| All Saints Anglican Church | WestLake-Gladstone | Dennis Street West, Gladstone |
| All Saints Anglican Rectory | WestLake-Gladstone | 125 West Dennis Street, Gladstone |
| Bailey and Bickle Block | WestLake-Gladstone | 8 Morris Street North, Gladstone |
| Bank of Montreal Building / Austin Credit Union Building | WestLake-Gladstone | Dennis Street, Gladstone |
| Bickle House | WestLake-Gladstone | 47 Dennis Street East, Gladstone |
| Big Grass Marsh Conservation Monument | WestLake-Gladstone | Gladstone |
| Davidson Building | WestLake-Gladstone | 5 Morris Street North, Gladstone |
| Echo Milling Flour Mill / United Grain Growers Grain Elevator | WestLake-Gladstone | Gladstone |
| Galloway Brothers Department Store | WestLake-Gladstone | 37 Morris Street North, Gladstone |
| Galloway House | WestLake-Gladstone | 26 Hyde Park Crescent, Gladstone |
| Gladstone Agricultural Society Centenary | WestLake-Gladstone | Gladstone |
| Gladstone and District Museum | WestLake-Gladstone | 49 Sixth Street, Gladstone |
| Gladstone School No. 70 | WestLake-Gladstone | Gladstone |
| Gladstone Sports and Recreation Area Monument | WestLake-Gladstone | Gladstone |
| Gladstone Telephone Exchange Building | WestLake-Gladstone | 24 Dennis Street, Gladstone |
| Gladstone United Church | WestLake-Gladstone | 33 Morris Street South, Gladstone |
| Gladstone War Memorial | WestLake-Gladstone | Gladstone |
| Happy Rock | WestLake-Gladstone | Gladstone |
| King House | WestLake-Gladstone | 86 Broadfoot Street, Gladstone |
| Madill House | WestLake-Gladstone | 56 Bay Street, Gladstone |
| Manitoba Pool Grain Elevator / Delmar Commodities Grain Elevator | WestLake-Gladstone | Gladstone |
| Manitoba - The Postage Stamp Province 1870 | WestLake-Gladstone | Gladstone |
| Mowat House | WestLake-Gladstone | 129 East Dennis Street, Gladstone |
| Mustard Monument | WestLake-Gladstone | Gladstone |
| Rose House | WestLake-Gladstone | 81 Cameron Street, Gladstone |
| Third Crossing Agricultural Museum | WestLake-Gladstone | Gladstone |
| Third Crossing Monument | WestLake-Gladstone | Gladstone |
| William Morton Collegiate | WestLake-Gladstone | 141 Morris Street South, Gladstone |
| Wilson House | WestLake-Gladstone | 90 Dennis Street East, Gladstone |
| W. L. Morton Memorial | WestLake-Gladstone | Gladstone |