List of oldest buildings and structures in the Regional Municipality of Waterloo
The Regional Municipality of Waterloo, Ontario, Canada has a mixed style of buildings originally located in small towns and farming communities starting from the 19th century. After 1900, commercial and industrial buildings also appeared.
1810s
| Building | Year Completed | Builder | Location |
| Erb-Kumpf House | 1812 | Waterloo | |
| Joseph Schneider Haus | 1816 | Kitchener |
1850s
| Building | Year Completed | Builder | Location |
| Brubacher House | 1850 or 1851 | Waterloo | |
| Waterloo County Jail | 1852 | Kitchener | |
| 1221 Doon Village Road | 1853 | Doon | |
| 138 Church Street | 1855 | Kitchener | |
| 142 Church Street | 1855–60 | Kitchener | |
| Huether Hotel | 1855 | Waterloo | |
| Kitchener–Waterloo Collegiate and Vocational School | 1855 | Kitchener | |
| Elam Martin Farmstead | 1856 | Waterloo | |
| Snyder–Hahn Building | 1857 | Jacob Bricker | Waterloo |
| Galt Town Hall | 1858 | H. B. Sinclair | Galt |
| St. Clement's Roman Catholic Church | 1858 | St. Clements | |
| Nixon House | 1859 | Waterloo | |
| Richber House | 1859 | Waterloo |
1860s
| Building | Year Completed | Builder | Location |
| House of Industry & Refuge Poor House Hospital | 1860 | Kitchener | |
| Canadian Block | 1865 | Kitchener | |
| MacLauglin House | 1867 | Waterloo | |
| Market Hotel | 1860s | Waterloo |
1870s
| Building | Year Completed | Builder | Location |
| Woodside National Historic Site | 1870s | Kitchener | |
| Elam Martin Farmstead | 1870 | Waterloo | |
| Sonneck House | 1874 | Louis Breithaupt | Kitchener |
| 132 Queen Street North | 1877 | Kitchener | |
| Castle Kilbride | 1877 | Baden | |
| Waterloo County Governor's House | 1878 | David W. Gingrick | Kitchener |
| 307 Queen Street South | 1879 | Kitchener |
1880s
| Building | Year Completed | Builder/architect | Location |
| Hillard House | 1880 | Waterloo | |
| Kuntz Eckert House | 1880 | Waterloo | |
| Seagram-Remax Admin Building | 1881 | Waterloo | |
| Central Block | 1881 | William Snider and Aaron Kraft | Uptown Waterloo |
| Bean-Wright House | 1882 | Waterloo | |
| Bank of Hamilton–CIBC Building | 1885 | Jakob Fellman | Kitchener |
| King Edward Public School | 1885 | Kitchener | |
| Button Factory | 1886 | Waterloo | |
| D. Hibner Furniture Co. Ltd | 1887 | Daniel Hibner, Mayor | Kitchener |
| Former Galt Post Office | 1887 | Thomas Fuller | Galt |
| Electrohome building | 1887 | Kitchener |
1890s
| Building | Year Completed | Builder | Location |
| Zimmerman House, which changed to the Waterloo Hotel | 1890 | Waterloo | |
| The Walper Hotel | 1893 | Kitchener | |
| 1115 Doon Village Road | 1894 | David Cole | Doon |
| Simpson Block | 1895 | Kitchener | |
| Kitchener railway station | 1897 | Kitchener | |
| 152 Shanley Street | 1898 | Kitchener | |
| Schiel Patterson House | 1898 | Waterloo | |
| Galt Canadian Pacific Railway Station | 189899 | Edward Maxwell | Galt |
| William Street Pumping Station | 1899 | Waterloo |
1900s
| Building | Year Completed | Builder | Location |
| Berlin and Waterloo Street Railway Car Barn & Power House | 1902 | Kitchener | |
| Haas–Pemberton House | 1903 | Waterloo | |
| Snyder Seagram House | 1903 | Waterloo | |
| St. Mary's Roman Catholic Church | 1903 | A. W. Holmes of Toronto - architect, Caspar Braun - masonry, William Forwell - carpentry | Kitchener |
| Waterloo Carnegie Library | 1903–1905 | Waterloo | |
| Kaufman Shoe Factory | 1908 | Kitchener |
