“Old” Streets of Toronto

Across the map of Toronto, there are several “Old” versions of major streets: Old Yonge Street, Old Leslie Street, et cetera. These are smaller and certainly older streets that predate yet still exist alongside their longer, newer counterparts.

How old are these “old” streets anyways? Why were they built as they were in the first place? Why were they replaced?

Tremaine’s Map showing old courses of Toronto’s streets.
Source: Old Toronto Maps

Here are five examples of “Old” Toronto Streets and their histories:


1. Old Yonge Street

Year rerouted: 1835

When Yonge Street was laid out in the 1790s, it was not the continuous straight path we think of today. The sheer length of the street almost welcomed obstacles. At York Mills, the challenging topography around the West Don River caused it to divert east just south of York Mills Road. It curved north and back west to join the original course. In 1835, the street was realigned and straightened. It seems in the 1920s, Yonge Street was re-routed again slightly to the west to allow for better automobile navigation.

1851 JO Browne Map of the Township of York.
Source: Old Toronto Maps
1950 Aerial showing Old Yonge Street and “new” Yonge Street.
Source: City of Toronto Archives.
“Yonge Street, at York Mills, Again Takes Altered Course” The Globe, February 26, 1921.
Source: Globe & Mail Archives.

Today, the old, “orphaned” course remains as part of Mill Street and Old Yonge Street. Old Yonge’s narrow, curvy course in parts maintains a rural quality. While at one time Yonge and Old Yonge once connected at its north end, this connection is now a roundabout. Finally, because of its length in the province, there are other Old Yonge Streets in Thornhill and Aurora.

Old Yonge Street, 2021
Source: Google Maps
Yonge Street, 2021.
Source: Google Maps.
Source: Google Maps & Bob Georgiou


2. Old Sheppard Avenue

Year rerouted: ~1934

Sheppard Avenue once existed in two separate sections on either side of the Scarborough-North York border. A traveller wishing to travel east or west through the two streets had to jog about 300 metres on Victoria Park to reach the other section. In 1934, the two roads were joined through a curving road running from just past Woodbine Avenue to the lower street in Scarborough. The move was the idea of Ontario Premier George S. Henry whose estate stood where the new Sheppard Avenue connection ran.

1965 Aerial showing Old Sheppard Avenue and “new” Sheppard Avenue.
Source: City of Toronto Archives

Today, the orphaned North York section of the old road now exists as residential Old Sheppard, albeit with small parts removed around Highway 404.

Old Sheppard Avenue, 2021
Source: Google Maps
Sheppard Avenue, 2021.
Source: Google Maps
Source: Google Maps & Bob Georgiou

More reading: Scenes From O’Sullivan’s Corners & Muirhead’s Corners


3. Old Lawrence Avenue

Year rerouted: ~1961

Lawrence Avenue is and was one of many streets which was impact by Toronto’s ravines. West of Victoria Park Avenue, Lawrence once took an interesting route across the East Don River Valley. Like Sheppard Avenue, there were two sections of the street: the Scarborough section which exists today and a North York section. The North York section jogged up Victoria Park over the Canadian Pacific Railway, ran briefly next to the track, and continued west for 1.5 kilometres. From here, it took a rather curvy route south down the East Don Valley, crossed the Don River via a bridge, and curved back north and west before continuing towards Don Mills Road. Presumably, this was easiest way in the 19th century to navigate the valley.

1860 Tremaine’s Map showing Old Lawrence Avenue
Source: Old Toronto Maps
Looking southwest at intersection of Victoria Park Avenue and Old Lawrence Avenue exit, 1958.
Source: Toronto Public Library
1959 Aerial showing Old Lawrence Avenue
Source: City of Toronto Archives
Lawrence Avenue E., bridge over East Don River, looking northwest,1955.
Source: Toronto Public Library

In 1961, Lawrence Avenue was straightened with a road directly connecting Victoria Park and Woodcliff Place, curling northwest from Scarborough with several new bridges to accommodate the Don River and CPR.

1960 Aerial showing Old Lawrence Avenue and “new” Lawrence Avenue under construction.
Source: City of Toronto Archives.
Lawrence Avenue East and CPR bridge under construction, circa 1960.
Source: City of Toronto Archives.

Today, the orphaned old road exists as roughly as part of Roanoke Road and, more famously, a short access road to the East Don Trail named Old Lawrence. The remaining section west of the river along with the old bridge itself have been lost.

