| Assiniboine School | Sifton | Aspen Street, Oak Lake |
| Belleview School No. 598 | Sifton | Belleview |
| Bethel Methodist Cemetery | Sifton | |
| Bethel Methodist Church / Bethel United Church Monument | Sifton | |
| Cameron Building | Sifton | Second Avenue W, Oak Lake |
| Deleau Roman Catholic Cemetery | Sifton | Deleau |
| Deleau School No. 785 | Sifton | Deleau |
| Dominion Post Office Building | Sifton | North Railway Street, Oak Lake |
| First Presbyterian Church / Oak Lake United Church | Sifton | Assiniboine Street, Oak Lake |
| Griswold Cemetery | Sifton | |
| Griswold Presbyterian Church / Griswold United Church | Sifton | Griswold |
| Griswold School No. 425 | Sifton | |
| Griswold Skating Rink | Sifton | Griswold |
| Griswold War Memorial | Sifton | Griswold |
| Harrison Steel Through Truss Bridge No. 539 | Sifton | Assiniboine River |
| Hesselwood School No. 913 | Sifton | |
| Hillsdale School No. 219 | Sifton | |
| Lansdowne School No. 145 | Sifton | |
| Leitch House | Sifton | Poplar Avenue, Oak Lake |
| Leland Hotel / Oakland Hotel | Sifton | 130 North Railway Street, Oak Lake |
| Maffam School No. 727 | Sifton | |
| Manitoba Pool Grain Elevator | Sifton | Oak Lake |
| Manitoba Pool Grain Elevator | Sifton | Belleview |
| Maple Lake School No. 614 | Sifton | Findlay |
| Menteith Union School No. 313 | Sifton | |
| Oak Lake Agricultural Society Centenary | Sifton | North Railway Street, Oak Lake |
| Oak Lake and District Museum | Sifton | 396 Aspen Street, Oak Lake |
| Oak Lake Bell | Sifton | North Railway Street, Oak Lake |
| Oak Lake Cemetery | Sifton | |
| Oak Lake Collegiate / Oak Lake Junior High School / Oak Lake Community School | Sifton | Oak Lake |
| Oak Lake Cross of Sacrifice | Sifton | Assiniboine Street, Oak Lake |
| Oak Lake - Sifton Centennial Monument | Sifton | North Railway Street, Oak Lake |
| Oakview School No. 1042 | Sifton | |
| Oakwood School No. 439 | Sifton | Assiniboine Street, Oak Lake |
| Old Stone Blacksmith Shop | Sifton | Aspen Street, Oak Lake |
| Ray Conservation Monument | Sifton | |
| Routledge Union School No. 818 | Sifton | Routledge |
| Runnymede School No. 851 | Sifton | |
| Sandhurst Cemetery / McFarlane Cemetery | Sifton | |
| Sandhurst School No. 362 | Sifton | |
| St. Albans Anglican Church | Sifton | Assiniboine Street, Oak Lake |
| Timber Beam Bridge | Sifton | Pipestone Creek |
| United Grain Growers Grain Elevator 1 | Sifton | Griswold |
| United Grain Growers Grain Elevator 2 | Sifton | Griswold |