Historic photos from around Rosedale, TorontoOriginally 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. New! You can now access the photos by street address A subset of the photos have also been arranged by subject. Tweet |
1796 | ![]() | Castle Frank near York - Elizabeth Simcoe painting of original pine log cabin, modelled on classical Greek temple - burned down 1829 (Categorized under: Estates and Houses ) 229 years ago - Wednesday, July 20, 1796 - Rosedale at 725 Bloor Street East Link to archive record - Map location (From Archives of Ontario) |
1845 | Drumsnab as it appeared in a sketch circa 1845 - Francis Cayley home on Castle Frank Drive (Categorized under: Drumsnab ) 180 years ago - 1845 - Rosedale at 5 Drumsnab Road Link to archive record - Map location (From the Toronto Public Library) |
|
1850 | Drumsnab Castle overlooking the Don River - watercolour - Francis Cayley house (Categorized under: Drumsnab ) 175 years ago - 1850 - Rosedale at 5 Drumsnab Road Link to archive record - Map location (From the Toronto Public Library) |
|
1861 | Rosedale garden party by William Botsford Jarvis - Rosedale Rd., w. side, between Avondale Rd. and Cluny Ave. 164 years ago - Wednesday, October 23, 1861 - Rosedale Max temp: 8.3°C - Min temp: 6.7°C (weather details) Link to archive record - Map location (From the Toronto Public Library) |
|
1870 | Gate 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 ) 155 years ago - 1870 - Rosedale Link to archive record - Map location (From the Toronto Public Library) |
|
1872 | Collapsed wooden bridge on Park Rd., bridge over Rosedale Ravine, n. of Collier St. 153 years ago - 1872 - Rosedale Link to archive record - Map location (From the Toronto Public Library) |
|
1880 | Pricess Mill on Prices Creek, Rosedale Ravine (North) Roxborough Drive & Mt. Pleasant 145 years ago - 1880 - Rosedale Link to archive record - Map location (From the Toronto Public Library) |
|
1885 | Huntley St., bridge, north of Bloor St. looking s.w. - also known as the White Bridge 140 years ago - 1885 - Rosedale Link to archive record - Map location (From the Toronto Public Library) |
|
1890 | ![]() | South Glen Road Bridge : corner of Dale and Glen Road 135 years ago - 1890 - Rosedale Link to archive record - Map location (From the City of Toronto Archives) |
1890 | ![]() | Rosedale Ravine : showing the Sherbourne Street Bridge 135 years ago - 1890 - Rosedale Link to archive record - Map location (From the City of Toronto Archives) |
1890 | ![]() | Gooderham estate - North Glen Road Bridge at South Drive (Categorized under: Estates and Houses --- Ornamental gate ) 135 years ago - 1890 - Rosedale Link to archive record - Map location (From the City of Toronto Archives) |
1890 | ![]() | Gooderham estate (1885-95) North Glen Road Bridge at South Drive (Categorized under: Estates and Houses ) 135 years ago - 1890 - Rosedale Link to archive record - Map location (From Archives of Ontario) |
1900 | Edmund A. Meredith house, west side of Rosedale Rd. north of Pine Hill Rd. 125 years ago - 1900 - Rosedale Link to archive record - Map location (From the Toronto Public Library) |
|
1900 | Backyard of John Hoskin's house - The Dale - with greenhouse? 125 years ago - 1900 - Rosedale Link to archive record - Map location (From the Toronto Public Library) |
|
1901 | ![]() | Cluny Avenue and Crescent Road looking east 124 years ago - Wednesday, November 13, 1901 - Rosedale Max temp: 4.4°C - Min temp: -1.1°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1905 | ![]() | H. H. Fudger Residence - colour perspective - 40 Maple Aveune 120 years ago - 1905 - Rosedale Link to archive record - Map location (From Archives of Ontario) |
1905 | ![]() | H. H. Fudger Residence; Billiard Room, detail 120 years ago - 1905 - Rosedale Link to archive record - Map location (From Archives of Ontario) |
1908 | ![]() | Footpath across Don Valley where the viaduct is now 117 years ago - 1908 - Rosedale Link to archive record - Map location (From the City of Toronto Archives) |
1909 | ![]() | Panoramic view of the first Grey Cup Football Game 1909 - Rosedale Park, Toronto 116 years ago - Saturday, December 4, 1909 - Rosedale Max temp: 3.9°C - Min temp: -0.6°C (weather details) Link to archive record - Map location (From the University of Toronto Archives) |
1910 | ![]() | St. Andrew's College field day west side of Schofield Avenue, north of the Glen Road bridge, north Rosedale. 115 years ago - 1910 - Rosedale Link to archive record - Map location (From the City of Toronto Archives) |
