| 1929 clubhouse of the Toronto Hunt Club
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1107 Avenue Road, Toronto, ON
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 43°44′34″N 79°24′47″W / 43.7428°N 79.4131°W / 43.7428; -79.4131 (1929 clubhouse of the Toronto Hunt Club)
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11502
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| 47 Front Street East
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47 Front Street East, Toronto, ON
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43°38′53″N 79°22′28″W / 43.6481°N 79.3745°W / 43.6481; -79.3745 (47 Front Street East)
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8837
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| 49 Front Street East (Dixon Building)
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49 Front Street East, Toronto, ON
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43°38′54″N 79°22′28″W / 43.6482°N 79.3745°W / 43.6482; -79.3745 (49 Front Street East (Dixon Building))
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8838
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1451
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| Annesley Hall at the University of Toronto
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95 Queen's Park Crescent, Toronto, ON
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43°40′4″N 79°23′35″W / 43.66778°N 79.39306°W / 43.66778; -79.39306 (Annesley Hall University of Toronto)
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1155
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Q4769020
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| Armour Heights College
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215 Yonge Boulevard, Toronto, ON
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43°44′30″N 79°24′53″W / 43.7418°N 79.4148°W / 43.7418; -79.4148 (Armour Heights College)
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7518
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| Jesse Ashbridge House
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1444 Queen Street, Toronto, ON
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43°39′56″N 79°19′18″W / 43.6656°N 79.3218°W / 43.6656; -79.3218 (Jesse Ashbridge House)
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8869
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Balmoral Avenue, Toronto, ON
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43°41′08″N 79°23′41″W / 43.6855°N 79.3946°W / 43.6855; -79.3946 (Balmoral Fire Hall)
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7371
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| Bank of Toronto
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205 Yonge Street, Toronto, ON
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43°39′13″N 79°22′47″W / 43.6535°N 79.3797°W / 43.6535; -79.3797 (Bank of Toronto)
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8843
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19828
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| Bank of Upper Canada Building
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252 Adelaide Street East, Toronto, ON
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43°39′06″N 79°22′15″W / 43.6518°N 79.3709°W / 43.6518; -79.3709 (Bank of Upper Canada Building)
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1776
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| Bead Hill National Historic Site of Canada
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Hill west of the confluence of Rouge River and Little Rouge Creek, Toronto (Scarborough), ON
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43°48′20″N 79°08′10″W / 43.8056°N 79.1360°W / 43.8056; -79.1360 (Bead Hill National Historic Site of Canada)
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16783
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| Birkbeck Building
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8-10 Adelaide Street East, Toronto, ON
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43°39′03″N 79°22′40″W / 43.6507°N 79.3779°W / 43.6507; -79.3779 (Birkbeck Building)
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7555
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19809
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| Chapel of St. James-the-Less
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635 Parliament Street, Toronto, ON
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43°40′11″N 79°22′10″W / 43.6696°N 79.3694°W / 43.6696; -79.3694 (Chapel of St. James-the-Less)
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7487
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| Dominion Public Building
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1 Front Street West, Toronto, ON
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43°38′46″N 79°22′41″W / 43.6462°N 79.3781°W / 43.6462; -79.3781 (Dominion Public Building)
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18075
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| Don Brewery
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, Toronto, ON
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43°39′28″N 79°21′25″W / 43.65778°N 79.35694°W / 43.65778; -79.35694 (Don Brewery)
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1321
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Q17104966
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| Don Valley Brick Works
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550 Bayview Avenue, Toronto, ON
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43°41′11″N 79°21′46″W / 43.6863°N 79.3628°W / 43.6863; -79.3628 (Don Valley Brick Works)
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15361
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| Eaton's 7th Floor Auditorium and Round Room
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2 College Street, Toronto, ON
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43°39′41″N 79°23′01″W / 43.6614°N 79.3835°W / 43.6614; -79.3835 (Eaton's 7th Floor Auditorium and Round Room)
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7413
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| Eglinton Theatre
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400 Eglinton Avenue West, Toronto, ON
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43°42′15″N 79°24′38″W / 43.7043°N 79.4105°W / 43.7043; -79.4105 (Eglinton Theatre)
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12689
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| Elgin and Winter Garden Theatres
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189 Yonge Street, Toronto, ON
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43°39′11″N 79°22′45″W / 43.6531°N 79.3793°W / 43.6531; -79.3793 (Elgin and Winter Garden Theatres)
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11960
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9622
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| Enoch Turner Schoolhouse
