronto Archives)
1912 Historic photo from 1912 - Electric automobile in accident on Glen Road Bridge in RosedaleElectric automobile in accident on Glen Road Bridge
102 years ago - Rosedale - 1912
Link to archive record - Map location (From the City of Toronto Archives)
1912 Historic photo from 1912 - Looking up at the electric automobile in accident on Glen Road Bridge in RosedaleLooking up at the electric automobile in accident on Glen Road Bridge
102 years ago - Rosedale - 1912
Link to archive record - Map location (From the City of Toronto Archives)
1912 Historic photo from Wednesday, December 18, 1912 - Rosedale Ravine - Rosedale Valley road : first ravine in RosedaleRosedale Ravine - Rosedale Valley road : first ravine
102 years ago - Rosedale - Wednesday, December 18, 1912
Link to archive record - Map location (From the City of Toronto Archives)
1912 Historic photo from Wednesday, December 18, 1912 - Rosedale Ravine : general view of ravine in RosedaleRosedale Ravine : general view of ravine
102 years ago - Rosedale - Wednesday, December 18, 1912
Link to archive record - Map location (From the City of Toronto Archives)
1913 Historic photo from Friday, February 14, 1913 - Rosedale Ravine - north from Roxborough Street Bridge in RosedaleRosedale Ravine - north from Roxborough Street Bridge
101 years ago - Rosedale - Friday, February 14, 1913
Link to archive record - Map location (From the City of Toronto Archives)
1913 Historic photo from Thursday, May 15, 1913 - 7 Rosedale Lane (south side, first house off Yonge Street) in Rosedale7 Rosedale Lane (south side, first house off Yonge Street)
101 years ago - Rosedale - Thursday, May 15, 1913
Link to archive record - Map location (From the City of Toronto Archives)
1913 Historic photo from Thursday, May 15, 1913 - 7 Rosedale Lane (rear view) in Rosedale7 Rosedale Lane (rear view)
101 years ago - Rosedale - Thursday, May 15, 1913
Link to archive record - Map location (From the City of Toronto Archives)
1914 Historic photo from Friday, October 30, 1914 - Chestnut Park Road and Roxborough Street in RosedaleChestnut Park Road and Roxborough Street
100 years ago - Rosedale - Friday, October 30, 1914
Link to archive record - Map location (From the City of Toronto Archives)
1914 Historic photo from Saturday, November 21, 1914 - Rosedale Hotel NE corner of Yonge Street and Shaftensbury Avenue, in RosedaleRosedale Hotel NE corner of Yonge Street and Shaftensbury Avenue,
(Categorized under: Hotels )
100 years ago - Rosedale - Saturday, November 21, 1914
Link to archive record - Map location (From the City of Toronto Archives)
1915 Historic photo from Saturday, April 24, 1915 - Rosedale Section - Rosedale Ravine Drive cemetery property (St. James Cemetery) in RosedaleRosedale Section - Rosedale Ravine Drive cemetery property (St. James Cemetery)
99 years ago - Rosedale - Saturday, April 24, 1915
Link to archive record - Map location (From the City of Toronto Archives)
1916 Historic photo from Tuesday, August 29, 1916 - Rosedale Hotel with sign - Yonge Street track extension looking north to Shaftesbury Avenue in RosedaleRosedale Hotel with sign - Yonge Street track extension looking north to Shaftesbury Avenue
(Categorized under: Hotels )
98 years ago - Rosedale - Tuesday, August 29, 1916
Link to archive record - Map location (From the City of Toronto Archives)
1919 Historic photo from Tuesday, May 6, 1919 - Chestnut Park Road - Rosedale in RosedaleChestnut Park Road - Rosedale
95 years ago - Rosedale - Tuesday, May 6, 1919
Link to archive record - Map location (From the City of Toronto Archives)
1919 Historic photo from Tuesday, May 6, 1919 - Chestnut Park Road north from Roxborough Street East in RosedaleChestnut Park Road north from Roxborough Street East
95 years ago - Rosedale - Tuesday, May 6, 1919
Link to archive record - Map location (From the City of Toronto Archives)
1919 Historic photo from Tuesday, May 6, 1919 - Chestnut Park Road north from Roxborough Street East in RosedaleChestnut Park Road north from Roxborough Street East
95 years ago - Rosedale - Tuesday, May 6, 1919
Link to archive record - Map location (From the City of Toronto Archives)
