diff --git a/frontend/src/components/files/ListingItem.vue b/frontend/src/components/files/ListingItem.vue
index 5db88aba..d75c2f98 100644
--- a/frontend/src/components/files/ListingItem.vue
+++ b/frontend/src/components/files/ListingItem.vue
@@ -265,7 +265,15 @@ const click = (event: Event | KeyboardEvent) => {
   }
 
   if (fileStore.selected.indexOf(props.index) !== -1) {
-    fileStore.removeSelected(props.index);
+    if (
+      (event as KeyboardEvent).ctrlKey ||
+      (event as KeyboardEvent).metaKey ||
+      fileStore.multiple
+    ) {
+      fileStore.removeSelected(props.index);
+    } else {
+      fileStore.selected = [props.index];
+    }
     return;
   }
 
@@ -291,7 +299,6 @@ const click = (event: Event | KeyboardEvent) => {
   }
 
   if (
-    !singleClick.value &&
     !(event as KeyboardEvent).ctrlKey &&
     !(event as KeyboardEvent).metaKey &&
     !fileStore.multiple