1910 | ![]() | Rosedale Hotel on Yonge street at Shaftensbury Avenue, just north of the CPR level crossing (Categorized under: Hotels ) 115 years ago - 1910 - Rosedale at 1145 Yonge Street n.e. corner at Shaftesbury Ave. Link to archive record - Map location (From the City of Toronto Archives) |
1910 | ![]() | Saturday afternoon lacrosse match crowds crossing the Old Glen Road bridge 115 years ago - 1910 - Rosedale Link to archive record - Map location (From the City of Toronto Archives) |
1910 | Edgar Walker house on Yonge, with part of Emily Walkers brickmakers suppliers factory at left 115 years ago - 1910 - Rosedale at 1238 Yonge Street south west corner of Walker Ave. Link to archive record - Map location (From the Toronto Public Library) |
|
1910 | Two grand homes still standing on Chestnut Park in Rosedale 115 years ago - 1910 - Rosedale at 78 Chestnut Park backing on to the Yellow Creek Link to archive record - Map location (From the Toronto Public Library) |
|
1912 | ![]() | Crowd looking at electric automobile in accident on Glen Road Bridge 113 years ago - 1912 - Rosedale Link to archive record - Map location (From the City of Toronto Archives) |
1912 | ![]() | Electric automobile in accident on Glen Road Bridge 113 years ago - 1912 - Rosedale Link to archive record - Map location (From the City of Toronto Archives) |
1912 | ![]() | Looking up at the electric automobile in accident on Glen Road Bridge 113 years ago - 1912 - Rosedale Link to archive record - Map location (From the City of Toronto Archives) |
1912 | St. Andrews College School (2nd building built 1907) North Rosedale (Categorized under: Schools ) 113 years ago - 1912 - Rosedale at 20 Scholfield Ave Link to archive record - Map location (From the Library and Archives Canada) |
|
1912 | Rosedale Ravine and Howard St. Bridge with house on the hill (Categorized under: Bridges ) 113 years ago - 1912 - Rosedale at 700 Rosedale Valley Road (approximately) Link to archive record - Map location (From the Library and Archives Canada) |
|
1912 | ![]() | Rosedale Ravine - Rosedale Valley road : first ravine 113 years ago - Wednesday, December 18, 1912 - Rosedale Max temp: 7.8°C - Min temp: 1.7°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1912 | ![]() | Rosedale Ravine : general view of ravine 113 years ago - Wednesday, December 18, 1912 - Rosedale Max temp: 7.8°C - Min temp: 1.7°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1913 | ![]() | Rosedale Ravine - north from Roxborough Street Bridge 112 years ago - Friday, February 14, 1913 - Rosedale Max temp: 2.8°C - Min temp: -7.8°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1913 | ![]() | 7 Rosedale Lane (south side, first house off Yonge Street) 112 years ago - Thursday, May 15, 1913 - Rosedale at 7 Rosedale Lane just east of Yonge Street Max temp: 9.4°C - Min temp: 4.4°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1913 | ![]() | 7 Rosedale Lane (rear view) 112 years ago - Thursday, May 15, 1913 - Rosedale at 7 Rosedale Lane just east of Yonge Street Max temp: 9.4°C - Min temp: 4.4°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1914 | ![]() | Chestnut Park Road and Roxborough Street 111 years ago - Friday, October 30, 1914 - Rosedale Max temp: 8.3°C - Min temp: 1.7°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1914 | ![]() | Rosedale Hotel NE corner of Yonge Street and Shaftensbury Avenue, (Categorized under: Hotels ) 111 years ago - Saturday, November 21, 1914 - Rosedale at 1145 Yonge Street n.e. corner at Shaftesbury Ave. Max temp: 1.1°C - Min temp: -5.6°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1915 | ![]() | Rosedale Section - Rosedale Ravine Drive cemetery property (St. James Cemetery) 110 years ago - Saturday, April 24, 1915 - Rosedale Max temp: 21.1°C - Min temp: 8.9°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1916 | ![]() | Rosedale Hotel with sign - Yonge Street track extension looking north to Shaftesbury Avenue (Categorized under: Hotels ) 109 years ago - Tuesday, August 29, 1916 - Rosedale at 1145 Yonge Street n.e. corner at Shaftesbury Ave. Max temp: 25.6°C - Min temp: 8.9°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1919 | ![]() | Chestnut Park Road - Rosedale 106 years ago - Tuesday, May 6, 1919 - Rosedale Max temp: 11.7°C - Min temp: 5.0°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1919 | ![]() | Chestnut Park Road north from Roxborough Street East 106 years ago - Tuesday, May 6, 1919 - Rosedale Max temp: 11.7°C - Min temp: 5.0°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1919 | ![]() | Chestnut Park Road north from Roxborough Street East 106 years ago - Tuesday, May 6, 1919 - Rosedale Max temp: 11.7°C - Min temp: 5.0°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1920 | ![]() | Rosedale Public School 105 years ago - 1920 - Rosedale Link to archive record - Map location (From the City of Toronto Archives) |
