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This is a list of the oldest buildings and structures in Toronto, that were constructed before 1870. This corresponds to the first 75 years since the founding of York. The history of Toronto dates back to Indigenous settlements in the region approximately 12,000 years ago. However, the oldest standing structures in Toronto were built by European settlers. Remains of a Seneca settlement exist at the federally protected Bead Hill archaeological site, in eastern Toronto.
The first structure built by Europeans in Toronto was Magasin Royal, a French trading post established in 1720. In the 1750s, the French built several structures in the area (including Fort Rouillé), although the French would later destroy them in 1759, following their defeat at the Battle of Fort Niagara. In 1793, the government of Upper Canada arranged for the purchase of Toronto from the Mississaugas in order to settle newly landed British American colonists Loyalists, who were exiled from the United States of America after the Revolutionary War. Many of Toronto's oldest structures date back to this early period of British settlement, when it was known as York. The town of York was formally incorporated as the City of Toronto in 1834, with the passage of the Incorporation of the City of Toronto Act .
The oldest intact structure of European settlement may be a piece of St Paul's Cathedral's courtyard railing dating from 1714, designed by Christopher Wren, that is now part of John Howard's tomb in High Park. Howard had it shipped from London in 1875. [1]
The following list does not include structures where only the facade of the building has been preserved. It also does not include the collection of buildings and structures collected at The Village at Black Creek. Those are listed at List of Village at Black Creek buildings.
The surviving structures were often moved from the original site years after; they are mostly residential or military structures.
| Building | Image | Year completed | Builder | Style | Address | Neighbourhood | District [note 1] | Ref. |
|---|---|---|---|---|---|---|---|---|
| Scadding Cabin | | 1794 | John Scadding | Log cabin | — | Exhibition Place | Old Toronto | Filey 1995 [2] |
| Lavinia Cottage | | c. 1800–1819 | 23 Jason Road [note 2] | Thistletown | Etobicoke | EH [3] , CoT [4] EYCPP [5] | ||
| John Cox Cottage | | 1807 | Log cabin (renovated) | 469 Broadview Avenue | Riverdale | Old Toronto | THR, Global News [6] | |
| Gibraltar Point Lighthouse | | 1809 | British marine architecture | — | Toronto Islands | Old Toronto | Gutsche Bisaillon 1999 [7] | |
| Fort York Blockhouse #1 | | 1813 | Royal Engineers | 19th century blockhouse | 100 Garrison Road (Fort York) | Fort York | Old Toronto | Benn 1993 [8] |
| Fort York Blockhouse #2 | | 1813 | Royal Engineers | 19th century blockhouse | 100 Garrison Road (Fort York) | Fort York | Old Toronto | B [8] |
| Fort York Brick Officers Barracks and Mess Room | | 1815 [note 3] | Royal Engineers | 19th century military architecture | 100 Garrison Road (Fort York) | Fort York | Old Toronto | B [8] |
| Fort York Brick Magazine | | 1815 | Royal Engineers | 19th century military architecture | 100 Garrison Road (Fort York) | Fort York | Old Toronto | B [8] |
| Fort York Stone Powder Magazine | | 1815 | Royal Engineers | 19th century military architecture | 100 Garrison Road (Fort York) | Fort York | Old Toronto | B [8] |
| Fort York Brick Barracks [note 4] | | 1815 | Royal Engineers | 19th century military architecture | 100 Garrison Road (Fort York) | Fort York | Old Toronto | B [8] |
| The Grange | | 1817 | D'Arcy Boulton | Georgian | 317 Dundas Street West | Grange Park | Old Toronto | Goddard [9] |
| Gray Grist Mill | 1819 | William and James Gray | Early-19th century farm architecture | 12 Bushbury Drive | Don Mills | North York | TPL [10] |
| Building | Image | Year completed | Builder | Style | Address | Neighbourhood | District [note 1] | Ref. |
|---|---|---|---|---|---|---|---|---|
| Robinson Log House | 1820 | Round-log house | 83 Plymbridge Road | Bridle Path | North York | ACO [11] , THR [12] | ||
| Samuel and Ann Mercer House | c. 1820–1830 | Samuel Mercer | Georgian | 72 Old Burnhamthorpe Road | Eringate – Centennial – West Deane | Etobicoke | EHS [13] , EYCPP [5] | |
| Bigham/Agar House | c. 1820–1840 | Saltbox house | 190 Rathburn Road | Princess Gardens | Etobicoke | EYCPP [5] | ||
| Campbell House | | 1822 | William Campbell | Georgian | 160 Queen Street West | Grange Park | Old Toronto | Kalman 1994 [14] , THR [15] |
| William Moore House, Hedman House | 1824-1840 [note 5] | William Moore | Regency Cottage [16] | 171 Old Forest Hill Road | Forest Hill | Old Toronto | CoT [17] , THR [18] | |
