
The archive photo shows the northwest corner surrounded by billboards. In the 1930s, the Sunnyside Bus Terminal (today home to McDonald’s) and the Edgewater Hotel (presently Hotel Shelter, previously Howard Johnson Inn) were constructed at the site.
The two-storey building at the northeast corner was designed by architect Frank Darling for the Imperial Bank in 1910. It’s currently a Burrito Boys restaurant (City of Toronto Archives, Fonds 16, Series 71, Item 3531)

The brick building has a long history, with many portions dating back to the 1800s. According to historical maps and directories, the corner was initially the site of a printing shop. Over the years, the building has been occupied by various businesses, including a mathematical instruments shop, a stationary store, a hotel, and a jewellery manufacturer.
It became the Tom Jones Steak House in 1966 and remained so for over 50 years, closing in 2021. Today, the heritage-designated property at 17 Leader Lane/40 Colborne St is commercial space. The steeple in the background is The Cathedral Church of St James (City of Toronto Archives, Fonds 2032, Series 841, File 69, Item 28)

It stands as a testament to the grandeur and splendour of a bygone era. The castle was built by 300 skilled workers who worked to create a 200,000-square-foot mansion at a cost of $3.5 million. This archive photo showcases Casa Loma at Christmas time (City of Toronto Archives, Series 648, File 150, ID 5)





The archive photo shows the Episcopalian School in the right foreground and the Mechanics’ Hall in the centre background. The church school building was replaced in 1909 with St James Parish House, which is today part of the St James Cathedral Centre.
The Mechanics’ Institute was a movement that began in Britain with the purpose of educating adults, particularly in technical subjects. In 1830, this movement expanded to the Town of York, now known as Toronto. The Institute constructed a building in 1854/55, which can be seen in the archive photo, with designs by architects Cumberland & Storm. However, due to a shortage of funds, they had to rent it to the government before finally moving in themselves in 1861. The building was used for lectures and classes, and also housed an extensive reference library and a music hall. In 1882, the Free Libraries Act was passed, and the Mechanics’ Institute assets were given to the local government. This led to the formation of the Toronto Public Library, which opened its doors in the building in 1884. The magnificent structure was demolished in 1950, and the site is now occupied by a patio and a mixed-use building (Toronto Public Library E9-272)

The three-storey building directly at the corner was constructed in 1907 for the Sovereign Bank of Canada. Architect George Wallace Gouinlock designed it in the Renaissance Revival style. At the time, the bank was a relatively new institution, founded in 1902. However, by 1908, the Sovereign Bank and its obligations were absorbed by other financial institutions because, according to a local newspaper, “it was too ambitious.”
Since then, the building was briefly home to other banks and, later various businesses and offices. The former bank building at 172 King St E received heritage status from the city in 1973 (City of Toronto Archives, Fonds 2032, Series 841, File 20, Item 8)


The bank was constructed between 1825 and 1827 and was designed by William Warren Baldwin. Its architectural style was influenced by the Neoclassical-style townhouses of late 18th-century London. The portico was added about 1844, and around 1855, an extension was built on the north side. The bank moved in the early 1860s and collapsed in 1866.
De La Salle Institute purchased the original building and, in 1871, built an addition on the east side. The city recognized the bank building with heritage status in 1973 as it was the first major financial institution that played a significant role in the development of the Province of Ontario (City of Toronto Archives, Fonds 1526, File 53, Item 54)

Its earlier factory was the building with the arched roofline at 91 Parliament St, on the left side of the photos. It was constructed in 1907/08 and designed by architect Henry Simpson. The company expanded in 1911/12, with architect Frederick Henry Herbert designing the large extension directly at the corner at 334 King St E. Both the buildings were granted heritage status by the city in 1984 and are currently being used as commercial and office spaces (Toronto Public Library PC_4572)

Built in 1911/12, architect Frederick Henry Herbert designed the building directly at the corner at 334 King St E. However, the company’s previous factory building is situated just north of the corner at 91 Parliament St (the building with the arched roofline). It was constructed in 1907/08 and designed by architect Henry Simpson. The buildings received heritage status from the city in 1984 and today are home to commercial and office space (City of Toronto Archives, Toronto Planning Board fonds, Fonds 2032, Series 841, File 30, Item 3)

In the archive photo, the F. W. Woolworth store is visible on the left, while Loew’s Theatre, which is now the Elgin and Winter Garden Theatre Centre, can be seen in the distance on the right side. The old photo also showcases the streetcars that once travelled along Yonge St (City of Toronto Archives, Fonds 16, Series 71, Item 11702 – Alfred Pearson photographer)

The building on the left side of the foreground in both photos is the Eclipse Whitewear Building. It was built in 1903, and for more than 50 years, the company manufactured children’s and women’s underwear in the building. In 1973, the structure was designated as a heritage site due to its significance as one of the earliest warehouses in the area.
The two-storey building on the right side of the archive photo was built in the 19th century. Throughout the years, it was home to various businesses, including grocers and restaurants. In the late 1980s, it was demolished to make way for Toronto Metro Hall (City of Toronto Archives, Fonds 200, Series 1465, File 345, Item 17)


