diff --git a/shell/browser/native_window_mac.mm b/shell/browser/native_window_mac.mm
index 7e9c4352b2..ff28de50e2 100644
--- a/shell/browser/native_window_mac.mm
+++ b/shell/browser/native_window_mac.mm
@@ -1139,7 +1139,8 @@ void NativeWindowMac::SetSimpleFullScreen(bool simple_fullscreen) {
     }
 
     // Restore window controls visibility state
-    const bool window_button_hidden = !window_button_visibility_.value_or(true);
+    const bool window_button_hidden =
+        !window_button_visibility_.value_or(true) || !has_frame();
     [[window standardWindowButton:NSWindowZoomButton]
         setHidden:window_button_hidden];
     [[window standardWindowButton:NSWindowMiniaturizeButton]