This is a list of heritage, historic or simply notable older buildings that were demolished or lost due to fire or other causes in what is now Toronto, Ontario, Canada. In some cases, facades or portions of the original buildings have been retained or reconstructed.

York and earlier Prior to the establishment of Upper Canada in 1791, the area was first inhabited by indigenous peoples. In the 1600s, the area was inhabited by Iroquois bands, but by 1700, Mississaugas had established themselves on the north shore of Lake Ontario, and the Iroquois were no longer resident. The French regime set up forts to trade with the First Nations from 1720 and later, until the British conquest in 1763. The town of York was established in 1793 after the Toronto Purchase of 1787 from the Mississaugas.

BuildingYearCompletedYear Demolished LocationImage Teiaiagon (Iroquois village) 1600s c. 1700 Baby Point near Jane St. and Annette St., east side of Humber River Ganatsekwyagon (Iroquois village) 1600s c. 1700 East bank of Rouge River, near mouth Magasin Royal (Fort Douville) 1720 c. 1727 (abandoned) Baby Point, east side of Humber River Fort Toronto (Fort Portneuf) 1750 c. 1751 (superseded by Fort Rouillé) East of Humber River, near High Park's Grenadier Pond Fort Rouillé 1751 1759 Exhibition Place (outlines of fort are marked) Rousseau House and Trading Post c. 1780 c. 1790s (abandoned) East side of Humber River, at or about The Queensway First York Garrison 1793 1813 (war) Garrison Creek at Bathurst Street Gibraltar Point Blockhouse 1794 1813 (war)(rebuilt 1814, abandoned 1823) Gibraltar Point on the Toronto Islands Castle Frank(summer residence of John Graves Simcoe) 1794 1829 (fire) Bloor Street at Don River Maryville Lodge(home of Sir David William Smith, 1st Baronet) 1796 1854 Northeast corner of King and Ontario Streets First Parliament Buildings 1796 1813 (war) Front and Parliament Streets George Playter House 1796 c. 1834 Bloor St, north of present-day Parliament St George Crookshank Estate 1797 1864 West of Bathurst, south of Bloor St First York County Gaol 1798 1827 King St E, east of Yonge Elmsley House(home of John Elmsley) 1798 1862 (fire) Simcoe Street, on the southwest corner of King Street West Jarvis House(home of William Jarvis) 1798 Northwest corner of Sherbourne and Duke Russell Abbey(home of Peter Russell) 1798 1856 Sherbourne Street, King Street East, Princess Street and Front Street Oak Hill(Aeneas Shaw Estate) 1798 after 1871 East of Shaw St and north of Queen St W Tannery of Jesse Ketchum 1790s 1820s Front Street Berkeley House(home of John Small) 1790s 1925 King and Berkeley Streets First Government House 1800 1813 (war) Fort York Rectory of the Church of St. James 1801 1902 King Street East and George Street Pine Grove(home of Colonel James Givins) 1802 1891 Halton Street at Givens Street McGill Cottage(home of John McGill) 1803 1870s Church Street and Queen Street East(current location of Metropolitan United Church) First St. Lawrence Market building 1804 1820 Replaced by 1820 building Quetton St. George House and Store(later known as Baldwin House) 1807–10 1901 Northeast corner of King and Frederick Streets Red Lion Inn 1808 1889 Yonge Street, near Bloor Caer Howell 1810 1915 West of University, north of Queen St W Burning of York in 1813 Ketchum Family Home 1813 1839 Yonge and Adelaide Streets Bellevue(home of George Taylor Denison) 1815 1890 Bellevue Avenue, south of College Street Brookfield(John Denison Estate) 1815 1846 Northwest corner of Lot (now Queen) and Dundas (now Ossington) Upper Canada Central School (founded as Andrew Bell Monitorial School) 1816 1844 Adelaide and Jarvis Home District Grammar School – Blue School 1816 1825 