The building was constructed in the 19th century and was home to various businesses, including grocers and restaurants; however, it was also where Isabella Valancy Crawford (1846-1887) passed away. Born in Ireland, Miss Crawford is considered one of Canada’s finest poets, and her best-known collection is “Old Spookses’ Pass, Malcolm’s Katie and Other Poems.” The building was torn down in the 1980s to make way for Toronto Metro Hall.
On a side note, a park is named in Isabella Valancy Crawford’s honour at the southwest corner of John St and Front St W (City of Toronto Archives, Fonds 2032, Series 841, File 78, Item 31)

It was constructed in 1880 by William Barber, a grocer. The Second Empire-style, three-storey building features a shopfront and mansard roof. In the rear, along John St, is a two-storey wing and a small building that was originally a stable. The William Barber Building at 287-89 King St W was added to the city’s heritage register in 1977 (City of Toronto Archives, Fonds 1526, File 67, Item 40)

The building at 378 Queen St W was designed by architect George Wallace Gouinlock and constructed between 1902 and 1903 for the Bank of Hamilton. Following the merger of the Bank of Hamilton and the Canadian Imperial Bank of Commerce in 1924, the building continued to function as a branch of the CIBC. The building was granted heritage designation by the city in 1973.
In the archive photo, notice Duffins (gentlemen’s furnishings) on the far right. Today, it’s home to the Horseshoe Tavern (City of Toronto Archives, Series 372, Sub Series 58, Item 113)


The building in the foreground on the right is Postal Station F. Built in 1905, the heritage-designated Edwardian-style structure was designed by architect David Ewart. Today, the former post office is home to commercial space.
In the archive photo, the light grey three-storey building a few doors up from the post office was constructed circa 1889. Over the building’s history, it has housed various businesses, including a lamp store, drug store, cigar shop, and art gallery. In 1949, it became the Brass Rail Tavern (City of Toronto Archives, Fonds 1231, Item 1990)



In 1989, the building was destroyed by fire. The commercial block at 326 to 342 Queen St E is visible on the left side of both photos. It was constructed between 1884 and 1889. The city granted the row of buildings heritage status in 2020 (City of Toronto Archives, Fonds 2032, Series 841, File 16, Item 13)


The present-day photo shows the corner today, which includes a block of three-storey commercial-residential buildings at 107 to 111 King St E, built around 1842. The city granted heritage status to the row of Georgian-style buildings on architectural and historic grounds in 1973 (City of Toronto Archives, Fonds 124, File 1, ID 66)

SOURCE
- City of Toronto Heritage Register
- Heritage Toronto
- Ontario Heritage Trust
- Ontario Heritage Trust: 107, 109 & 111 King St E
- CIBC: 150 Years – A short story PDF dated 2017 (378 Queen St W)
- Ontario Heritage Trust: 287 King St W (William Barber Building)
- Heritage Toronto: Isabella Valancy Crawford plaque (King St W & John St, southeast corner)
- The Globe Newspaper Archives: Feb 15, 1887, pg 2 (King St W & John St, southeast corner)
- Toronto Star Newspaper Archives: Jul 13, 1989, pg A7 (King St W & John St, southeast corner)
- The Globe and Mail Newspaper Archives: Nov 6, 1953, pg 25 (King St W & John St, northwest corner)
- The Globe and Mail Newspaper Archives: Sep 7, 2007, pg G10 (King St W & John St, northwest corner)
- The Globe and Mail Newspaper Archives: Sep 4, 2010, pg R7 (King St W & John St, northwest corner)
- The Globe and Mail Newspaper Archives: Nov 6, 1953, pg 25 (King St W & John St, looking west)
- The Globe and Mail Newspaper Archives: Sep 7, 2007, pg G10 (King St W & John St, looking west)
- City of Toronto Heritage Register: 322 King St W (King St W & John St, looking east)
- Ontario Heritage Trust: 322 King St W (King St W & John St, looking east)
- The Globe and Mail Newspaper Archives: Sep 7, 2007, pg G10 (King St W & John St, looking east)
- City of Toronto Heritage Register: 334 King St E (Aluminum & Crown Stopper Company)
- City of Toronto Heritage Register: 91 Parliament St (Aluminum & Crown Stopper Company)
- Lost Toronto by William Dendy (1978), pgs 69-69 (Bank of Upper Canada Building)
- National Historic Site of Canada: Bank of Upper Canada Building
- The Canadian Contract Record: Volume 4, Number 37, Nov 2, 1893, pg II (Michie & Co, 7 King St W)
- Toronto Star Newspaper Archives: Aug 19, 2000, pgs R1 & R3 (Coghlan Building, 7 King St W)
- The Globe Newspaper Archives: Jan 7, 1902, pg 2 (Sovereign Bank, King St E & George St, northwest corner)
- The Globe Newspaper Archives: Jan 18, 1908, pg 1 (Sovereign Bank, King St E & George St, northwest corner)
- Ontario Heritage Trust: York Mechanics’ Institute plaque
- City of Toronto: Inclusion on the Heritage Register: 40 Colborne St, report dated Nov 15, 2016
- Photo: Denise Marie for TorontoJourney416
- Vintage Photos: City of Toronto Archives, Toronto Public Library, Archives of Ontario, CNE Heritage & Canadian National Exhibition Association Archives
- Toronto City Directory courtesy of Toronto Public Library