| John Bales House | | c. 1824 | John Bales | 4169 Bathurst Street (Earl Bales Park) | Armour Heights | North York | THR [19] | |
| George S. Henry House (Oriole Lodge) | | c. 1824 | Stillwell Willson | 19th century bungalow | 17 Manorpark Court | Henry Farm | North York | THR [20] |
| Todmorden Mills | | 1827 | 67 Pottery Road | Old East York | East York | OTH [21] | ||
| Bank of Upper Canada Building | | 1827 | William Warren Baldwin | Neoclassical (with later Second Empire roof) | 252 Adelaide Street East | Old Town | Old Toronto | THR [22] |
| Snider House | | c. 1828 [note 6] | William Snider | Regency Cottage (later altered) [16] | 744 Duplex Avenue | Lytton Park | Old Toronto | THR [23] |
| Drumsnab House | | 1830, alt. 1856, alt. 1908 | William Cayley, William Thomas (1856), Eden Smith (1908) | Regency Cottage (later altered) [16] | 5 Drumsnab Road | Rosedale | Old Toronto | THR [24] |
| Hart House, Jacob Snider House | c. 1830 [note 7] | 35 Nelson Road | York University Heights | North York | ACO, THR [25] | |||
| Montgomery's Inn | | 1832 | Georgian | 4709 Dundas Street West | The Kingsway | Etobicoke | EHS [26] [27] [28] , EYCPP [5] | |
| Todmorden Regency Cottage | | c. 1830 | Regency Cottage | 67 Pottery Road (Todmorden Mills) | Old East York | East York | ACO [29] | |
| 29 Jarvis Street | | c. 1830s–1840s | 29 Jarvis Street | Old Town | Old Toronto | THR [30] | ||
| Thomas and Catherine Snider House | c. 1831 | Thomas and Catherine Snider | 519 Glengrove Avenue West | Glen Park | North York | THR [31] | ||
| Islington Senior's Centre | 1832 | 4968 Dundas Street West | Islington-City Centre West | Etobicoke | EHS [28] | |||
| Osgoode Hall | | 1832 | John Ewart and William Warren Baldwin | Neoclassical and Palladian | 130 Queen Street West | Discovery District | Old Toronto | Honsberger 2004 [32] |
| Roman Catholic Bishop's residence | | 1832 | 113 Jarvis Street | Old Town | Old Toronto | THR [33] | ||
| Bishop's Block Row Houses/Pretzel Bell Tavern | | 1833 | 192 Adelaide Street West | Entertainment District | Old Toronto | M [34] , THR [35] | ||
| Fourth York Post Office | | 1833 | James Scott Howard | Georgian | 260 Adelaide Street East | Old Town | Old Toronto | THR [36] |
| Daniel Brooke Building | | 1833 | Georgian | 150-154 King Street East | Old Town | Old Toronto | THR [37] | |
| C. W. Jeffreys House | | c. 1833 | Ontario Cottage | 4111 Yonge Street | York Mills | North York | THR [38] | |
| Thomas Thompson Building | | 1833 | David B. Dick | 185 King Street East | Old Town | Old Toronto | SLHCD [39] | |
| Upper Canada College boarding houses | c. 1833 [note 8] | 20 Duncan Street | Entertainment District | Old Toronto | THR [40] | |||
| Elihu Pease House | | 1834 | Ontario Cottage | 20 Harrison Garden Boulevard | Willowdale | North York | CoT [41] | |
| Elm Bank Farm Second House | 1834 | John Grubb | 19 Jason Road | Thistletown | Etobicoke | CoT [4] , EYCPP [5] | ||
| Grubb Farm barn | 1835 | John Grubb | 32 Jason Road | Thistletown | Etobicoke | EYCPP [5] | ||
| Grubb Farm piggery | 1835 | John Grubb | 34 Jason Road | Thistletown | Etobicoke | EYCPP [5] | ||
| Holley House / Inverary Cottage | | 1835 | 6 Humberview Crescent | Weston | York | EYCPP [5] | ||
| Joseph Shepard House | c. 1835 | 90 Burndale Avenue | Lansing | North York | CoT [42] | |||
| Tollkeepers' Cottage Museum | | 1835 | 750 Davenport Road | Wychwood Park | Old Toronto | THR [43] , ACO [44] | ||
| Colborne Lodge | | 1836 | John George Howard | Regency Cottage (later altered) [16] | 11 Colborne Lodge Drive | High Park | Old Toronto | CoT [4] |
| 167–169 King Street East | | 1836 | 167–169 King Street East | Old Town | Old Toronto | SLHCD [39] | ||
| 171 King Street East | | c. 1836 | Jacob Latham | Georgian | 171 King Street East | Old Town | Old Toronto | THR [45] |
| Helliwell House | | 1837 [note 9] | Georgian | 67 Pottery Road (Todmorden Mills) | Old East York | East York | ACO [46] | |
| The Black Bull | | 1838 [note 10] | 298 Queen Street West | Grange Park | Old Toronto | OTH [47] | ||
| Elizabeth Harrison House | 1839 [note 6] | 111 Harrison Road | York Mills | North York | THR [48] | |||
| Guildwood Gates (formerly the Gates of New Fort York) | 1839 | Northern entrance of Guildwood Parkway | Guildwood | Scarborough | OTH [49] | |||
| Springfield Farmhouse | | 1839 | James Thomson | 146 St. Andrews Road | Bendale | Scarborough | OTH [50] | |
| William Gray First House | 1839 | 1413 Don Mills Road | Don Mills | North York | THR [51] | |||
| Building | Image | Year completed | Builder | Style | Address | Neighbourhood | District [note 1] | Ref. |
