| Bank of British North America Building / Bank of Montreal Building | Pipestone | 136 Fourth Street, Reston |
| Bardal School No. 1088 | Pipestone | |
| Belleview School No. 598 | Pipestone | Third Avenue, Pipestone |
| Berry Block | Pipestone | 223 Fourth Street, Reston |
| Berry House | Pipestone | 408 First Avenue, Reston |
| Brady Building | Pipestone | 123-125 Fourth Street, Reston |
| Canadian Pacific Railway Engine House | Pipestone | First Street, Reston |
| Chapman Drug Store | Pipestone | 143 Fourth Street, Reston |
| Clover Hill School No. 1519 | Pipestone | |
| Concrete Culvert Bridge No. 812 | Pipestone | |
| County Clerk Building | Pipestone | Second Avenue, Reston |
| Cromer Methodist Church / Cromer United Church | Pipestone | Cromer |
| Cromer School No. 1521 | Pipestone | Cromer |
| Crowell School / Ewart School No. 1287 | Pipestone | Ewart |
| Daybreak School No. 376 | Pipestone | |
| Dominion Post Office Building | Pipestone | 214 Fourth Street, Reston |
| Ebor Cemetery | Pipestone | Ebor |
| Ebor School No. 1332 / Ebor Monument / Ebor War Memorial | Pipestone | Ebor |
| Elm Valley School No. 869 | Pipestone | |
| Ewart Monument | Pipestone | Ewart |
| First Reston School Plaque | Pipestone | Reston |
| Forder Barn | Pipestone | |
| Hillside School No. 377 | Pipestone | |
| Hillview School No. 632 | Pipestone | |
| Hillview United Church | Pipestone | |
| Humberstone School No. 982 | Pipestone | |
| Laggan School No. 1935 / Daybreak Presbyterian Church | Pipestone | |
| Lambton School No. 573 | Pipestone | |
| Lanark School No. 763 | Pipestone | |
| Manitoba Pool Grain Elevator | Pipestone | Ewart |
| Manitoba Pool Grain Elevator | Pipestone | Ebor |
| Manitoba Pool Grain Elevator | Pipestone | Linklater |
| Manitoba Pool Grain Elevator A | Pipestone | Cromer |
| Manitoba Pool Grain Elevator / Private Grain Elevator | Pipestone | Grain Elevator Trail, Sinclair |
| Manitoba Pool Grain Elevator / Private Grain Elevator | Pipestone | First Street, Reston |
| Manitoba Pool Grain Elevator / United Grain Growers Grain Elevator 2 | Pipestone | Pipestone |
| Mayville School No. 375 | Pipestone | |
| Merchants Bank Building | Pipestone | Railway Avenue, Sinclair |
| Munroe Building | Pipestone | Fourth Street, Reston |
| Mutter House | Pipestone | 116 Second Avenue, Reston |
| Omro School / Butler Union School No. 1401 | Pipestone | Butler |
| Pipestone-Albert Agricultural Society Centenary | Pipestone | |
| Pipestone Cemetery | Pipestone | Pipestone |
| Pipestone Municipal Building | Pipestone | 401 Third Avenue, Reston |
| Pipestone Presbyterian Church / Pipestone United Church | Pipestone | 424 Second Avenue, Pipestone |
| Pipestone School No. 737 | Pipestone | Pipestone |
| Pipestone War Memorial | Pipestone | Pipestone |
| Prairie Rose School No. 967 | Pipestone | |
| Reston and District Museum | Pipestone | Ninth Street, Reston |
| Reston Cemetery | Pipestone | Reston |
| Reston Memorial Theatre | Pipestone | 305 Fourth Street, Reston |
| Reston Presbyterian Church / Reston United Church | Pipestone | 237 Third Street, Reston |
| Reston School No. 141 | Pipestone | Reston |
| Reston War Memorial | Pipestone | Reston |
| Sanderson School No. 442 | Pipestone | |
| Scarth School No. 1541 / Scarth Monument | Pipestone | Scarth |
| Sinclair Cemetery | Pipestone | Sinclair |
| Sinclair Presbyterian Church / Sinclair United Church Monument | Pipestone | Sinclair |
| Sinclair School No. 1051 | Pipestone | Sinclair |
| St. John's Anglican Church | Pipestone | 240 Fourth Street, Reston |
| United Grain Growers Grain Elevator | Pipestone | Butler |
| United Grain Growers Grain Elevator | Pipestone | Reston |
| United Grain Growers Grain Elevator 1 | Pipestone | Pipestone |
| United Grain Growers Grain Elevator / Manitoba Pool Grain Elevator | Pipestone | Woodnorth |
| United Grain Growers Grain Elevator / Manitoba Pool Grain Elevator B / Private Grain Elevator | Pipestone | Cromer |
| Woodnorth Cemetery | Pipestone | |
| Woodnorth Consolidated School No. 1533 | Pipestone | Woodnorth |
| Woodnorth Methodist Church / Woodnorth United Church | Pipestone | Woodnorth |