1920 | ![]() | Rosedale Hotel from railway bridge on Yonge Street looking north (Categorized under: Hotels ) 105 years ago - 1920 - Rosedale at 1145 Yonge Street n.e. corner at Shaftesbury Ave. Link to archive record - Map location (From the City of Toronto Archives) |
1920 | ![]() | Roxborough Drive bridge 105 years ago - Wednesday, July 28, 1920 - Rosedale Max temp: 24.4°C - Min temp: 11.1°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1921 | ![]() | Summer picnics in Rosedale Park 104 years ago - Friday, July 1, 1921 - Rosedale Max temp: 28.3°C - Min temp: 18.9°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1924 | ![]() | Laying track in the Rosedale Loop, looking south-west 101 years ago - Thursday, April 24, 1924 - Rosedale Max temp: 17.2°C - Min temp: 3.3°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1924 | ![]() | Construction of Rosedale Loop on Sherbourne, looking south to Bloor 101 years ago - Wednesday, April 30, 1924 - Rosedale Max temp: 10.6°C - Min temp: 4.4°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1924 | ![]() | Construction of the Rosedale Loop, looking south-west 101 years ago - Wednesday, April 30, 1924 - Rosedale Max temp: 10.6°C - Min temp: 4.4°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1924 | ![]() | Sketch and floorplan of Rosedale Park shelter (Categorized under: Architectural drawings ) 101 years ago - 1924 - Rosedale at 20 Scholfield Ave Link to archive record - Map location (From the City of Toronto Archives) |
1925 | ![]() | Rosedale Loop on Sherbourne, looking north, (Way Department) 100 years ago - Friday, May 22, 1925 - Rosedale Max temp: 20.0°C - Min temp: 4.4°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1925 | ![]() | Rosedale Loop looking south to Sherbourne Bridge, (Way Department) 100 years ago - Friday, May 22, 1925 - Rosedale Max temp: 20.0°C - Min temp: 4.4°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1926 | ![]() | Rosedale Loop west side of Sherbourne Street, looking west, (Way Department) 99 years ago - Monday, June 7, 1926 - Rosedale Max temp: 21.7°C - Min temp: 7.2°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1927 | ![]() | Rosedale Park - shelter building with fountain 98 years ago - Monday, July 11, 1927 - Rosedale Max temp: 28.9°C - Min temp: 16.1°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1928 | Construction of the new Glen Road, bridge, north of South Drive 97 years ago - Thursday, March 1, 1928 - Rosedale Max temp: 0.6°C - Min temp: -5.6°C - 5.1cm of snowfall (weather details) Link to archive record - Map location (From the Toronto Public Library) |
|
1929 | Lady Baillie sells Rosedale house - now Mooredale House - sold for around $100,000 at the time 96 years ago - Friday, July 26, 1929 - Rosedale at 146 Crescent Road just east of Mount Pleasant Link to archive record - Map location (From the Toronto Public Library) |
|
1931 | ![]() | Canadian Pacific Railway level crossing at McLennan Hill in North Rosedale with crossing gates tower at left (Ingenium Archives, CN Images of Canada Collection, 36143) 94 years ago - 1931 - Rosedale at 120 Ridge Drive At MacLenan Ave and Old Bridle Path Link to archive record - Map location (From the Ingenium Archives) |
1942 | ![]() | Rosehill Reservoir Cleaning and War protection 83 years ago - Wednesday, November 4, 1942 - Rosedale Max temp: 5.6°C - Min temp: 0.0°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1945 | ![]() | Rosedale Hotel at 1145 Yonge St - painted (Categorized under: Hotels ) 80 years ago - 1945 - Rosedale at 1145 Yonge Street n.e. corner at Shaftesbury Ave. Link to archive record - Map location (From the City of Toronto Archives) |
1945 | ![]() | H.H. Fudger House at 40 Maple Avenue designed by Edmund Burke, built 1897 80 years ago - Tuesday, August 28, 1945 - Rosedale Max temp: 22.8°C - Min temp: 17.8°C (weather details) Link to archive record - Map location (From York University Archives) |
1946 | Castle 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 ) 79 years ago - 1946 - Rosedale Link to archive record - Map location (From the Toronto Public Library) |
|
1950 | ![]() | Northwest corner Roxborough & Mt. Pleasant Road 75 years ago - Friday, July 7, 1950 - Rosedale Max temp: 27.8°C - Min temp: 14.4°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1950 | ![]() | Southwest corner Roxborough & Mt. Pleasant Road 75 years ago - Friday, July 7, 1950 - Rosedale Max temp: 27.8°C - Min temp: 14.4°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1951 | Glen Road, bridge between Howard St. and Dale Avenue, looking south from Dale Avenue 74 years ago - 1951 - Rosedale Link to archive record - Map location (From the Toronto Public Library) |