|---|---|---|---|---|---|---|---|---|
| 553 Adelaide Street East | 1840 | Industrial | 553 Adelaide Street East | Downtown | Old Toronto | THR [52] | ||
| 20 Beechwood Crescent | 1840 | George Taylor | 20 Beechwood Crescent | Old East York | East York | Redway 2018 [53] , THR [54] | ||
| 22 Beechwood Crescent | 1840 | George Taylor | 22 Beechwood Crescent | Old East York | East York | THR [55] | ||
| 33 Jarvis Street | | 1840 | 33 Jarvis Street | Old Town | Old Toronto | SLHCD [39] | ||
| 94,98,100 Front Street East | | 1840 | 94, 98 , 100 Front Street East | Old Town | Old Toronto | SLHCD [39] , THR [56] | ||
| Bigham-Agar Homestead | ca. 1840 | 190 Rathburn Road | Islington | Etobicoke | THR [57] | |||
| Christain Reesor House | 1840 | 8327 Steeles Avenue East | Scarborough | THR [58] | ||||
| William Hume Blake House (Woodlawn) | 1840 [note 11] | John George Howard | 35 Woodlawn Avenue West | Summerhill | Old Toronto | THR [59] , CoT [60] | ||
| Thornbeck-Bell House | | c. 1840s | Georgian | 80 Bell Estate Road | Scarborough Junction | Scarborough | CoT [61] | |
| Scott House | | 1841 | 520 Progress Avenue | Scarborough City Centre | Scarborough | Chadwick McCowan 1997 [62] , THR [63] | ||
| Stanley Barracks Officers' Quarters | | 1841 | 19th century military architecture | 115 Princes' Boulevard | Exhibition Place | Old Toronto | Palmisano 2011 [64] , THR [65] | |
| Weston Plank Road Co. | | 1841 | 2371 Weston Road | Weston | York | EYCPP [5] , THR [66] | ||
| 105-109 King Street East | | 1842 | William Thomas | Georgian Revival | 105,107,109 King Street East | St. Lawrence | Old Toronto | SLHCD [39] , THR [67] |
| 111 King Street East | 1842 | William Thomas | 111 King Street East | St. Lawrence | Old Toronto | SLHCD [39] , THR [68] | ||
| 125 King Street | 1842 | William Thomas | Georgian Revival | 125 King Street East | St. Lawrence | Old Toronto | SLHCD [39] , THR [69] | |
| City Building | 1842, altered 1887 | William Thomas, Langley and Burke (1887) | 133, 135 King Street East | St. Lawrence | Old Toronto | THR [70] | ||
| Albany Club (originally Victoria Row) | | 1842 | John George Howard | 91 King Street East | St. Lawrence | Old Toronto | SLHCD [39] | |
| James McDonnell Building | 1842 | 79–81 King Street East | St. Lawrence | Old Toronto | SLHCD [39] | |||
| John F. Smith Building | 1842 | 75–77 King Street East | St. Lawrence | Old Toronto | SLHCD [39] | |||
| Paul Bishop's House | | 1842 | 363–365 Adelaide Street East | Old Town | Old Toronto | SLHCD [39] , THR [71] | ||
| 173 King Street | | 1843 | Georgian Revival | 173 King Street East | Old Town | Old Toronto | SLHCD [39] | |
| 175–179 King Street | | 1843 | Georgian Revival | 175–179 King Street East | Old Town | Old Toronto | SLHCD [39] | |
| Etobicoke Township Hall | | 1843 | Georgian Revival | 4946 Dundas Street West | Islington–City Centre West | Etobicoke | THR, EHS [28] | |
| John Perkins Bull House | 1843 | Georgian Revival | 450 Rustic Road | Maple Leaf | North York | EYCPP [5] | ||
| Little Trinity Anglican Church | | 1843 | Henry Bowyer Lane | Gothic Revival | 425 King Street East | Corktown | Old Toronto | PC [72] |
| Farnham Lodge | 1844 [note 12] | 50 Farnham Avenue | Deer Park | Old Toronto | THR [73] | |||
| James Coulter House | 1844 | 63 George Street | Weston | York | EYCPP [5] | |||
| St. John's Anglican Church | | 1844 | Gothic Revival | 19 Don Ridge Drive | York Mills | North York | OHT [74] | |
| St. George's on-the-Hill Anglican Church | | 1844 [note 13] | 4600 Dundas St. West | Humber Valley Village | Etobicoke | EYCPP [5] [28] [75] | ||
| St. Lawrence Market Square Gallery (originally Toronto City Hall) | 1844 | John Wilson Siddall | Gothic Revival and Second Empire | 95 Front Street East | St. Lawrence | Old Toronto | SLHCD [39] | |
| Bell Estate | 1845 | Georgian Revival | 671–679 Warden Avenue | Scarborough Junction | Scarborough | THR [76] | ||
| Charles Coxwell Small House | | 1845 | Charles Coxwell Small | 298–300 King Street East | Old Town | Old Toronto | SLHCD [39] | |
| James Vance/Sheldon Ward House | | 1845 [note 14] | 115–117 Berkeley Street | Old Town | Old Toronto | M [77] | ||
| Methodist Episcopal Church Oddfellows Hall | | 1845 | 24 Church Street | Weston | York | EYCPP [5] | ||
| St. George the Martyr Church clock tower | | 1845 | Henry Bowyer Lane | Gothic Revival | 197 John Street | Grange Park | Old Toronto | Goddard 2014 [78] |
| Osterhout Log Cabin | | c. 1845 [note 15] | Augustus Jones | Log cabin | 201 Guildwood Parkway (Guild Park and Gardens) | Guildwood | Scarborough | Fairburn 2013 [79] |
| Bishop's Palace of St. Michael's Cathedral | | 1846 | William Thomas | Gothic Revival | 200 Church Street | Garden District | Old Toronto | THR [80] |
