diff --git a/native/Avalonia.Native/src/OSX/AvnWindow.mm b/native/Avalonia.Native/src/OSX/AvnWindow.mm
index 505ff63d4b..b1fb915e04 100644
--- a/native/Avalonia.Native/src/OSX/AvnWindow.mm
+++ b/native/Avalonia.Native/src/OSX/AvnWindow.mm
@@ -292,12 +292,14 @@
 {
     if (_parent == nullptr)
         return;
-        
+    
     _parent->BringToFront();
     
     dispatch_async(dispatch_get_main_queue(), ^{
         @try {
-        [self invalidateShadow];
+            [self invalidateShadow];
+            if (self->_parent != nullptr)
+                self->_parent->BringToFront();
         }
         @finally{
         }
diff --git a/tests/Avalonia.IntegrationTests.Appium/WindowTests_MacOS.cs b/tests/Avalonia.IntegrationTests.Appium/WindowTests_MacOS.cs
index 0839cbf183..55812d8df7 100644
--- a/tests/Avalonia.IntegrationTests.Appium/WindowTests_MacOS.cs
+++ b/tests/Avalonia.IntegrationTests.Appium/WindowTests_MacOS.cs
@@ -150,6 +150,18 @@ namespace Avalonia.IntegrationTests.Appium
             windowState = mainWindow.FindElementByAccessibilityId("MainWindowState");
             Assert.Equal("Normal", windowState.Text);
         }
+        
+        [PlatformFact(TestPlatforms.MacOS)]
+        public void WindowOrder_Owned_Dialog_Stays_InFront_Of_Parent_After_Modal_Closed()
+        {
+            using (OpenWindow(new PixelSize(200, 300), ShowWindowMode.Owned, WindowStartupLocation.Manual))
+            {
+                OpenWindow(null, ShowWindowMode.Modal, WindowStartupLocation.Manual).Dispose();
+                
+                var secondaryWindowIndex = GetWindowOrder("SecondaryWindow");
+                Assert.Equal(1, secondaryWindowIndex);
+            }
+        }
 
         [PlatformFact(TestPlatforms.MacOS)]
         public void Does_Not_Switch_Space_From_FullScreen_To_Main_Desktop_When_FullScreen_Window_Clicked()