diff --git a/native/Avalonia.Native/src/OSX/AvnWindow.mm b/native/Avalonia.Native/src/OSX/AvnWindow.mm
index de0c796d4ab..5912ac90aa6 100644
--- a/native/Avalonia.Native/src/OSX/AvnWindow.mm
+++ b/native/Avalonia.Native/src/OSX/AvnWindow.mm
@@ -348,6 +348,10 @@ - (void)windowDidResize:(NSNotification *_Nonnull)notification
 
 - (void)windowWillExitFullScreen:(NSNotification *_Nonnull)notification
 {
+    // Prepare the destination appearance before AppKit starts the exit animation.
+    if (_isExtended)
+        [self setTitlebarAppearsTransparent:true];
+
     auto parent = _parent.tryGetWithCast<IWindowStateChanged>();
 
     if(parent != nullptr)