| Henry Hough Carriage Works | | 1846 | Henry Hough | 1007 Brimley Road (Thomson Memorial Park) | Bendale | Scarborough | THR [81] | |
| Church of the Holy Trinity | | 1847 | Henry Bowyer Lane | Gothic Revival | 19 Trinity Square | Downtown Yonge | Old Toronto | OHT [82] |
| Farr House | | 1847 | 905 Queen Street West | Niagara | Old Toronto | GO [83] | ||
| 254 King Street East | | 1847 | 254 King Street East [note 16] | Old Town | Old Toronto | SLHCD [39] | ||
| I. A. Smith House | 1847 [note 17] | 70 Gerrard Street East | Garden District | Old Toronto | THR [84] | |||
| Morley Cottage | 1847 | 60 Rosemount Avenue | Weston | York | EYCPP [5] | |||
| William Noble's Tavern | | 1847 | Second Empire | 252-260 King Street East [note 16] | Old Town | Old Toronto | THR [85] | |
| 51 Yonge Street | | 1847 | A.V. Brown (John Howard, architect) | Second Empire | 51 Yonge Street | St. Lawrence | Old Toronto | CoT [86] |
| Church of St. Jude | | 1848 | Carpenter Gothic | 10 Howarth Avenue | Wexford | Scarborough | OTH [87] | |
| Edward Guardhouse Residence | 1848 | 1755 Steeles Avenue West (Connaught Laboratories) | Westminster–Branson | North York | THR [88] | |||
| Enoch Turner School | | 1848 | Enoch Turner | 106 Trinity Street | Corktown | Old Toronto | OHT [89] | |
| 97 Granby Street | 1848 | 97 Granby Street | Garden District | Old Toronto | THR [90] | |||
| Hoover House | 1848 | Abraham Hoover | 10 Hoover Road | York University Heights | North York | CoT [91] | ||
| Oakham House | | 1848 | William Thomas | Gothic Revival | 322 Church Street | Garden District | Old Toronto | OTH [92] |
| St. Michael's Cathedral Basilica | | 1848 | William Thomas | English Gothic | 65 Bond Street | Garden District | Old Toronto | Bell 2006 [93] |
| Toronto House of Industry (now YWCA Leadership Centre) | | 1848 | William Thomas E.J. Lennox (1899 third floor) | 85 Elm Street | Discovery District | Old Toronto | OTH [94] | |
| St. Andrew's Presbyterian Church | | 1849 | 115 St. Andrews Road | Bendale | Scarborough | CE [95] | ||
| The Wheat Sheaf | | 1849 [note 18] | 667 King Street West | Niagara | Old Toronto | OTH [96] | ||
| Building | Image | Year completed | Builder | Style | Address | Neighbourhood | District [note 1] | Source |
|---|---|---|---|---|---|---|---|---|
| 80 Church Street | 1850 | 80 Church Street | St. Lawrence | Old Toronto | SLHCD [39] | |||
| Devonsleigh Place (Hood-Gough House) | | 1850 | 4125 Steeles Avenue East | Steeles | Scarborough | TN, THR [97] | ||
| Moore House | 1850 | William Tyrrell | 18 Great Oak Drive | Princess Gardens | Etobicoke | EYCPP [5] , THR [98] , ACO [99] | ||
| Newborn Farm | 1850 | Gothic Revival cottage [100] | 28 Daisy Avenue | Long Branch | Etobicoke | EYCPP [5] , THR [101] , ACO [100] | ||
| St. Lawrence Hall | | 1850 | William Thomas | Renaissance Revival | 157 King Street East | St. Lawrence | Old Toronto | THR, PC [102] |
| St. Lawrence Galleries | | 1850 | Georgian Revival | 142 King Street East | Old Town | Old Toronto | SLHCD [39] | |
| Toronto Baptist Seminary (Samuel Platt House) | 1850 | 337 Jarvis Street | Garden District | Old Toronto | CoT [103] | |||
| William Goodwin House | c. 1850 | 355 Lesmill Road | Graydon Hall | North York | CoT [104] | |||
| William Gray Second House | c. 1850 | 1413 Don Mills Road | Don Mills | North York | ACO | |||
| 151 King Street East | 1851 | 151 King Street East | St. Lawrence | Old Toronto | SLHCD [39] | |||
| 231 King Street East | 1851 | 231 King Street East | St. Lawrence | Old Toronto | SLHCD [39] | |||
| Forest Home | 1851 | 42–44 Macklingate Court | Agincourt | Scarborough | C | |||
| Gibson House | | 1851 | David Gibson | 5172 Yonge Street | Willowdale | North York | THR | |
| LaRose House | 1851 | Daniel LaRose | 322 La Rose Avenue | Richview | Etobicoke | EYCPP [5] | ||
| Melville Church | | 1851 | 70 Old Kingston Road | West Hill | Scarborough | ACO | ||
| 191–197 Church Street | | 1852 | Georgian Revival | 191–197 Church Street | Garden District | Old Toronto | C | |
| Adelaide Street Court House | | 1852 | Frederick William Cumberland and Thomas Ridout | Greek Revival | 57 Adelaide Street East | St. Lawrence | Old Toronto | SLHCD [39] |
| Consumers' Gas Building | | 1852 | Frederick William Cumberland and Thomas Ridout | Renaissance Revival | 17–25 Toronto Street | St. Lawrence | Old Toronto | SLHCD [39] |
| Herod & Mary Noble's Market Garden | 1852 | 35 Daniels Street | The Queensway – Humber Bay | Etobicoke | EYCPP [5] | |||
| Jacob P. Ross House | | 1852 | Jacob P. Ross | 108 Stayner Avenue | Glen Park | North York | OHT [105] | |
