diff --git a/packages/web/src/javascripts/Controllers/ItemList/ItemListController.ts b/packages/web/src/javascripts/Controllers/ItemList/ItemListController.ts
index 0b2742e3d..2bc68690d 100644
--- a/packages/web/src/javascripts/Controllers/ItemList/ItemListController.ts
+++ b/packages/web/src/javascripts/Controllers/ItemList/ItemListController.ts
@@ -266,8 +266,10 @@ export class ItemListController
     this.disposers.push(
       reaction(
         () => this.selectedItemsCount,
-        () => {
-          if (this.selectedItemsCount === 0) {
+        (count, prevCount) => {
+          const hasNoSelectedItem = count === 0
+          const onlyOneSelectedItemAfterChange = prevCount > count && count === 1
+          if (hasNoSelectedItem || onlyOneSelectedItemAfterChange) {
             this.cancelMultipleSelection()
           }
         },
@@ -1193,9 +1195,6 @@ export class ItemListController
         this.setSelectedUuids(this.selectedUuids)
         this.lastSelectedItem = item
       }
-      if (this.selectedItemsCount === 1) {
-        this.cancelMultipleSelection()
-      }
     } else {
       const shouldSelectNote = hasMoreThanOneSelected || !this.selectedUuids.has(uuid)
       if (shouldSelectNote && isAuthorizedForAccess) {