|
1952 | Guiseley House - Joseph Cawthra - 5 Elm Ave., s.e. corner Mt. Pleasant Rd (Categorized under: Estates and Houses ) 73 years ago - Wednesday, October 1, 1952 - Rosedale Max temp: 23.3°C - Min temp: 12.2°C (weather details) Link to archive record - Map location (From the Toronto Public Library) |
|
1953 | The Dale - John Hoskin's house - Dale Ave., s. side, w. of McKenzie Ave.; looking w. 72 years ago - 1953 - Rosedale Link to archive record - Map location (From the Toronto Public Library) |
|
1953 | ![]() | 6 photos from Rosedale and King subway stations 72 years ago - Monday, June 15, 1953 - Rosedale Max temp: 23.9°C - Min temp: 11.7°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1953 | ![]() | Southeast corner Roxborough & Yonge Street 72 years ago - Wednesday, July 15, 1953 - Rosedale Max temp: 30.0°C - Min temp: 18.9°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1953 | ![]() | 4 and 6 Roxborough Street East 72 years ago - Wednesday, July 15, 1953 - Rosedale at 4 Roxborough Street East Max temp: 30.0°C - Min temp: 18.9°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1953 | ![]() | 4 Roxborough Street East 72 years ago - Wednesday, July 15, 1953 - Rosedale at 4 Roxborough Street East Max temp: 30.0°C - Min temp: 18.9°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1953 | ![]() | 3 and 5 Roxborough Street East 72 years ago - Wednesday, July 15, 1953 - Rosedale at 3 Roxborough Street East Max temp: 30.0°C - Min temp: 18.9°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1953 | ![]() | 43 photos of the vitrolite glass tiles being installed in the Rosedale subway Station 72 years ago - Friday, September 18, 1953 - Rosedale Max temp: 17.2°C - Min temp: 6.1°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1953 | ![]() | Ground cover north of Rosedale Subway Station 72 years ago - Tuesday, September 29, 1953 - Rosedale Max temp: 16.7°C - Min temp: 10.0°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1953 | ![]() | Underpinning of the Rosedale Subway Station 72 years ago - Friday, November 20, 1953 - Rosedale Max temp: 15.6°C - Min temp: 6.1°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1960 | ![]() | Paisley Shop just before it was demolished in 1960 - built 1841 65 years ago - 1960 - Rosedale at 925 Yonge Street n,e, corner at Baxter Street Link to archive record - Map location (From Archives of Ontario) |
1966 | ![]() | TTC subway bridge over Rosedale Valley Road, between Sherbourne and Castle Frank stations 59 years ago - 1966 - Rosedale Link to archive record - Map location (From the City of Toronto Archives) |
1969 | ![]() | Office building of Resources Engineering of Canada Ltd., Consulting Engineers 56 years ago - 1969 - Rosedale at 1047 Yonge Street n.e. corner at Roxborough Avenue Link to archive record - Map location (From the City of Toronto Archives) |
1969 | Drumsnab - Great view from one of our oldest houses (Categorized under: Drumsnab ) 56 years ago - Wednesday, November 5, 1969 - Rosedale at 5 Drumsnab Road Link to archive record - Map location (From the Toronto Public Library) |
|
1971 | ![]() | Yonge Street United Church after 1971 fire (built 1873) 54 years ago - Thursday, May 20, 1971 - Rosedale at 1219 Yonge Street n.e. corner at Summerhil Link to archive record - Map location (From the City of Toronto Archives) |
1971 | ![]() | Yonge Street United church front entrance after fire 54 years ago - Thursday, May 20, 1971 - Rosedale at 1219 Yonge Street Link to archive record - Map location (From the City of Toronto Archives) |
1973 | ![]() | View of CPR overpass on Yonge Street with Liquor Control Board sign 52 years ago - Tuesday, July 17, 1973 - Rosedale Max temp: 25.6°C - Min temp: 17.2°C (weather details) Link to archive record - Map location (From the City of Toronto Archives) |
1979 | Sugar loaf house: Named Drumsnab, the English north country word for a sugar loaf - had a view of mounds along the Don River when it was built in 1834 (Categorized under: Drumsnab ) 46 years ago - Monday, November 26, 1979 - Rosedale at 5 Drumsnab Road Link to archive record - Map location (From the Toronto Public Library) |
|
1985 | ![]() | TTC subway train heading south from Rosedale subway station beside Aylmer Ave - Aubrey Mattingly Transportation Collection, MAT-05307 (Categorized under: Streetcars and buses ) 40 years ago - 1985 - Rosedale at 17 Aylmer Ave n.e. of Yonge Street and Church Street Link to archive record - Map location (From the Ingenium Archives) |