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106 Trinity Street, Toronto, ON
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43°39′11″N 79°21′41″W / 43.6530°N 79.3613°W / 43.6530; -79.3613 (Enoch Turner Schoolhouse)
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19803
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| Fourth York Post Office
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260 Adelaide Street East, Toronto, ON
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43°39′06″N 79°22′13″W / 43.6518°N 79.3704°W / 43.6518; -79.3704 (Fourth York Post Office)
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12726
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| Fort York Heritage Conservation District
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100 Garrison Road, Toronto, ON
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43°38′21″N 79°24′10″W / 43.6391°N 79.4029°W / 43.6391; -79.4029 (Fort York Heritage Conservation District)
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3567
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| Fort York Armoury
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700 Fleet Street, Toronto, ON
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43°38′13″N 79°24′29″W / 43.637°N 79.408°W / 43.637; -79.408 (Fort York Armoury)
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9693
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| Fort York
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100 Garrison Road, Toronto, ON
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43°38′18″N 79°24′21″W / 43.6383°N 79.4057°W / 43.6383; -79.4057 (Fort York)
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3677
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| George Brown House
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186 Beverley Street, Toronto, ON
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43°39′21″N 79°23′41″W / 43.6559°N 79.3948°W / 43.6559; -79.3948 (George Brown House)
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9182
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8868
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| Gooderham and Worts Distillery
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Trinity Street, Toronto, ON
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43°39′01″N 79°21′33″W / 43.6504°N 79.3592°W / 43.6504; -79.3592 (Gooderham and Worts Distillery)
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1195
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| Gooderham Building
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49 Wellington Street East, Toronto, ON
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43°38′54″N 79°22′28″W / 43.6483°N 79.3745°W / 43.6483; -79.3745 (Gooderham Building)
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8311
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| Gouinlock Buildings / Early Exhibition Buildings National Historic Site of Canada
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, Toronto, ON
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43°37′43″N 79°24′42″W / 43.6285°N 79.4118°W / 43.6285; -79.4118 (Gouinlock Buildings / Early Exhibition Buildings National Historic Site of Canada)
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10470
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| Heliconian Hall
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35 Hazelton Avenue, Toronto, ON
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43°40′18″N 79°23′36″W / 43.6717°N 79.3934°W / 43.6717; -79.3934 (Heliconian Hall)
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13819
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| John Street Roundhouse
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255 Bremner Boulevard, Toronto, ON
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43°38′28″N 79°23′10″W / 43.641°N 79.386°W / 43.641; -79.386 (John Street Roundhouse)
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12781
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| Joseph Sheppard Building
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4900 Yonge Street, Toronto, ON
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43°45′47″N 79°24′47″W / 43.763°N 79.413°W / 43.763; -79.413 (Joseph Sheppard Building)
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10230
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| Kensington Market
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Dundas West, Bellevue, Spadina, College Streets, Toronto, ON
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43°39′15″N 79°24′04″W / 43.6542°N 79.4011°W / 43.6542; -79.4011 (Kensington Market)
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14463
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| Maple Leaf Gardens
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60 Carleton Street, Toronto, ON
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43°39′44″N 79°22′49″W / 43.6621°N 79.3804°W / 43.6621; -79.3804 (Maple Leaf Gardens)
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13397
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| Mary Perram House
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4 Wellesley Place, Toronto, ON
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43°40′02″N 79°22′37″W / 43.6671°N 79.3770°W / 43.6671; -79.3770 (Mary Perram House)
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1439
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| Masaryk Hall
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220 Cowan Avenue, Toronto, ON
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43°38′28″N 79°25′58″W / 43.6411°N 79.4329°W / 43.6411; -79.4329 (Masaryk Hall)
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10512
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| Massey Hall
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178 Victoria Street, Toronto, ON
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43°39′15″N 79°22′45″W / 43.6543°N 79.3791°W / 43.6543; -79.3791 (Massey Hall)
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9369
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| Montgomery's Tavern
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2384 Yonge Street, Toronto, ON
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43°42′34″N 79°23′57″W / 43.7094°N 79.3992°W / 43.7094; -79.3992 (Montgomery's Tavern)
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14414
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| Mount Pleasant Cemetery
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375 Mount Pleasant Road, Toronto, ON
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43°41′46″N 79°23′03″W / 43.696°N 79.3843°W / 43.696; -79.3843 (Mount Pleasant Cemetery)
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9514
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| Newman Centre