| Neurologic Rehabilitation Institute of Ontario | 1852 | Georgian Revival (front portico and siding added after 1939) | 59 Beaver Bend Crescent | Eringate – Centennial – West Deane | Etobicoke | OTH [26] | ||
| 185 Adelaide Street East | 1853 | 185 Adelaide Street East | Old Town | Old Toronto | SLHCD [39] | |||
| 106 King Street East | 1853 | 106 King Street East | St. Lawrence | Old Toronto | SLHCD [39] | |||
| Benjamin Parker House | 1853 | 66 George Street | Weston | York | EYCPP [5] | |||
| William Galbraith House | 1853 | 37 Maitland Street | Church and Wellesley | Old Toronto | ACO [106] | |||
| William Hannah House | 1853 | 36 Metcalfe Street | Cabbagetown | Old Toronto | ACO | |||
| Little Trinity Church Rectory | | 1853 | 417 King Street East | Corktown | Old Toronto | ACO | ||
| Alexander Muirhead Farm House | | 1853 | Farm house | 179 Old Sheppard Avenue | Pleasant View | North York | THR | |
| Cathedral Church of St. James | | 1853, additions 1874 | Frederick William Cumberland and Thomas Ridout | Gothic Revival | 65 Church Street | Old Town | Old Toronto | THR, SLHCD |
| Thomson Manse | 1853 [note 19] | St. Andrews Road | Bendale | Scarborough | TN | |||
| Toronto Street Post Office | | 1853 | Frederick William Cumberland and Thomas Ridout | Greek Revival | 10 Toronto Street | St. Lawrence | Old Toronto | SLHCD [39] |
| 39 Colborne Street | 1854 | 39 Colborne Street | St. Lawrence | Old Toronto | SLHCD [39] | |||
| Ashbridge Estate | | 1854 | 1444 Queen Street East | Leslieville | Old Toronto | ACO | ||
| Clairville Tollhouse | 1854 | 2095 Codlin Crescent | Clairville | Etobicoke | EYCPP [5] | |||
| Jacob Stong House | 1854 | Jacob Strong | Victorian | 4700 Keele Street | York University Heights | North York | ACO, OTH [107] | |
| Jacob Stong Barn | 1854 | Jacob Strong | 4700 Keele Street | York University Heights | North York | ACO, OTH [107] | ||
| Paul Kane House | | 1854 | Paul Kane | 56 Wellesley Street East | Church and Wellesley | Old Toronto | THR, ACO | |
| Thomas Clark House | | 1854 | Upright and Wing | 9 Barberry Place | Bayview Village | North York | THR | |
| 5 Old Yonge Street | 1854 | 5 Old Yonge Street | York Mills | North York | ACO | |||
| 62–66 Gerrard St. East | 1854 [note 20] | Georgian Revival | 62–66 Gerrard St. East | Garden District | Old Toronto | M [108] | ||
| 399–403 King Street East | | 1854 | 399–403 King Street East | Corktown | Old Toronto | ACO | ||
| Esten House | 1854 | James Grand | 106 Beverley Street | Grange Park | Old Toronto | ACO | ||
| Hutchison Building | | 1854 | 36–42 Wellington Street East | St. Lawrence | Old Toronto | SLHCD [39] | ||
| The Warehouse | 1854 | 11 Wellington Street East | Financial District | Old Toronto | THR | |||
| 181–183 King Street East | | 1855 | Georgian Revival | 181–183 King Street East | Old Town | Old Toronto | SLHCD [39] | |
| O'Keefe House | | 1855 | 137 Bond Street | Garden District | Old Toronto | THR | ||
| Rowland Burr House | 1855 | 56 King Street | Weston | York | EYCPP [5] | |||
| Shaw House | 1855 | 8 William Street | Weston | York | EYCPP [5] | |||
| 64–66 Shuter Street | 1856 | 64–66 Shuter Street | Garden District | Old Toronto | ACO | |||
| 68–70 Shuter Street | 1856 | 68–70 Shuter Street | Garden District | Old Toronto | ACO | |||
| Allandale | | 1856 | Enoch Turner | 241 Sherbourne Street | Cabbagetown | Old Toronto | C | |
| William Wall House | | 1856 | 77 Seaton Street | Cabbagetown | Old Toronto | THR | ||
| Auberge du Pommier Restaurant (formerly Hogg's Hollow Cottage) | | 1856 | 4150 Yonge Street | Armour Heights | North York | THR | ||
| Northfield Estate (presently a part of Canada's National Ballet School) | | 1856 | Joseph Sheard | 372 Jarvis Street | Church and Wellesley | Old Toronto | THR, ACO | |
| St. Basil's Church | | 1856 | William Hay | 50 St Joseph Street | Discovery District | Old Toronto | THR [109] | |
| Old University of St. Michael's College | | 1856 | William Hay | 50 St Joseph Street | Discovery District | Old Toronto | [110] | |
| St. Michael's Mortuary Vault | 1856 | 1414 Yonge Street (St. Michael's Cemetery | Deer Park | Old Toronto | THR, ACO | |||
| Salvation Army Rest Home (former) | 1856 | 297 George Street | Garden District | Old Toronto | CoT [111] | |||
| Weston CNR bridge | 1856 | Sir Cazimir Gzowski for Grand Trunk Railway | Over the Humber River (west of Weston Road and St. Phillips Street) | [112] | ||||
| 85 Winchester Street | 1857 | Georgian Revival | 85 Winchester Street | Cabbagetown | Old Toronto | ACO | ||
| Davis House (also Geary House "Caverhill") | | 1857 | James Boyd Davis | 124 Park Road | Rosedale | Old Toronto | C, ACO, SRHCD | |
| William Devenish House | | 1857 | 1355 Victoria Park Avenue | Clairlea | Scarborough | |||
