Historic photos from around Bridle Path, Toronto

The Bridle Path is the most affluent neighbourhood in Toronto, and across all of Canada, with an average household net worth of $22.27 million CDN. The building of the Bayview Bridge over the west Don River opened up the area to development in the early 1930s. Some of the plans included horse trails, hence the name (although the area is often misspelled as "The Bridal Path." Ed note: Even as a lifelong resident of Toronto I had this mistake here until a reader e-mailed me a correction. Thanks Nancy W.!)

Forsey Page, E.P. Taylor, and his business partner George Montegu Black, Jr (father of Conrad Black) were early residents and land developers.



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.
1926 Historic photo from 1926 - E.R. Wood (right) with daughter and her husband Murray Fleming (unknown location) in Bridle PathE.R. Wood (right) with daughter and her husband Murray Fleming (unknown location)
99 years ago - 1926 - Bridle Path
Link to archive record - Map location (From the City of Toronto Archives)
1929 Historic photo from Saturday, November 16, 1929 - Bayview bridge over the Don River - rush to get ready for traffic opening in Bridle PathBayview bridge over the Don River - rush to get ready for traffic opening
(Categorized under: Bridges )
96 years ago - Saturday, November 16, 1929 - Bridle Path at 2300 Bayview Ave just north of Lawrence Ave East
Link to archive record - Map location (From the Toronto Public Library)
1930 Historic photo from 1930 - Aerial view of the Bridle Path - north end of Bayview to the mid left, Sifton\ in Bridle PathAerial view of the Bridle Path - north end of Bayview to the mid left, Sifton\
95 years ago - 1930 - Bridle Path
Link to archive record - Map location (From the City of Toronto Archives)
1930 Historic photo from 1930 - Annandale / Uplands estate, south east of Bayview and Lawrence - now houses on Valleyanna Drive in Bridle PathAnnandale / Uplands estate, south east of Bayview and Lawrence - now houses on Valleyanna Drive
(Categorized under: Estates and Houses )
95 years ago - 1930 - Bridle Path at 2 Valleyanna Drive at Bayview Ave
Link to archive record - Map location (From the City of Toronto Archives)
1945 Historic photo from 1945 - Construction of Sunnybrook Hospital, Bayview Ave. at Blythwood Rd. in Bridle PathConstruction of Sunnybrook Hospital, Bayview Ave. at Blythwood Rd.
80 years ago - 1945 - Bridle Path at 2075 Bayview Ave
Link to archive record - Map location (From the Toronto Public Library)
1946 Historic photo from Thursday, September 26, 1946 - Entrance to the newly constructed Sunnybrook Hospital in Bridle PathEntrance to the newly constructed Sunnybrook Hospital
79 years ago - Thursday, September 26, 1946 - Bridle Path at 2075 Bayview Ave
Link to archive record - Map location (From York University Archives)
1947 Historic photo from Tuesday, December 30, 1947 - Aerial view of Sunnybrook Hospital in Bridle PathAerial view of Sunnybrook Hospital
78 years ago - Tuesday, December 30, 1947 - Bridle Path at 2075 Bayview Ave
Max temp: -6.7°C - Min temp: -13.9°C (weather details)
Link to archive record - Map location (From Archives of Ontario)
1948 Historic photo from Tuesday, May 18, 1948 - Red Cross Building at Sunnybrook Hospital (flag at half-mast?) in Bridle PathRed Cross Building at Sunnybrook Hospital (flag at half-mast?)