Old Lawrence Avenue, 2021
Source: Google Maps
Lawrence Avenue, 2021
Source: Google Maps
Source: Google Maps & Bob Georgiou

More reading: Scenes From East Don Trail


4. Old Leslie Street

Year rerouted: ~1968

Like Lawrence Avenue, Leslie Street’s course at one time also had to divert around the East Don River. Also of 19th-century origin, a traveller going north on Leslie had to turn west for a short distance and then northwest for about 500 metres to meet with Sheppard Avenue. There was then a jog east on Sheppard, which included a bridge over the river and finally a left turn to travel north again.

1860 Tremaine’s Map showing Old Leslie Street.
Source: Old Toronto Maps
1953 Aerial showing course of Old Leslie Street.
Source: City of Toronto Archives
Sheppard Ave. East bridge near Leslie Street, 1964.
Source: City of Toronto Archives.

In the 1950s, with the construction of Highway 401, Leslie Street was altered to curve through the highway, but the course has otherwise remained the same. In 1968, the street was reconfigured again to join with Sheppard more directly. The Don River was also straightened and a new bridge was constructed which spanned the entirety of the new four-way intersection.

1967 Aerial of “new” Leslie Street under construction.
Source: City of Toronto Archives.

Today, the old course remains as Old Leslie Street, albeit a shorter version of the original route is available today to the public. It joins the new Leslie Street via Esther Shiner Drive. South of that street, there are City facilities. North of Esther Shiner, Old Leslie serves the Leslie Street TTC Station before it crosses over Sheppard via an overpass. It then curls back down to join the street (there is also a parking lot with an entrance to the East Don Parkland trail).

Old Leslie Street, 2021
Source: Google Maps
Leslie Street, 2020.
Source: Google Maps
Source: Google Maps & Bob Georgiou

More reading: Scenes From East Don Parkland


5. Cummer Avenue

Year rerouted: ~1969

The original course of Cummer Avenue west of Leslie Street was an 1819 construction. The street was laid out as a side road from Yonge Street by the Cummer family to access their holdings (a mill and camp) near the East Don River. When it approached the valley, it curved down to roughly follow the river’s course. It crossed the river via a bridge and eventually the railway tracks at a level crossing. Finally, it terminated at Leslie Street.

1860 Tremaine’s Map showing Old Cummer Avenue
Source: Old Toronto Maps
1968 Aerial showing course of Old Cummer Avenue.
Source: City of Toronto Archives

By 1969, the street was rerouted to curve north away from the river (which looks to have been straightened around this time as well). The street passed through a new wider bridge over the Don River and then under a railway overpass before eventually becoming McNiccol Avenue at Leslie Street.

1969 Aerial showing “new” Cummer Avenue under construction and Old Cummer Avenue.
Source: City of Toronto Archives

The old, orphaned course still exists in parts. The curved section lives on as part of the East Don Parkland trail, although not all of it follows the old path. The old bridge is in situ as well. The trail travels east through the hydro corridor where it terminates at the railway tracks. On the other side, Old Cummer Go Station and a hundred-metre long Old Cummer Avenue hold the old name.

Old Cummer Avenue, 2020
Source: Google Maps
Cummer Avenue, 2020.
Source: Google Maps
Source: Google Maps & Bob Georgiou

More reading: Scenes From East Don Parkland

Click here for the map below of “Old” Streets.

Source: Google Maps & Bob Georgiou

For more “Old” Streets, I created a sequel here.

Scenes From Earl Bales Park

The history of Earl Bales Park starts with the John Bales House. The family arrived in the Bathurst and Sheppard area in 1824, finding a hilly topography bordering on the West Don River. John Bales cleared the land and built a log farmhouse south of Sheppard and east of Bathurst. From there, the layers of story build.

Bales House, south-east view, date unknown. From North York Historical Society. Credit: Toronto Public Library.

Tremaine’s Map of the County of York, Canada West, 1860. Credit: Historical Maps of Toronto.

Steps from the John Bales House is the Earl Bales Community Centre. The meeting place for classes and events came to us by 1981 (a revitalization project took place in 2018 too). Before its arrival, another complex of buildings were neighbours to the John Bales House: The York Downs Golf and Country Club.

York Downs Golf and Country Club near Armour Heights, North Toronto, 1926. Credit: Toronto Public Library.

In 1922, the York Downs Golf Course opened on the former Bales land (albeit by then property passed into the hands of Shedden Company). The John Bales homestead was actually the residence of the groundskeeper and the barn was part of the clubhouse.

“York Downs Course Ready Next Summer” The Globe, February 6, 1922. Credit: Toronto Public Library

Map of the Townships, York, Scarboro, and Etobicoke, 1916. Credit: University of Toronto Map and Data Library.