College Square, north of St. James' Church Gore Vale(home of Duncan Cameron) 1817 1926 South of Dundas St W, west of Gore Vale Avenue John Strachan Residence 1818 1898 North of Front Street between York and Simcoe Streets. Bank of Upper Canada – first building 1818 1915 British Wesleyan Methodist Chapel 1819 1832 George Street Beverley House(home of Sir John Beverley Robinson, 1st Baronet) 1810s 1913 Richmond Street, between John and Simcoe Streets Christopher Widmer House 1810s 1862 Front Street; moved in 1856 George Percival Ridout Mansion(later the London House hotel) 1820 1887 West side of Dorset St, now location of Metro Hall, east of John St, south of King St W Second St. Lawrence Market building 1820 1831 Replaced by 1831 St. Lawrence Market building Second Parliament Buildings 1820 1824 (by fire) Berkeley Street Davenport(home of Colonel Joseph Wells) 1821 1913 Davenport Road, east of Bathurst Street St. Paul's Roman Catholic Church 1822 Queen Street, east of Power Street Ridout Home 1822 after 1832 Duke (now Adelaide) Street, east of Prince's Street Joseph Cawthra Home 1824 some time after 1842 Frederick and Palace (now Front) Streets Farmers' Storehouse Company 1824 Front Street East and Jarvis Street Hazelburn(Samuel Jarvis Estate) 1824 1847 Jarvis Street, north of Lot (now Queen) Street Firemen's Hall(later Fire Hall No. 5) 1826 1871 Church St, north of King Robert Millen Cottage 1826 Teraulay (now Bay Street), north of Queen Street Crown Inn and Mirror Printing Office 1826 York County Court House 1826 1852 Church Street and King Street Doel Brewery 1827 1900s NW corner, Bay and Adelaide King's College 1827 1893 Queen's Park, replaced by Ontario Legislative Building (Second) York County Gaol 1827 Toronto Street and King Street Moss Park(William Allan Estate) 1828 1903 Sherbourne Street Arnold House 1829 Clover Hill(John Elmsley Estate) 1829 St. Joseph St at Bay St York General Hospital(First Toronto General Hospital) 1829 1855 NW corner, King St W at John St. Steamboat / City Hotel 1820s Front street Fish Market 1820s 1830s–1840s Foot of Church Street Ontario House Hotel 1820s 1862 Wellington and Church Streets William Proudfoot Wines and Spirits 1820s Montgomery's Tavern 1830 1837 (rebellion) Yonge and Eglinton Upper Canada College (first campus) 1830 1891 King St W and Simcoe St Andrew Ward Farm House 1830 1952 Dundas St W at Shaver Ave, Etobicoke St. Andrew's Church of Scotland 1831 1878 Church and Adelaide Streets Holland House 1831 1904 Wellington Street, between Bay and York Streets Third St. Lawrence Market building 1831 1849 (fire) Replaced by 1851 St. Lawrence Market building Third Parliament Buildings 1832 1903 Front Street, west of Simcoe Street Baptist Church of York 1832 Gooderham and Worts Windmill 1832 1859 Trinity Street south of Mill St(marked by red bricks) Thomas Mercer Jones Villa by John George Howard 1833 St. James' Anglican Church by Thomas Rogers (of Kingston) 1833–39 1849 (fire) Church and King Streets Canada Company Office built by John George Howard 1834 Frederick Street, between King and Front Freeland's Soap and Candle Factory 1830s At the foot of Yonge Street William Henderson's Grocery Store – built as Crown Inn 1830s ? King Street and Jarvis Street York Third Post Office 1830s Simon Washburn Residence 1830s? Adelaide and George Streets Enoch Turner Brewery 1830s 1860s Chewett's Block built by John George Howard 1830s King Street John Severn Brewery 1830s Northeast of Yonge and Church Streets Sheldon, Dutcheer and Company Foundry 1830s after 1843 Front Street and Yonge Street Joseph Bloor Brewery 1830s Area of Mount Pleasant Road and Sherbourne Street

Toronto buildings Toronto was established in 1834.