1910s
| Building | Year Completed | Builder | Location |
| 150 Water Street South | 1910 | Kitchener | |
| Waterloo railway station | 1910 | Waterloo | |
| Weber Block | 1910 | I. S. K. Weber | Kitchener |
| Victoria Public School | 1911 | Kitchener | |
| Berlin Isolation Hospital | 1911–12 | Charles Edward Cowan | Kitchener |
| Berlin Isolation Hospital Smallpox Pavilion | 1911–12 | Charles Edward Cowan | Kitchener |
| Greenbrook Pumping Station Reservoirs 1 and 2 | 1912 | Kitchener | |
| Mutual Life Insurance Company of Canada | 1912 | Frank Darling | |
| Waterloo Post Office | 1911–1913 | D. Eward, L. B. Lachance of Ottawa | Waterloo |
| Berlin Isolation Hospital Caretaker's Residence | 1913 | Unknown architect | Kitchener |
| 19 Regina Street North | 1913 | Waterloo | |
| Rumpel Felt Company | 1913 | Kitchener | |
| Molson's Bank | 1914 | Langley and Howard | Waterloo |
| Doon Heritage Village | 1914 | Doon | |
| Waterloo Isolation Hospital | 1917 | Architect unknown | Waterloo |
| Sacred Heart Roman Catholic Church | 1918 | Kitchener |
1920s
| Building | Year Completed | Builder/architect | Location |
| Duke Street Hydro‐Electric Sub Station | 1920 | Kitchener | |
| Grand River Hospital Nurses' Residence | 1921 | Kitchener | |
| Galt Public Utilities Commission Building | 1922 | F. C. Bodley | Galt |
| Strange Street Pumping Station | 1922–23 | Kitchener | |
| Waterloo Pioneer Memorial Tower | 1923 | Kitchener | |
| Bahnsen-Bierstick-Marsland House | 1923 | Waterloo | |
| old City Hall's clock tower | 1924 | Kitchener | |
| St. Mary's Hospital | 1924 | Kitchener | |
| Reitzel-Grierson House | 1925 | Waterloo | |
| Schmaltz Apartments | 1925 | Kitchener | |
| Freeport Bridge | 1926 | Freeport | |
| Freeport Sanatorium Nurses' Residence | 1926–27 | Arthur C. Torry | Freeport |
| Kaufman Shoe Factory | 1927 | Kitchener | |
| Greenbrook Pumping Station Pump House, K1 and K2 Well Houses | 1929 | Kitchener |
1930s
| Building | Year Completed | Builder | Location |
| Freeport Sanatorium Main Treatment Building | 1929–30 | B. A. Jones and Dunker Company | Kitchener |
| Elizabeth Ziegler Public School | 1930 | Waterloo | |
| Woodside Municipal Pool | 1931 | Kitchener | |
| Kitchener Public Utilities Commission Building | 1931–32 | Kitchener | |
| Freeport Sanatorium Pump House, Power House and Shed | 1932 | Kitchener | |
| Hydro Electric Power Commission Building | 1933 | Bernal Ambrose Jones, Dunker Construction | Kitchener |
| Rockway Golf Course Clubhouse | 1935 | Stanley Thompson | Kitchener |
| Freeport Sanatorium Men's Residence | 1935–36 | Kitchener | |
| Greenbrook Pumping Station Reservoir 3 | 1936 | Dunker Construction Company | Kitchener |
| Federal Building | 1938 | C. D. Sutherland | Kitchener |
| Freeport Sanatorium Medical Superintendent's Residence | 1938–39 | B. A. Jones and Dunker Company | Kitchener |
| Waterloo County Registry Office | 1939 | Ray Hall, Dunker Construction | Kitchener |
1950s
| Building | Year Completed | Builder | Location |
| Kitchener Trolley Bus Transit Terminal | 1950 | Kitchener | |
| Kitchener Memorial Auditorium | 1950–52 | Jenkins & Wright | Kitchener |
| Grand River Hospital main building | 1952 | Kitchener | |
| Eastwood Collegiate Institute | 1956 | Kitchener | |
| Government of Canada Building | 1956–57 | Jenkins and Wright | Kitchener |
Dates unknown
| Building | Year Completed | Builder | Location |
| St. Paul's Evangelical Lutheran Church | 1889 | Kitchener |