Ownership map – township of york showing unsubdivided area of 10 acres and over with names of owners and acreages, 1922. Credit: City of Toronto Archives

York Downs Golf and Country Club, 1953. Credit: City of Toronto Archives.

Ownership map for the region formerly known as the Township of York including York, North York, East York, Forest Hill, Swansea, 1932. Credit: City of Toronto Archives.

In 1968, the club’s executive voted to move to Unionville and to sell the property to Max Tanenbaum of Pinetree Developments for $6,400,000. Tanenbaum intended to build apartments and houses on the former course. After much debate, local protests under the banner of ‘Save York Downs’ stopped the proposal. Ultimately, Metro Toronto Council purchased the property in 1972 for $9 million to use for parkland. Council also did the same with the Tam O’Shanter Golf and Country Club in Scarborough, although that ultimately became mostly a municipally owned golf course. Earl Bales Park — named for a former North York Reeve and great-grandson of John Bales — opened on a chilly December 2, 1973 with one last round of golf on the 163 acre site.

“Max Tanenbaum and Morry Smith”, Toronto Daily Star, April 16, 1971. Credit: Toronto Public Library.

Walking south from the Bales homestead, the landscaping leftovers of the York Downs course are still evident on the land with sand traps, mounds, and trees. Then and now aerial maps provide an interesting comparison of the layouts of the course and the park.

York Downs Golf Course & Earl Bales Park, 1947 & 2019. Credit: Sidewalk Labs OldTO.

Walking down the western half of Earl Bales Park, you can see several attractions added to the park over the years. Taking advantage of the park’s elevation, the North York Ski Centre came in 1973 to provide local skiing to the residents of North York and Toronto.

“North York’s Big Opener”, Globe and Mail, Jan 9, 1974. Credit: Toronto Public Library.

There is also the Barry Zukerman Amphitheatre, which came by 1989 and named for a prominent Canadian Jewish businessman. The theatre is notable for its great performances in the summer.

The most powerful installation in Earl Bales Park is undoubtedly the Yad Vashem Holocaust Memorial. It was unveiled in 1991 with The Wall of Remembrance devoted to victims and survivors coming in 2001. Particularly sombre is the portion dedicated to children, including Anne Frank. The obelisk is the Spirit of Bravery Memorial.

Finally, a bust of Philippine National Hero Dr. Jose P. Rizal came as a gift from the Philippine Government to the City of Toronto in 1998.

These additions to Earl Bales Park represent the notion that parks can be and should be reflections of their environs. For example, the John Bales House — a representation of British colonial York — is now the Russian House Toronto. Since the end of the World War II, the area around the park along Bathurst Street gradually grew with new subdivisions and new populations. Toronto’s Jewish population (and Eastern Europeans in general) moved north on Bathurst to Forest Hill by 1950 and even further to Bathurst Manor in 1957. Toronto’s Filipino population arrived to the city mostly in the 1960s, first to St. Jamestown and then to ‘Little Manila’ at the Bathurst and Wilson area.

“Bathurst Manor Shopping Plaza Grand Opening”, Globe and Mail, November 21, 1957. Credit: Toronto Public Library.

One neighbouring area tied to the history of the York Down Golf Course is Armour Heights. The community, located directly south of Earl Bales Park, is named for the Armour family who were contemporaries of the Bales clan. The Armour lands came under the control of the Robins Real Estate Limited in the early 20th century, who in the 1910s and 1920s intended on making three master-planned, upscale communities in north Toronto: Armour Heights, Ridley Park, and Melrose Park. Together these were to be the ‘Highlands of Toronto‘. Robins Ltd also had a hand in Cedarvale’s ambitious genesis. Much in the same way as that suburb, Armour Heights was planned with lavish roundabouts, gardens, squares, and tennis courts and bowling greens.

Armour Heights – being the subdivision of parts t lots 11, 12, 13, Concession 1, west of Yonge Street, circa 1913. Credit: City of Toronto Library.

“The Highlands of Toronto”, Toronto Daily Star, April 13, 1923. Credit: Toronto Public Library.

“Why People Are Buying in Armour Heights”, The Globe, April 9, 1923. Credit: Toronto Public Library.

The owner, Colonel Frederick Burton Robins, built a Tudor-style estate house near Yonge Street and Wilson Avenue. Marketing pieces highlighted a bus line between Yonge and Bathurst Streets via Yonge Boulevard and Armour Heights’ proximity to the York Downs Golf Course. Armour Heights hosted air demonstrations and was even considered by McMaster University for a campus.