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89 St.George Street, Toronto, ON
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43°39′51″N 79°23′54″W / 43.6642°N 79.3983°W / 43.6642; -79.3983 (Newman Centre)
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10539
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| Old Toronto City Hall and York County Court House
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60 Queen Street West, Toronto, ON
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43°39′09″N 79°22′55″W / 43.6526°N 79.382°W / 43.6526; -79.382 (Old Toronto City Hall and York County Court House)
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4255
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| Osgoode Hall
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130 Queen Street West, Toronto, ON
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43°39′07″N 79°23′08″W / 43.6519°N 79.3856°W / 43.6519; -79.3856 (Osgoode Hall)
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4258
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| St. Anne's Anglican Church
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270 Gladstone Avenue, Toronto, ON
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43°39′02″N 79°25′51″W / 43.6505°N 79.4307°W / 43.6505; -79.4307 (St. Anne's Anglican Church)
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12681
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8901
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| Postal Station "D"
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328 Keele Street, Toronto, ON
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43°39′50″N 79°27′50″W / 43.664°N 79.464°W / 43.664; -79.464 (Postal Station "D")
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4686
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| Royal Alexandra Theatre
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260 King Street West, Toronto, ON
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43°38′50″N 79°23′15″W / 43.6471°N 79.3876°W / 43.6471; -79.3876 (Royal Alexandra Theatre)
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1137
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| Rupert Simpson House and Stable
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2 Wellesley Place, Toronto, ON
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1291
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| St. George's Hall (Arts and Letters Club)
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14 Elm Street, Toronto, ON
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43°39′28″N 79°22′57″W / 43.6578°N 79.3825°W / 43.6578; -79.3825 (St. George's Hall (Arts and Letters Club))
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12139
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| St. Lawrence Hall
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157 King Street East, Toronto, ON
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43°39′00″N 79°22′20″W / 43.6501°N 79.3722°W / 43.6501; -79.3722 (St. Lawrence Hall)
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7527
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| The Studio Building
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25 Severn Street, Toronto, ON
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43°40′24″N 79°23′10″W / 43.6732°N 79.3861°W / 43.6732; -79.3861 (The Studio Building)
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9521
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| The Grange
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317 Dundas Street West, Toronto, ON
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43°39′14″N 79°23′37″W / 43.6538°N 79.3935°W / 43.6538; -79.3935 (The Grange)
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7529
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| The Royal Conservatory of Music
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273 Bloor Street West, Toronto, ON
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43°40′05″N 79°23′46″W / 43.668°N 79.3962°W / 43.668; -79.3962 (The Royal Conservatory of Music)
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12044
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| Toronto Island Airport Terminal Building
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, Toronto, ON
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43°37′58″N 79°23′43″W / 43.6327°N 79.3953°W / 43.6327; -79.3953 (Toronto Island Airport Terminal Building)
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7530
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| Toronto Street Post Office / Bank of Canada Building
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10 Toronto Street, Toronto, ON
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43°38′59″N 79°22′34″W / 43.6498°N 79.3762°W / 43.6498; -79.3762 (Toronto Street Post Office / Bank of Canada Building)
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9933
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| Union Station (Canadian Pacific Railway and Grand Trunk Railway)
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65-71 Front Street West, Toronto, ON
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43°38′44″N 79°22′51″W / 43.6455°N 79.3808°W / 43.6455; -79.3808 (Union Station (Canadian Pacific Railway and Grand Trunk Railway))
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6299
6492
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| University College, Toronto
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15 King's College Circle, St. George campus of the University of Toronto, Toronto, ON
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43°39′45″N 79°23′43″W / 43.6625°N 79.3954°W / 43.6625; -79.3954 (University College, Toronto)
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9520
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| Wesley Building
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299 Queen Street West, Toronto, ON
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43°38′52″N 79°23′28″W / 43.6479°N 79.391°W / 43.6479; -79.391 (Wesley Building)
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4921
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| Winchester Hotel and Winchester Hall
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531 Parliament St, Toronto, ON
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43°39′56″N 79°22′06″W / 43.6656°N 79.3682°W / 43.6656; -79.3682 (Winchester Hotel and Winchester Hall)
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3631
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| Women's College Hospital
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Grenville Street, Toronto, ON
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43°39′42″N 79°23′15″W / 43.6617°N 79.3874°W / 43.6617; -79.3874 (Women's College Hospital)
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7738
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