Colborne Street, Toronto

The King Street Gaol (commonly known as the Old Log Gaol) was Toronto's first jail, built in 1798 on the outskirts of York, Upper Canada. A log structure with 10 cells and a hanging yard, it was located on the south-east corner of King Street and Yonge Street, where the King Edward Hotel stands today. The jail quickly fell into disrepair, leading it to be abandoned. The east cells of the jail were completely rotten, the ceilings in the different rooms were insufficient, and the sheriff didn't feel safe when having to confine prisoners in cells or debtor's rooms. It was replaced by a brick jail (further east between King Street and Court Street) in 1824.The building was built by Hugh Carfrae, a former soldier in the Queen's Rangers, the regiment formerly commanded by John Graves Simcoe, who was then the Governor of Upper Canada.The first person to be executed at the jail was John Sullivan on October 11, 1798. A tailor by trade, Sullivan was convicted of stealing a forged note worth about one dollar.

The Milburn building was built in 1886 at 47-55 Colborne Street, in Toronto, Ontario, Canada, by architect Edward James Lennox. Lennox was well known for his work in Toronto for his work on more famous buildings like Casa Loma and Toronto's old city hall. The Milburn building was originally constructed to serve as a warehouse for a wholesaler of patent medicines. The block on the south side of Colborne Street between Church Street and Leader Lane remains in use, and the storefronts house restaurants.Marilyn M. Litvak, in Edward James Lennox: Builder of Toronto, described the building as "Romanesque Revival".

The second King Street Gaol (also known as the Toronto Jail) was built in 1824 to replace the first King Street Gaol in York, Upper Canada (now Toronto). At that time, the town needed a larger, better constructed jail to replace the original, which was little more than a plain log building with a stockade. The new two-storey brick building was built two blocks east on the north-east corner of King Street and Toronto Street with a wooden stockade enclosing its gallows.After the jail closed, the building was used as an insane asylum, then incorporated into the York Chambers Building. The facade of old jail could still be seen from the side and was eventually demolished in 1957. At one point the jail and old courthouse was part of a proposed Guild Hall complex, but the project was later abandoned. The current site is now Courthouse Park and old Court House (or Adelaide Street Courthouse) to the north still stands.

The Omni King Edward Hotel is a historic luxury hotel in Downtown Toronto, Ontario, Canada. The hotel is located at 37 King Street East, and it occupies the entire block bounded by King Street on the north, Victoria Street on the east, Colborne Street on the south and Leader Lane on the west.

Berczy Park is a small (3,606 square metres (0.891 acres)) park in downtown Toronto, Ontario, Canada. The park is triangular in shape, bounded by Scott Street, Front Street and Wellington Street. The park is bordered at its eastern tip, where Wellington and Front join, by the Gooderham Building, a heritage building that is an example of a "flatiron building". A widely admired mural graces the western facade of the building. The park is named after William Berczy, an architect and surveyor, who worked with John Graves Simcoe, the first Governor of Upper Canada, in founding its capital, York, Upper Canada, the town that grew into Toronto.

The Albany Club in Toronto, Ontario, was founded in 1882 and is one of Canada's oldest private social clubs. Named after Queen Victoria's youngest son, the Duke of Albany, the club has been situated at its present location of 91 King Street East since 1898.

The Toronto Street Post Office, also known as Toronto's Seventh Post Office, is a heritage building in Toronto, Ontario, Canada. It was completed in 1853 and is located at 10 Toronto Street in downtown Toronto. The building was designed by Frederick William Cumberland and Thomas Ridout in the Greek Revival style.

The Coffin Block Building at Front and Church streets was the first flatiron building in Toronto, Ontario, Canada. The 3-storey Georgian structure was built some time before 1838 (based on a Bartlett print of the building drawn in 1838) and in 1845 became an annex to The Wellington hotel on Church Street. The basement housed the office of the William Weller (of Cobourg) Stagecoach Company from 1830 to 1835. The stage coach office at the apex of the building was added later. A business under the name J.M. McCuaig was located in the building as well. The M & L Samuel Company (now Samuel, Son & Co.) were based out of the building from 1855 until 1881.The unique shape of the building was due to the intersecting roads of Front Street and Wellington Street at Church Street. The building is also seen in a Bartlett print, "Fish Market", from 1839 to 1842. Further research dates it to the early 1830s.In the 1890s, it was replaced with the Gooderhams' Flatiron Building.

Trader's Bank Building is a 15-storey, 55.39 m (181.7 ft) early skyscraper (the first in Toronto), completed in 1906 at 67 Yonge Street in Toronto, Ontario, Canada. The building was designed by Carrère and Hastings, with construction beginning in 1905. It was the tallest building in the British Commonwealth until the Royal Liver Building was completed in 1911. It remains one of Canada's few surviving skyscrapers of the early 20th Century.

The Italianate/neo-Renaissance style Consumers' Gas Building at 19 Toronto Street in Toronto, Ontario, Canada was first built in 1852, as the Consumers Gas company's head office. The company remained in this location for 125 years. The 19 Toronto Street façade, designed by David B. Dick, was added to the north in 1876, and the unified façade treating the two structures as one was built by Dick, 1899. The last renovations were completed in 1983 by Stone & Kohn architects for new owners, Counsel Trust Company. The building currently houses Don Alfonso 1890 Italian Restaurant; and Rosewater Room the award-winning event venue by Liberty Entertainment Group.

The Gooderham Building, also known as the Flatiron Building, is an historic office building at 49 Wellington Street East in Toronto, Ontario, Canada. It is located on the eastern edge of the city's Financial District (east of Yonge Street) in the St. Lawrence neighbourhood, wedged between Front Street and Wellington Street in Downtown Toronto, where they join up to form a triangular intersection. Completed in 1892, the red-brick edifice was an early example of a prominent flatiron building. The Gooderham Building is the focal point of one of Toronto's most iconic vistas: looking west down Front Street towards the building's prominent rounded corner, framed on the sides by the heritage commercial blocks along Front Street, and with the skyscrapers of the Financial District towering in the background. The CN Tower is also visible from certain angles behind Brookfield Place. This vista frequently appears in imagery of the city.

The St. Lawrence Centre for the Arts is a performing arts theatre complex located in downtown Toronto, Ontario, Canada. Situated on Front Street one block east of Yonge Street, it was the City of Toronto's official centennial project, commemorating the 1967 Canadian Centennial. It houses two auditoriums, the 868-seat Bluma Appel Theatre and the 499-seat Jane Mallett Theatre.