77 years ago - Tuesday, May 18, 1948 - Bridle Path at 2075 Bayview Ave south of Lawrence Ave. East
Max temp: 15.6°C - Min temp: 10.6°C (weather details)
Link to archive record - Map location (From Archives of Ontario)
1950 Historic photo from 1950 - Glendon Hall interior - ground floor, hallway, facing east; oval grand stairway visible on the right in Bridle PathGlendon Hall interior - ground floor, hallway, facing east; oval grand stairway visible on the right
(Categorized under: Glendon hall )
75 years ago - 1950 - Bridle Path at 2275 Bayview Ave
Link to archive record - Map location (From York University Archives)
1950 Historic photo from 1950 - Glendon Hall interior view, ground floor, front entrance hallway in Bridle PathGlendon Hall interior view, ground floor, front entrance hallway
(Categorized under: Glendon hall )
75 years ago - 1950 - Bridle Path at 2075 Bayview Ave
Link to archive record - Map location (From York University Archives)
1950 Historic photo from 1950 - Glendon Hall - ground floor, living room; portraits of Mrs. Wood (ca. 1926) and Mr. Wood (1928) in Bridle Path Glendon Hall - ground floor, living room; portraits of Mrs. Wood (ca. 1926) and Mr. Wood (1928)
(Categorized under: Glendon hall )
75 years ago - 1950 - Bridle Path at 2075 Bayview Ave
Link to archive record - Map location (From York University Archives)
1950 Historic photo from 1950 - Glendon Hall interior view, second floor, family sitting room in Bridle PathGlendon Hall interior view, second floor, family sitting room
(Categorized under: Glendon hall )
75 years ago - 1950 - Bridle Path at 2075 Bayview Ave
Link to archive record - Map location (From York University Archives)
1950 Historic photo from 1950 - Glendon Hall interior - ground floor, facing outside through the main doors, the porte-cochère and front garden beyond in Bridle PathGlendon Hall interior - ground floor, facing outside through the main doors, the porte-cochère and front garden beyond
(Categorized under: Glendon hall )
75 years ago - 1950 - Bridle Path at 2075 Bayview Ave
Link to archive record - Map location (From York University Archives)
1950 Historic photo from 1950 - Glendon Hall interior view - ground floor, dining room in Bridle PathGlendon Hall interior view - ground floor, dining room
(Categorized under: Glendon hall )
75 years ago - 1950 - Bridle Path at 2075 Bayview Ave
Link to archive record - Map location (From York University Archives)
1950 Historic photo from 1950 - Glendon Hall interior view, second floor, master dressing room and bathroom in Bridle PathGlendon Hall interior view, second floor, master dressing room and bathroom
(Categorized under: Glendon hall )
75 years ago - 1950 - Bridle Path at 2075 Bayview Ave
Link to archive record - Map location (From York University Archives)
1950 Historic photo from 1950 - Glendon Hall interior view, ground floor, library in Bridle PathGlendon Hall interior view, ground floor, library
(Categorized under: Glendon hall )
75 years ago - 1950 - Bridle Path at 2075 Bayview Ave
Link to archive record - Map location (From York University Archives)
1950 Historic photo from 1950 - Glendon Hall interior - second floor, Mr. Woods bedroom; portrait above the bed of granddaughter, Beverly in Bridle PathGlendon Hall interior - second floor, Mr. Woods bedroom; portrait above the bed of granddaughter, Beverly
(Categorized under: Glendon hall )
75 years ago - 1950 - Bridle Path at 2075 Bayview Ave
Link to archive record - Map location (From York University Archives)
1950 Historic photo from 1950 - Glendon Hall exterior view, formal garden, from inside the northerly gazebo in Bridle PathGlendon Hall exterior view, formal garden, from inside the northerly gazebo
(Categorized under: Glendon hall )
75 years ago - 1950 - Bridle Path at 2075 Bayview Ave
Link to archive record - Map location (From York University Archives)
1950 Historic photo from 1950 - Glendon Hall, interior view, second floor, Mrs. Woods bedroom with four post bed in Bridle PathGlendon Hall, interior view, second floor, Mrs. Woods bedroom with four post bed
(Categorized under: Glendon hall )
75 years ago - 1950 - Bridle Path at 2075 Bayview Ave
Link to archive record - Map location (From York University Archives)
1950 Historic photo from 1950 - Glendon Hall, exterior view, the terrace garden, immediately at the rear of the manor, looking north-west in Bridle PathGlendon Hall, exterior view, the terrace garden, immediately at the rear of the manor, looking north-west
(Categorized under: Glendon hall )
75 years ago - 1950 - Bridle Path at 2075 Bayview Ave
Link to archive record - Map location (From York University Archives)
1950 Historic photo from 1950 - Glendon Hall interior view, ground floor, dining room, looking out toward the oval stairway in Bridle PathGlendon Hall interior view, ground floor, dining room, looking out toward the oval stairway
75 years ago - 1950 - Bridle Path at 2075 Bayview Ave
