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by Artist
| Title | Artist | Medium & Support | Creation Date |
| Toronto Ward Drawing | Harris, Lawren Stewart | Graphite on paper | c. 1911 |
| Tree Study | Lismer, Arthur | Charcoal on paper | 1920-1925 ? |
| Group of Figures | Lismer, Arthur | Ink on paper | 1948 |
| Elizabeth waiting for the Kitchener School Board | Lismer, Arthur | Graphite on paper | n.d. |
| Nude | Varley, F.H. | Charcoal on paper | 1948 |
| Barns Near Thistletown - Late Winter - Grey | Casson, Alfred Joseph (A.J.) | Graphite on paper | 1932 |
| Untitled | Casson, Alfred Joseph (A.J.) | Graphite on paperboard | n.d. |
| Self Portrait | Casson, Alfred Joseph (A.J.) | Pen on paper | 1953 |
| Untitled (drawing for "Aftermath") | Casson, Alfred Joseph (A.J.) | Graphite on paper | 1928 |