| Carroll Cemetery | Oakland-Wawanesa | First Street, Carroll |
| Carroll Consolidated School No. 868 | Oakland-Wawanesa | First Street, Carroll |
| Carroll Curling Rink | Oakland-Wawanesa | Third Street, Carroll |
| Carroll Memorial Hall | Oakland-Wawanesa | Second Street, Carroll |
| Chesley Methodist Church | Oakland-Wawanesa | |
| Chesley School No. 137 | Oakland-Wawanesa | |
| Concrete Culvert Bridge No. 460 | Oakland-Wawanesa | |
| Concrete Culvert Bridge No. 637 | Oakland-Wawanesa | |
| Concrete Culvert Bridge No. 723 | Oakland-Wawanesa | |
| Concrete Culvert Bridge No. 819A | Oakland-Wawanesa | |
| Concrete Culvert Bridge No. 819B | Oakland-Wawanesa | |
| Concrete Culvert Bridge No. 819C | Oakland-Wawanesa | |
| Concrete Culvert Bridge No. 819D | Oakland-Wawanesa | |
| Cory Corners | Oakland-Wawanesa | |
| Delton School No. 188 | Oakland-Wawanesa | |
| Dominion Post Office | Oakland-Wawanesa | 309 Main Street, Wawanesa |
| East Brandon School No. 165 | Oakland-Wawanesa | |
| Fairbank School No. 522 | Oakland-Wawanesa | |
| Hayfield School No. 200 | Oakland-Wawanesa | |
| Lake of the Woods Grain Elevator / Manitoba Pool Grain Elevator | Oakland-Wawanesa | Methven |
| Lamb Barn / Elder Barn / Maplegrove Farm | Oakland-Wawanesa | |
| Manitoba Hotel / Oakland Inn | Oakland-Wawanesa | 144 Fourth Street, Wawanesa |
| Manitoba Pool Grain Elevator | Oakland-Wawanesa | Wawanesa |
| Manitoba Pool Grain Elevator A | Oakland-Wawanesa | Rounthwaite |
| Manitoba Pool Grain Elevator B | Oakland-Wawanesa | Rounthwaite |
| Manitoba Pool Grain Elevator / Private Grain Elevator | Oakland-Wawanesa | Nesbitt |
| Methven Cemetery | Oakland-Wawanesa | |
| Minnewawa Cemetery | Oakland-Wawanesa | |
| Minnewawa School No. 372 | Oakland-Wawanesa | |
| Nesbitt Honour Roll | Oakland-Wawanesa | Nesbitt |
| Nesbitt Presbyterian Church / Nesbitt United Church / Nesbitt-Berbank United Church | Oakland-Wawanesa | Nesbitt |
| Nesbitt School No. 724 | Oakland-Wawanesa | Nesbitt |
| Oakland Commemorative Monument | Oakland-Wawanesa | Nesbitt |
| Odd Fellows Hall | Oakland-Wawanesa | Fourth Street, Wawanesa |
| Patterson Family Cemetery | Oakland-Wawanesa | |
| Rounthwaite Cemetery | Oakland-Wawanesa | |
| Rounthwaite Churches Monument | Oakland-Wawanesa | Rounthwaite |
| Rounthwaite School No. 1067 | Oakland-Wawanesa | Rounthwaite |
| Royal Bank Building | Oakland-Wawanesa | 147 Fourth Street, Wawanesa |
| Smith Family Cemetery | Oakland-Wawanesa | |
| Souris-Assiniboine Posts Plaque | Oakland-Wawanesa | Wawanesa |
| Sourisburg School No. 136 | Oakland-Wawanesa | Methven |
| Souris City Town Site | Oakland-Wawanesa | |
| St. Andrew's Presbyterian Church | Oakland-Wawanesa | Wawanesa |
| Steel Through Truss Bridge No. 727 | Oakland-Wawanesa | Souris River, Wawanesa |
| St. John the Divine Anglican Church | Oakland-Wawanesa | Cliff Street, Wawanesa |
| Story Block | Oakland-Wawanesa | Fourth Street, Wawanesa |
| St Paul's Anglican Church | Oakland-Wawanesa | Cliff Street, Wawanesa |
| Stratherne School No. 349 | Oakland-Wawanesa | |
| Telephone Repeater Station | Oakland-Wawanesa | |
| Tenterfield School No. 653 | Oakland-Wawanesa | |
| Treesbank Bridge Plaque | Oakland-Wawanesa | |
| United Grain Growers Grain Elevator | Oakland-Wawanesa | Nesbitt |
| Wawanesa Cemetery | Oakland-Wawanesa | Wawanesa |
| Wawanesa History Monument | Oakland-Wawanesa | Seventh Street, Wawanesa |
| Wawanesa Insurance Building | Oakland-Wawanesa | 107 Fourth Street, Wawanesa |
| Wawanesa Mutual Insurance Building / Sipiweske Museum | Oakland-Wawanesa | 102 Fourth Street, Wawanesa |
| Wawanesa School No. 672 | Oakland-Wawanesa | Cliff Street, Wawanesa |
| Wawanesa Telephone Exchange Building | Oakland-Wawanesa | 24 Government Road, Wawanesa |
| Wawanesa United Church | Oakland-Wawanesa | 210 Main Street, Wawanesa |
| Wawanesa War Memorial | Oakland-Wawanesa | Cliff Street, Wawanesa |
| Wawanesa War Memorial | Oakland-Wawanesa | 506 George Street, Wawanesa |