diff --git a/src/Avalonia.Native/IAvnAppMenu.cs b/src/Avalonia.Native/IAvnAppMenu.cs
index 06115eadde..ad69428fd8 100644
--- a/src/Avalonia.Native/IAvnAppMenu.cs
+++ b/src/Avalonia.Native/IAvnAppMenu.cs
@@ -96,6 +96,7 @@ namespace Avalonia.Native.Interop
                 else
                 {
                     nativeItem = _menuItems[i];
+                    Remove(nativeItem);
                 }
 
                 if (menu.Items[i] is NativeMenuItem nmi)