Link to archive record - Map location (From York University Archives)
1950 Historic photo from 1950 - Glendon Hall interior view, second floor, sitting room and family kitchenette in Bridle PathGlendon Hall interior view, second floor, sitting room and family kitchenette
(Categorized under: Glendon hall )
75 years ago - 1950 - Bridle Path at 2075 Bayview Ave
Link to archive record - Map location (From York University Archives)
1950 Historic photo from 1950 - Glendon Hall, interior view, ground floor, oval grand stairway in Bridle PathGlendon Hall, interior view, ground floor, oval grand stairway
(Categorized under: Glendon hall )
75 years ago - 1950 - Bridle Path at 2075 Bayview Ave
Link to archive record - Map location (From York University Archives)
1950 Historic photo from 1950 - Glendon Hall, interior view, ground floor, loggia (covered outdoor corridor or gallery), facing west in Bridle PathGlendon Hall, interior view, ground floor, loggia (covered outdoor corridor or gallery), facing west
(Categorized under: Glendon hall )
75 years ago - 1950 - Bridle Path at 2075 Bayview Ave
Link to archive record - Map location (From York University Archives)
1950 Historic photo from 1950 - Glendon Hall, interior view, ground floor, guest powder room in Bridle PathGlendon Hall, interior view, ground floor, guest powder room
(Categorized under: Glendon hall )
75 years ago - 1950 - Bridle Path at 2075 Bayview Ave
Link to archive record - Map location (From York University Archives)
1954 Historic photo from 1954 - Glendon Hall Grounds and Gardens - The Garden Journal 1954 Vol 4 Iss 6 Page 177 in Bridle PathGlendon Hall Grounds and Gardens - The Garden Journal 1954 Vol 4 Iss 6 Page 177
(Categorized under: Glendon hall )
71 years ago - 1954 - Bridle Path at 2075 Bayview Ave
Link to archive record - Map location
1955 Historic photo from Sunday, July 3, 1955 - James Muirhead house and farm, Park Lane Circle, near The Bridle Path? in Bridle PathJames Muirhead house and farm, Park Lane Circle, near The Bridle Path?
70 years ago - Sunday, July 3, 1955 - Bridle Path
Max temp: 30.0°C - Min temp: 18.9°C (weather details)
Link to archive record - Map location (From the Toronto Public Library)
1955 Historic photo from Sunday, July 3, 1955 - Farm buildings at Jame Muirhead house, Park Lane Circle, near The Bridle Path? in Bridle PathFarm buildings at Jame Muirhead house, Park Lane Circle, near The Bridle Path?
70 years ago - Sunday, July 3, 1955 - Bridle Path
Max temp: 30.0°C - Min temp: 18.9°C (weather details)
Link to archive record - Map location (From the Toronto Public Library)
1956 Historic photo from Tuesday, November 27, 1956 - Training stables Windfields Farm - once the home of E.P. Taylor, now the Canadian Film Centre (CFC) in Bridle PathTraining stables Windfields Farm - once the home of E.P. Taylor, now the Canadian Film Centre (CFC)
69 years ago - Tuesday, November 27, 1956 - Bridle Path at 2489 Bayview Ave
Max temp: 1.1°C - Min temp: -2.8°C - 4.0cm of snow on the ground (weather details)
Link to archive record - Map location (From the City of Toronto Archives)
1961 Historic photo from 1961 - 7 photos of the construction of the Lawrence Avenue East overpass at Bayview Avenue in Bridle Path7 photos of the construction of the Lawrence Avenue East overpass at Bayview Avenue
64 years ago - 1961 - Bridle Path at 2293 Bayview Ave
Link to archive record - Map location (From the City of Toronto Archives)
1961 Historic photo from Friday, September 15, 1961 - Murray Ross standing at the gates of Glendon Hall, York University in Bridle PathMurray Ross standing at the gates of Glendon Hall, York University
(Categorized under: Glendon hall )
64 years ago - Friday, September 15, 1961 - Bridle Path at 2275 Bayview Ave
Max temp: 18.3°C - Min temp: 11.1°C (weather details)
Link to archive record - Map location (From York University Archives)
1965 Historic photo from 1965 - Formal garden at Glendon Hall, including two gazebos, in the 1960s in Bridle PathFormal garden at Glendon Hall, including two gazebos, in the 1960s
(Categorized under: Glendon hall )
60 years ago - 1965 - Bridle Path at 2275 Bayview Ave
Link to archive record - Map location (From York University Archives)
1976 Historic photo from Tuesday, April 27, 1976 - Water exercises at Glendon College swimming pool - now the Glendon Athletic Club in Bridle PathWater exercises at Glendon College swimming pool - now the Glendon Athletic Club
49 years ago - Tuesday, April 27, 1976 - Bridle Path at 2275 Bayview Ave
Link to archive record - Map location (From the Toronto Public Library)
1980 Historic photo from 1980 - Glendon Hall - built 1924 - former country estate of Edward Rogers Wood in Bridle PathGlendon Hall - built 1924 - former country estate of Edward Rogers Wood
(Categorized under: Glendon hall )
45 years ago - 1980 - Bridle Path at 2275 Bayview Ave
Link to archive record - Map location (From York University Archives)