1920 Historic photo from 1920 - Rosedale Public School in RosedaleRosedale Public School
94 years ago - Rosedale - 1920
Link to archive record - Map location (From the City of Toronto Archives)
1920 Historic photo from 1920 - Rosedale Hotel from railway bridge on Yonge Street looking north in RosedaleRosedale Hotel from railway bridge on Yonge Street looking north
(Categorized under: Hotels )
94 years ago - Rosedale - 1920
Link to archive record - Map location (From the City of Toronto Archives)
1920 Historic photo from Wednesday, July 28, 1920 - Roxborough Drive bridge in RosedaleRoxborough Drive bridge
94 years ago - Rosedale - Wednesday, July 28, 1920
Link to archive record - Map location (From the City of Toronto Archives)
1921 Historic photo from Friday, July 1, 1921 - Summer picnics in Rosedale Park in RosedaleSummer picnics in Rosedale Park
93 years ago - Rosedale - Friday, July 1, 1921
Link to archive record - Map location (From the City of Toronto Archives)
1924 Historic photo from Thursday, April 24, 1924 - Laying track in the Rosedale Loop, looking south-west in RosedaleLaying track in the Rosedale Loop, looking south-west
90 years ago - Rosedale - Thursday, April 24, 1924
Link to archive record - Map location (From the City of Toronto Archives)
1924 Historic photo from Wednesday, April 30, 1924 - Construction of Rosedale Loop on Sherbourne, looking south to Bloor in RosedaleConstruction of Rosedale Loop on Sherbourne, looking south to Bloor
90 years ago - Rosedale - Wednesday, April 30, 1924
Link to archive record - Map location (From the City of Toronto Archives)
1924 Historic photo from Wednesday, April 30, 1924 - Construction of the Rosedale Loop, looking south-west in RosedaleConstruction of the Rosedale Loop, looking south-west
90 years ago - Rosedale - Wednesday, April 30, 1924
Link to archive record - Map location (From the City of Toronto Archives)
1925 Historic photo from Friday, May 22, 1925 - Rosedale Loop on Sherbourne, looking north, (Way Department) in RosedaleRosedale Loop on Sherbourne, looking north, (Way Department)
89 years ago - Rosedale - Friday, May 22, 1925
Link to archive record - Map location (From the City of Toronto Archives)
1925 Historic photo from Friday, May 22, 1925 - Rosedale Loop looking south to Sherbourne Bridge, (Way Department) in RosedaleRosedale Loop looking south to Sherbourne Bridge, (Way Department)
89 years ago - Rosedale - Friday, May 22, 1925
Link to archive record - Map location (From the City of Toronto Archives)
1926 Historic photo from Monday, June 7, 1926 - Rosedale Loop west side of Sherbourne Street, looking west, (Way Department) in RosedaleRosedale Loop west side of Sherbourne Street, looking west, (Way Department)
88 years ago - Rosedale - Monday, June 7, 1926
Link to archive record - Map location (From the City of Toronto Archives)
1927 Historic photo from Monday, July 11, 1927 - Rosedale Park - shelter building with fountain in RosedaleRosedale Park - shelter building with fountain
87 years ago - Rosedale - Monday, July 11, 1927
Link to archive record - Map location (From the City of Toronto Archives)
1942 Historic photo from Wednesday, November 4, 1942 - Rosehill Reservoir Cleaning and War protection in RosedaleRosehill Reservoir Cleaning and War protection
72 years ago - Rosedale - Wednesday, November 4, 1942
Link to archive record - Map location (From the City of Toronto Archives)
1945 Historic photo from 1945 - Rosedale Hotel at 1145 Yonge St - painted in RosedaleRosedale Hotel at 1145 Yonge St - painted
(Categorized under: Hotels )
69 years ago - Rosedale - 1945
Link to archive record - Map location (From the City of Toronto Archives)
1945 Historic photo from Tuesday, August 28, 1945 - H.H. Fudger House at 40 Maple Avenue designed by Edmund Burke, built 1897 in RosedaleH.H. Fudger House at 40 Maple Avenue designed by Edmund Burke, built 1897
69 years ago - Rosedale - Tuesday, August 28, 1945
Link to archive record - Map location (From York University Archives)
1946 Historic photo from 1946 - Castle Frank  - demolished in 1962 - Sir Albert Edward Kemp - Bloor St. E., s. side, e. of Castlefrank Crescent (formerly 72 Castle Frank Road) in RosedaleCastle Frank - demolished in 1962 - Sir Albert Edward Kemp - Bloor St. E., s. side, e. of Castlefrank Crescent (formerly 72 Castle Frank Road)