Robins Country Estate, Wilson Avenue west of Yonge Street, circa 1930. Credit: City of Toronto Archives.

“Robins Limited Motor Bus Service”, Toronto Daily Star, May 21, 1914. Credit: Toronto Public Library.

“A Plan of The Splendid Site on Armour Heights”, Toronto Daily Star, December 24, 1926. Credit: Toronto Public Library.

Like in Cedarvale, Colonel F.B. Robins’ vision for Armour Heights never fully materialized. By 1929, he sold the 300 acres to R. K. Lillico and associates for $930,000. Their idea was to re-brand the area as ‘Beverley Hills’, but the moniker never caught on. The street grid developed under its current form, filling out completely by 1950. It did eventually receive its bus line with the Toronto Transit Commission’s Armour Heights route in 1952. Armour Heights Robins’ grand estate house is now used by the Canadian Forces College. Today York Downs Boulevard — one of the early streets — remains as a tribute to the golf club and fittingly connects the park and subdivision.

Back in Earl Bales Park, a man-made pond exists on the southern end. Earl Bales Lake is a storm-water management pond. Beyond it is the Don Valley Golf Course. The Hoggs Hollow Bridge portion of Highway 401 runs over the course. The Toronto By-Pass, as the expressway was known before it was numbered, opened here in 1953, splitting up the golf course and Armour Heights.

Don Valley Golf Course, Yonge St., w. side, from s. to n. of Macdonald-Cartier Freeway; looking n.w. to Macdonald-Cartier Freeway bridge over West Don River., 1955. Credit: Toronto Public Library.

The east side of Earl Bales Park is scenic walk through nature. One is struck by the tree cover, both on this hills and in the valley. A topographical map of the West Don River from 1915 shows off the contours and some cases the tree types of the land that would become the park.

Plan of west branch Don River Valley from Lawrence Avenue to corner Sheppard and Bathurst, 1915. Credit: City of Toronto Archives.

One also gets a look from below at the ski slope. ‘Downs’ refers to a grassy hill, so this might explain the naming of golf course.

A shallow west branch of the Don River runs through the edge of the property. The river and the way across it has had a few interventions in the second have the 20th century. At one time, albeit north and south of the park, the waterway hosted saw and grist mills. In 1956, the river’s winding course was straightened.

West Don River, 1953-1956. Credit: City of Toronto Archives.

Further up, at the park’s northern entrance, one looks up at the massive bridge carrying Sheppard Avenue West over the West Don River Valley. A marker dates the bridge to 1961, but it is not the first structure in this location

The history is unclear, but the first photographed bridge was a wooden construction that existed until at least from 1910 (its construction date is unknown).

Sheppard Avenue bridge over the Don River near Bathurst Street., 1910. From North York Historical Society. Credit: Toronto Public Library.

Wooden bridge over Don, 1908-1910. From North York Historical Society. Credit: Toronto Public Library.

Its replacement — a more sturdy setup — came by 1920. Flood damage from Hurricane Hazel briefly closed the bridge in November 1954. The storm did, however, completely wipe out the nearby Bathurst Street Bridge. The event might have led to the bridge’s replacement in the following decade.

Sheppard Avenue West bridge over West Don River, 1920. This is the same view as the above wooden bridge photo. Credit: City of Toronto Archives.

“Find Flood Damage, Close Sheppard Bridge” Globe and Mail, November 26, 1954. Credit: Toronto Public Library.

Don River (West Don R.), looking w. across Sheppard Ave. bridge, 1954. Photographer James Salmon notes the bridge’s washout after Hurricane Hazel. Credit: Toronto Public Library.

The third – and present – bridge began construction in 1961 and opened by 1962 or 1963. The section of the West Don River below it was channelized with concrete holdings. Also in 1962, the Don River Boulevard bridge replaced an earlier bridge opened in 1928. The short and quiet street curiously dates to the 19th century – at least to 1860 by cartographic accounts – and ran through the Shepard family property in Lansing to Bathurst. When both bridges were replaced in the 1960s, Don River Boulevard was also reconfigured to circle up the Sheppard Avenue, linking the street with the park.

Sheppard Avenue over Don River, 1962 & 1963. Credit: City of Toronto Archives.

Source: Toronto Daily Star November 30, 1928.


Exiting Earl Bales Park, one may go up to the main street or cross the bridge into the Hinder Property, leaving behind a great history.

Useful Links

Marshall’s Musings – “Exploring Earl Bales Park”

North York Historical Society – “June-August 2015 Newsletter”

OldTO Mapping historical photos

Scott Kennedy – Willowdale: Yesterday’s Farms, Today’s Legacy