| Name | Municipality | Address |
|---|---|---|
| Broadway School / Deloraine School No. 490 | Deloraine-Winchester | Deloraine |
| Deloraine 50th Anniversary Cairn | Deloraine-Winchester | Deloraine |
| Deloraine Collegiate Institute | Deloraine-Winchester | Mountain Street, Deloraine |
| Deloraine Methodist Church / Deloraine United Church | Deloraine-Winchester | 109 Cavers Street South, Deloraine |
| Deloraine Presbyterian Church / Deloraine Community Hall / Falconer Collegiate | Deloraine-Winchester | 220 South Railway Avenue, Deloraine |
| Deloraine War Memorial | Deloraine-Winchester | Deloraine |
| Deloraine War Memorial | Deloraine-Winchester | Deloraine |
| Del-Win Cemetery | Deloraine-Winchester | Deloraine |
| Dominion Bank Building / Toronto-Dominion Bank Building | Deloraine-Winchester | Broadway Street South, Deloraine |
| Dominion Post Office Building / Fallout Reporting Post EE32 | Deloraine-Winchester | 111 Broadway Street South, Deloraine |
| St. Antoninus Roman Catholic Church | Deloraine-Winchester | 409 Finlay Avenue, Deloraine |
| Union Bank Building / Deloraine Times Building | Deloraine-Winchester | Deloraine |