diff --git a/shell/browser/ui/views/win_caption_button_container.cc b/shell/browser/ui/views/win_caption_button_container.cc
index 92c0fca690cbd..6501d55000c58 100644
--- a/shell/browser/ui/views/win_caption_button_container.cc
+++ b/shell/browser/ui/views/win_caption_button_container.cc
@@ -162,7 +162,7 @@ void WinCaptionButtonContainer::UpdateButtons() {
   // The maximize button should only be enabled if the window is
   // maximizable *and* touch mode is disabled.
   const bool maximizable = frame_view_->window()->IsMaximizable();
-  maximize_button_->SetEnabled(!is_touch && maximizable);
+  maximize_button_->SetEnabled(!is_touch || !is_maximized);
 
   const bool closable = frame_view_->window()->IsClosable();
   close_button_->SetEnabled(closable);