| Mackenzie House | | 1857 | William Roger | 82 Bond Street | Garden District | Old Toronto | [26] | |
| Miller Tavern | | 1857 | 3885 Yonge Street | York Mills | North York | THR | ||
| John B. Reid House | 1857 | John Tully | Greek Revival | 24 Mercer Street | Entertainment District | Old Toronto | ACO | |
| Ritchie/Forneri House | 1857 | 283–285 Sherbourne Street | Cabbagetown | Old Toronto | M | |||
| Henry Scadding House | 1857 | 6 Trinity Square | Downtown Yonge | Old Toronto | ACO | |||
| Hiram Piper & Brother Building | | 1857 [note 21] | Joseph Sheard | 83 Yonge Street | St. Lawrence | Old Toronto | ACO, THR [113] | |
| James Small House | 1857 | 281–283 Sherbourne Street | Cabbagetown | Old Toronto | ACO | |||
| Peter Hutty House | 1857 | 69 John Street | Weston | York | EYCPP [5] | |||
| Toronto Magnetic and Meteorological Observatory | | 1857 | Frederick William Cumberland and William George Storm | 12 Hart House Circle | Discovery District | Old Toronto | THR, ACO | |
| Armoury Hotel | 1858 | William Cayley | 10–12 Market Street | St. Lawrence | Old Toronto | SLHCD [39] | ||
| Felix Kent House | | 1858 | 51 Church Street | Weston | York | EYCPP [5] | ||
| Mary Curts House | | 1858 | 57 Church Street | Weston | York | EYCPP [5] | ||
| McCowan's Log Cabin | | 1858 | Log cabin | 1007 Brimley Road (Thomson Memorial Park) | Bendale | Scarborough | Samuel 1998 [114] , THR [115] | |
| Rev. Samuel Boddy House | 1858 | 21 Winchester Street | Cabbagetown | Old Toronto | ACO | |||
| Thomas Clarkson Building/John Hallam Building | 1858 [note 22] | Renaissance Revival | 85 Front Street East | St. Lawrence | Old Toronto | SLHCD [39] | ||
| Cornell House | | 1858 | Upright and Wing | 1007 Brimley Road (Thomson Memorial Park) | Bendale | Scarborough | THR | |
| Culloden | 1858 | 291 Sherbourne Street | Cabbagetown | Old Toronto | M, ACO | |||
| Francey Barn | 1858 | 201 Winchester Street (Riverdale Farm) | Cabbagetown | Old Toronto | ACO | |||
| Green House | | 1858 | Georgian Revival | 78–80 Gerrard Street East | Garden District | Old Toronto | M | |
| Thomas Helliwell Block | | 1858 | Georgian Revival | 81 Front Street East | St. Lawrence | Old Toronto | SLHCD [39] | |
| Hughes Terrace | 1858 | 319–325 King Street West | Entertainment District | Old Toronto | ACO | |||
| John Kestevan House | 1858 | 56 Rose Avenue | Cabbagetown | Old Toronto | ACO | |||
| Edward Leadlay Company | | 1858 [note 23] | Georgian Revival | 87 Front Street East | St. Lawrence | Old Toronto | SLHCD [39] | |
| St. James The Less Chapel | | 1858 | Frederick William Cumberland and William George Storm | Gothic Revival | 635 Parliament Street | Cabbagetown | Old Toronto | THR |
| St. Stephen-in-the-Fields | 1858 | 103 Bellevue Avenue | Kensington Market | Old Toronto | ACO | |||
| H. S. Strathy House | | 1858 [note 24] | Second Empire | 342 Adelaide Street West | Entertainment District | Old Toronto | ACO | |
| Bain House | | 1859 | Robert Sargant | 14 Dingwall Avenue | Riverdale | Old Toronto | C | |
| Brick House | 1859 | 64 King Street | Weston | York | EYCPP [5] | |||
| Cherry Street Hotel | | 1859 | Joseph Sheard | 409 Front Street East | West Don Lands | Old Toronto | THR, ACO | |
| Thomas Meredith House | 1859 | 305 George Street | Garden District | Old Toronto | ACO | |||
| Robertson Cottages | 1859 | 703–705,711–721 Richmond Street West | Niagara | Old Toronto | THR, ACO | |||
| University College Main Building | | 1859 | Frederick William Cumberland and William George Storm; David Dick (1892) | Norman Romanesque Revival | 15 King's College Circle (University College) | Discovery District | Old Toronto | THR |
| University College Croft House | | 1859 | Frederick William Cumberland | 15 King's College Circle (University College) | Discovery District | Old Toronto | THR | |
| Workers' Cottages | 1859 | 7–9 Government Road | The Kingsway | Etobicoke | EYCPP [5] | |||
| Applewood, The Shaver Homestead | c. 1850s | 450 The West Mall | Eatonville | Etobicoke | TN | |||
| Newtonbrook Store | | c. 1850s | 5926 Yonge Street | Newtonbrook | North York | TN | ||
| 191–197 Church Street [note 25] | | c. 1850s | John Tully | 191–197 Church Street | Garden District | Old Toronto | OTH [116] |
| Building | Image | Year completed | Builder | Style | Address | Neighbourhood | District [note 1] | Source |
|---|---|---|---|---|---|---|---|---|
| 72–74 Gerrard Street | 1860 | 72–74 Gerrard Street East | Garden District | Old Toronto | ACO | |||
| 136–140 Seaton Street | 1860 | 136–140 Seaton Street | Cabbagetown | Old Toronto | ACO | |||
| Ardenvohr | 1860 | 177 Balmoral Avenue | South Hill | Old Toronto | ACO | |||