BuildingYearCompletedYear Demolished LocationImage Crookshank House 1834 facade incorporated into 56 Blue Jays Way William Henry Draper Villa by John George Howard 1834 James Gooderham Windmill 1834 1866 Near mouths of Taddle Creek and Don River, south of Front St E. Was survey point for laying out Toronto. Foundation exists in Gristmill Lane in the current Distillery District Dr. William Gwynne Cottages 1835 Dufferin Street south of King Street John Sleigh House 1835 Taylor's Wharf 1835 1866? Frederick and George Streets and Palace (Front) Street. Commemorated by Taylor's Wharf Lane York's 5th (Toronto's second) Custom House – 1 storey building 1835 Front Street, east of Yonge Elmsley Villa 1837 1875 Bay St at Grosvenor Freeland's Soap Factory c. 1837 1865 Yonge St at Front St, then on the harbour Home District Gaol John George Howard, architect. 1837–1841 1887 Southeast corner of Front and Berkeley Streets Hagerman Mansion / York House 1837 NE corner, Wellington St W at Simcoe First Dover Court Estate 1837 1853 Dundas St W, west of present-day Ossington 145 King St Ebuilt by John George Howard, Thomas Young 1839 facade retained on new development James McDonell Store built by John George Howard 1839 Church Street Rusholme 1839 1954 Rusholme Road north of Dundas St W New Fort York 1840 1947 Exhibition Place(gate iron work used for ceremonial gateway to Guildwood Village) Victoria Brewery/O'Keefe Brewery 1840s (rebuilt several times) Victoria Street and Gould Street(a fragment exists at Guild Park) Fire Hall No. 1 1841 1924 139–141 Bay St St Paul's Anglican Church 1841 Bloor Street, between Church and Jarvis Fire Engine No. 4 1842 1861 St. Patrick's MarketQueen St W Kearnsey House 1843 1904 east of Yonge St north of Wellesley, now site of Dundonald St Methodist Church 1844 1888 South side of Richmond Street between Yonge and Bay. Moffat, Murray and Company 1844 1987 36 Yonge Street (facade preserved as part of Brookfield Place Commercial Bank of the Midland District(William Thomas) 1845 1992 13–15 Wellingtonn Streetfacade preserved within BCE Place Samuel Peters Jarvis Property 1845 Coffin Block Building 1845 1890s Front Street, replaced by Gooderham Building Bank of British North America 1845 1871 Northeast corner, Yonge and Wellington Streets. Bank of Montreal 1845 1885 Northwest corner, Yonge and Front Street, rebuilt with current building Merchant's Bank 1845 façade retained as part of Brookfield Place, 181 Bay Street Homewood (residence of George William Allan) by Henry Bowyer Lane 1847 1964 Northwest corner of Wellesley and Sherbourne Great Toronto Fire of 1849 Government Creek Bridge 1848–1851 1900? Sunnyside Villa c. 1848 1945 Sunnyside Ave at The Queensway Royal Lyceum 1848 1883 99 King Street WestDestroyed by fire in 1874, rebuilt, destroyed by fire in 1883 Argyle Hotel 1849–1865 1987 1 Wellington Street West, 46 Yonge Street, Downtown(facade preserved at Brookfield Place) William Gordon Property 1849 Gamble Grist Mill c. 1850 1881 (fire) Humber River north of Bloor St Wruins incorporated into "Old Mill" in 1980s Tecumseh Wigwam (tavern) 1850 1874 Bloor St W at Avenue Road (site of Park Plaza hotel) John Hagerty Building 1851 1987 42 Yonge St (facade retained in Brookfield Place) William Cawthra Building 1851 1987 44 Yonge Street (facade retained in Brookfield Place) Fourth St. Lawrence Market building 1851 1904 Replaced by 1904 St. Lawrence Market North building John Crawford Block 1852 1987 38-40 Yonge Street (facade retained as part of Brookfield Place) Toronto Normal School