(Categorized under: Estates and Houses )
68 years ago - Rosedale - 1946
Link to archive record - Map location (From the Toronto Public Library)
1950 Historic photo from Friday, July 7, 1950 - Northwest corner Roxborough & Mt. Pleasant Road in RosedaleNorthwest corner Roxborough & Mt. Pleasant Road
64 years ago - Rosedale - Friday, July 7, 1950
Link to archive record - Map location (From the City of Toronto Archives)
1950 Historic photo from Friday, July 7, 1950 - Southwest corner Roxborough & Mt. Pleasant Road in RosedaleSouthwest corner Roxborough & Mt. Pleasant Road
64 years ago - Rosedale - Friday, July 7, 1950
Link to archive record - Map location (From the City of Toronto Archives)
1952 Historic photo from Wednesday, October 1, 1952 - Guiseley House - Joseph Cawthra - 5 Elm Ave., s.e. corner Mt. Pleasant Rd in RosedaleGuiseley House - Joseph Cawthra - 5 Elm Ave., s.e. corner Mt. Pleasant Rd
(Categorized under: Estates and Houses )
62 years ago - Rosedale - Wednesday, October 1, 1952
Link to archive record - Map location (From the Toronto Public Library)
1953 Historic photo from Monday, June 15, 1953 - 6 photos from Rosedale and King subway stations in Rosedale6 photos from Rosedale and King subway stations
61 years ago - Rosedale - Monday, June 15, 1953
Link to archive record - Map location (From the City of Toronto Archives)
1953 Historic photo from Wednesday, July 15, 1953 - Southeast corner Roxborough & Yonge Street in RosedaleSoutheast corner Roxborough & Yonge Street
61 years ago - Rosedale - Wednesday, July 15, 1953
Link to archive record - Map location (From the City of Toronto Archives)
1953 Historic photo from Wednesday, July 15, 1953 - 4 & 6 Roxborough Street East in Rosedale4 & 6 Roxborough Street East
61 years ago - Rosedale - Wednesday, July 15, 1953
Link to archive record - Map location (From the City of Toronto Archives)
1953 Historic photo from Wednesday, July 15, 1953 - 4 Roxborough Street East in Rosedale4 Roxborough Street East
61 years ago - Rosedale - Wednesday, July 15, 1953
Link to archive record - Map location (From the City of Toronto Archives)
1953 Historic photo from Wednesday, July 15, 1953 - 3 and 5 Roxborough Street East in Rosedale3 and 5 Roxborough Street East
61 years ago - Rosedale - Wednesday, July 15, 1953
Link to archive record - Map location (From the City of Toronto Archives)
1953 Historic photo from Friday, September 18, 1953 - 43 photos of the vitrolite glass tiles being installed in the Rosedale subway Station in Rosedale43 photos of the vitrolite glass tiles being installed in the Rosedale subway Station
61 years ago - Rosedale - Friday, September 18, 1953
Link to archive record - Map location (From the City of Toronto Archives)
1953 Historic photo from Tuesday, September 29, 1953 - Ground cover north of Rosedale Subway Station in RosedaleGround cover north of Rosedale Subway Station
61 years ago - Rosedale - Tuesday, September 29, 1953
Link to archive record - Map location (From the City of Toronto Archives)
1953 Historic photo from Friday, November 20, 1953 - Underpinning of the Rosedale Subway Station in RosedaleUnderpinning of the Rosedale Subway Station
61 years ago - Rosedale - Friday, November 20, 1953
Link to archive record - Map location (From the City of Toronto Archives)
1969 Historic photo from 1969 - Office building of Resources Engineering of Canada Ltd., Consulting Engineers, 1047 Yonge Street, at corner of Roxborough Avenue East in RosedaleOffice building of Resources Engineering of Canada Ltd., Consulting Engineers, 1047 Yonge Street, at corner of Roxborough Avenue East
45 years ago - Rosedale - 1969
Link to archive record - Map location (From the City of Toronto Archives)
1973 Historic photo from Tuesday, July 17, 1973 - View of CPR overpass on Yonge Street with Liquor Control Board sign in RosedaleView of CPR overpass on Yonge Street with Liquor Control Board sign
41 years ago - Rosedale - Tuesday, July 17, 1973
Link to archive record - Map location (From the City of Toronto Archives)