| St. Paul's, Bloor Street | | 1860 | Edward and George Radford | 227 Bloor Street East | Church and Wellesley | Old Toronto | ACO | |
| Thos. Bonner house | 1860 | 47 Granby Street | Garden District | Old Toronto | THR | |||
| Dempsey Store | | 1860 | 250 Beecroft Road | Willowdale | North York | THR | ||
| Garbutt-Gardhouse Residence | 1860 | 105 Elmhurst Drive | Humberwood | Etobicoke | EYCPP [5] | |||
| Garibaldi House | | 1860 | 302 King Street East | Old Town | Old Toronto | ACO [117] | ||
| Neilson Park Fieldhouse | | 1860 | 1555 Neilson Road (Neilson Park) | Malvern | Scarborough | THR | ||
| Oaklands | | 1860 | William Hay (architect) | Gothic Revival | 131 Farnham Avenue (De La Salle College) | Summerhill | Old Toronto | C |
| John Richardson House | | 1860 | 27 Old Kingston Road | West Hill | Scarborough | ACO | ||
| Jared Sessions House | 1860 | 34 Isabella Street | Church and Wellesley | Old Toronto | ACO | |||
| Spring Bank (Archibald & Mary Thompson House) | 1860 | Regency | 7 Meadowcrest Road | The Queensway – Humber Bay | Etobicoke | EYCPP [5] | ||
| William Kent House | | 1860 | 54 Church Street | Weston | York | EYCPP [5] | ||
| Josiah Parker House | 1860 | 25 Queens Drive | Weston | York | EYCPP [5] | |||
| Lambton House | | 1860 | 4066 Old Dundas Street West | Lambton | York | EYCPP [5] | ||
| Cumberland House | | 1860 | John W. Cumberland | 33 St. George Street 184-200 College Street | Discovery District | Old Toronto | THR [118] , Richards 2019 [119] | |
| Alexander Smith Block | | 1861 | 77 Front Street East | St. Lawrence | Old Toronto | SLHCD [39] | ||
| Charles MacKay House | 1861 | 35 Spruce Street | Cabbagetown | Old Toronto | ACO | |||
| Francis & Susan Daniels House | 1861 | 82 Daniels Street | The Queensway – Humber Bay | Etobicoke | EYCPP [5] | |||
| Gooderham and Worts Distillery Stone Distillery | | 1861 | Victorian | 28–36 Distillery Lane | Distillery District | Old Toronto | OTH [120] , THR, ACO | |
| Holy Trinity Rectory | 1861 | William Hay | 10 Trinity Square | Downtown Yonge | Old Toronto | THR | ||
| James Weir House | | 1861 | 1021 Tapscott Road | Amadale | Scarborough | ACO | ||
| Queen's Wharf Lighthouse | | 1861 | — | Fort York | Old Toronto | CoT [121] | ||
| St. Patrick Church | 1861 | 131 McCaul Street | Grange Park | Old Toronto | ACO | |||
| William Stonehouse House | | 1861 | 5951 Steeles Avenue East | Armadale | Scarborough | THR | ||
| Chapel of Ease, St. John's Anglican Church Bin Abbas Mosque | | 1861 | 2152 Weston Road | Weston | York | EYCPP [5] | ||
| 240 King Street East | 1862 | 240 King Street East | Old Town | Old Toronto | SLHCD [39] | |||
| Henry Scadding Home | | 1862 | Henry Scadding | 6 Trinity Square | Downtown Yonge | Old Toronto | THR | |
| Heyroyd | 1862 | Georgian Revival | 35 Sherbourne Street North | Rosedale | Old Toronto | ACO | ||
| Piper/Birnie House | 1862 | Georgian Revival | 110–112 Bond Street | Garden District | Old Toronto | ACO | ||
| Alfred Walton Stores | | 1862 | 374 Yonge Street | Downtown Yonge | Old Toronto | ACO | ||
| Frederick Bell-Smith House | | 1863 | 336 Jarvis Street | Church and Wellesley | Old Toronto | ACO | ||
| 440–444 Sackville Street | 1863 | 440–444 Sackville Street | Cabbagetown | Old Toronto | THR, ACO | |||
| George Arthur House | 1863 | 433–435 Sackville Street | Cabbagetown | Old Toronto | ACO | |||
| John Kerr House and Store | 1863 | 324–326 Queen Street West | Grange Park | Old Toronto | ACO | |||
| Rev. William McClure House | 1863 | 306 Seaton Street | Cabbagetown | Old Toronto | ACO | |||
| Betty Oliphant Theatre (formerly Blaikie/Alexander House) | 1863 | Thomas Gundry | 404 Jarvis Street | Church and Wellesley | Old Toronto | ACO | ||
| Snarr's Terrace | | 1863 | Thomas Snarr | 215,217,219 Jarvis Street | Cabbagetown | Old Toronto | THR, ACO | |
| 230–232 Carlton Street | 1864 | 230,232 Carlton Street | Cabbagetown | Old Toronto | ACO | |||
| Don Jail | | 1864 | William Thomas | Italianate | 550 Gerrard Street East | Riverdale | Old Toronto | THR |
| Elderslie | | 1864 | 1575 Neilson Road | Malvern | Scarborough | C, THR | ||
| Gooderham & Worts Distillery Brick Malthouse | | 1864 | 55 Mill Street | Distillery District | Old Toronto | THR, ACO | ||
| John Wanless Building | | 1864 | 372 Yonge Street | Downtown Yonge | Old Toronto | ACO, THR | ||
| Joshua J. Williams Stores | 1864 | 328–330 Queen Street West | Grange Park | Old Toronto | ACO | |||
| John McBean Building | | 1864 | John McBean | 376 Yonge Street | Downtown Yonge | Old Toronto | ACO, THR | |
| Davis House | 1865 | 66 Millwood Road | Davisville Village | Old Toronto | ACO, THR | |||
| David Duncan House | | 1865 | 125 Moatfield Drive | Graydon Hall | North York | THR | ||
| Edward Scarlett House | 1865 | 1 Heritage Place | Humber Heights – Westmount | Etobicoke | EYCPP [5] | |||
| Forsyth House | 1865 | 17 Queens Drive | Weston | York | EYCPP [5] | |||
| Laver House | c. 1865 | 1671 Kipling Avenue | Richview | Etobicoke | THR | |||
| Milne House | | 1865 | Alexander Milne | 1185 Lawrence Avenue East | Victoria Village | North York | THR | |
| 320–322 Queen Street West | 1865 | 320–322 Queen Street West | Grange Park | Old Toronto | THR, ACO | |||
| Rectory of St. George the Martyr | 1865 | 205 John Street | Grange Park | Old Toronto | ACO, THR | |||
| 91 Seaton Street | 1865 | 91 Seaton Street | Cabbagetown | Old Toronto | ACO, THR | |||
| Sheard House | 1865 | 314 Jarvis Street | Garden District | Old Toronto | THR, ACO | |||
| Summer Hill Coach House | 1865 | 36 Summerhill Gardens | Summerhill | Old Toronto | THR | |||
| St. Stephen-in-the-Fields Anglican Church | | 1865 | Henry Langley | 103 Bellevue Avenue | Kensington Market | Old Toronto | THR, Robertson [122] | |
| Weston Presbyterian Church | | 1865 | 11 Cross Street | Weston | York | ACO, WHCD | ||
| William Jamieson House | 1865 | 185 Carleton Street | Cabbagetown | Old Toronto | ACO | |||
| 502–504 Yonge Street | 1865 | 502–504 Yonge Street | Discovery District | Old Toronto | ACO | |||
| 506–508 Yonge Street | 1865 | 506–508 Yonge Street | Discovery District | Old Toronto | ACO | |||
| 526–528 Yonge Street | 1865 | 526–528 Yonge Street | Discovery District | Old Toronto | ACO | |||
| 634–644 Yonge Street | 1865 | 634–644 Yonge Street | Discovery District | Old Toronto | ACO | |||
| 8–12 Gloucester Street | 1866 | 8–12 Gloucester Street | Church and Wellesley | Old Toronto | ACO | |||
| Glen Hurst | 1866 | 2 Elm Avenue | Rosedale | Old Toronto | ACO | |||
| St. Peter's Anglican Church | | 1866 | Grundy and Henry Langley | 188 Carlton Street | Cabbagetown | Old Toronto | THR | |
| Spadina House | | 1866 | James Austin | 285 Spadina Road | Casa Loma | Old Toronto | ACO | |
| The Witch's House | 1866 | 384 Sumach Street | Cabbagetown | Old Toronto | ACO, THR, CNHCD | |||
| 358–362 Dundas Street East | 1867 | 358–362 Dundas Street East | Cabbagetown | Old Toronto | THR | |||
| 68–70 Gerrard Street | 1867 | 68–70 Gerrard Street West | Discovery District | Old Toronto | ACO, THR | |||
| Daniel Lamb House | 1867 | 156 Winchester Street | Cabbagetown | Old Toronto | ACO, THR, CNHCD | |||
| Jeremiah Annis House | 1867 | 3750 Kingston Road | Scarborough | THR | ||||
| John and Louise Harrison's House | 1867 | 11 Yorkleigh Avenue | Humber Heights – Westmount | Etobicoke | EYCPP [5] | |||
| Jeremiah Annis House | 1867 | 3750 Kingston Road | Scarborough | THR | ||||
| John Daniels House | | 1867 | 77 Yorkville Avenue | Yorkville | Old Toronto | THR | ||
| J. P. Wheeler House | 1867 | 328 Bellamy Road North | Scarborough | THR | ||||
| Jubilee Terrace | 1867 | 328–332 Sackville Street | Cabbagetown | Old Toronto | ACO | |||
| W. Davies and Company Pork Packing (later J. & J. Taylor Safeworks) | | 1867 | 145 Front Street East | St. Lawrence | Old Toronto | SLHCD [39] | ||
| 251 King Street East [note 26] | 1868 | 251 King Street East | St. Lawrence | Old Toronto | THR, SLHCD [39] | |||
| Barberian's Steak House | 1868 | 7 Elm Street | Downtown Yonge | Old Toronto | ACO | |||
| 61 Hayden Street | 1868 | Georgian Revival | 61 Hayden Street | Church and Wellesley | Old Toronto | ACO | ||
| John William Drummond Stores | 1868 | 253 Yonge Street | Garden District | Old Toronto | ACO | |||
| Euclid Hall (now Keg Mansion) | | 1868 | Arthur McMaster | 515 Jarvis Street | Church and Wellesley | Old Toronto | THR | |
| 65 Front Street East | 1869 | 65 Front Street East | St. Lawrence | Old Toronto | SLHCD [39] | |||
| 76 Church Street | 1869 | 76 Church Street | St. Lawrence | Old Toronto | SLHCD [39] | |||
| 242 King Street East | 1869 | 242 King Street East | Old Town | Old Toronto | SLHCD [39] | |||
| Factory Theatre | 1869 | 125 Bathurst Street | Fashion District | Old Toronto | THR, ACO | |||
| 37 Gloucester Street | 1869 | 37 Gloucester Street | Church and Wellesley | Old Toronto | ACO | |||
| James Pearse Barn | 1869 | 1755 Meadowvale Road | Rouge | Scarborough | THR | |||
| Richard West Houses | | 1869 | Richard West | 104–106 John Street | Entertainment District | Old Toronto | THR, ACO | |
| Rouge Valley Conservation Centre | | 1869 | James Pearse Jr. | 1749 Meadowvale Road | Rouge | Scarborough | THR, ACO | |
| 231 Seaton Street | 1869 | 231 Seaton Street | Cabbagetown | Old Toronto | THR, ACO | |||
| Zion Schoolhouse | | 1869 | 1091 Finch Avenue East | Don Valley Village | North York | THR |