[Android, Windows] Fix for FlyoutPage toolbar button not updating on orientation change

src/Controls/src/Core/NavigationPage/NavigationPageToolbar.cs

@@ -34,13 +34,33 @@ public NavigationPageToolbar(Maui.IElement parent, Page rootPage) : base(parent)
 			RootPage = rootPage;
 			_toolbarTracker.PageAppearing += OnPageAppearing;
 			_toolbarTracker.Target = RootPage;
+
+#if ANDROID || WINDOWS
+			// Subscribe to orientation changes to update FlyoutPage toolbar button visibility
+			// Android/Windows need manual orientation detection, iOS/Mac handle this automatically
+			if (parent is FlyoutPage)
+			{
+				Microsoft.Maui.Devices.DeviceDisplay.MainDisplayInfoChanged += OnOrientationChanged;
+			}
+#endif
 		}
 
 		void OnToolbarItemsChanged(object sender, EventArgs e)
 		{
 			ToolbarItems = _toolbarTracker.ToolbarItems;
 		}
 
+#if ANDROID || WINDOWS
+		void OnOrientationChanged(object sender, Microsoft.Maui.Devices.DisplayInfoChangedEventArgs e)
+		{
+			// Re-evaluate toolbar button visibility when orientation changes
+			if (_currentNavigationPage is not null)
+			{
+				ApplyChanges(_currentNavigationPage);
+			}
+		}
+#endif
+
 		void OnPagePropertyChanged(object sender, System.ComponentModel.PropertyChangedEventArgs e)
 		{
 			if (e.IsOneOf(NavigationPage.HasNavigationBarProperty,
@@ -328,6 +348,13 @@ internal void Disconnect()
 					navPage.ChildRemoved -= NavigationPageChildrenChanged;
 				}
 			}
+
+#if ANDROID || WINDOWS
+			if (Parent is FlyoutPage)
+			{
+				Microsoft.Maui.Devices.DeviceDisplay.MainDisplayInfoChanged -= OnOrientationChanged;
+			}
+#endif
 		}
 	}
 }

src/Controls/tests/TestCases.HostApp/Issues/Issue24468.cs

@@ -0,0 +1,55 @@
+namespace Maui.Controls.Sample.Issues;
+
+[Issue(IssueTracker.Github, 24468, "FlyoutPage toolbar button not updating on orientation change on Android", 
+    PlatformAffected.Android)]
+public class Issue24468 : TestFlyoutPage
+{
+    private Label _statusLabel;
+    private int _callCount = 0;
+
+    protected override void Init()
+    {
+        Title = "Issue 24468";
+
+        _statusLabel = new Label 
+        { 
+            Text = "ShouldShowToolbarButton is not called",
+            AutomationId = "StatusLabel"
+        };
+
+        Flyout = new ContentPage
+        {
+            Title = "Menu",
+            Content = new Label { Text = "Flyout Menu" }
+        };
+
+        Detail = new NavigationPage(new ContentPage
+        {
+            Title = "Detail",
+            Content = new StackLayout
+            {
+                Children =
+                {
+                    new Label { Text = "Rotate device to test toolbar button updates" },
+                    _statusLabel
+                }
+            }, 
+            AutomationId = "ContentPage"
+        });
+
+        FlyoutLayoutBehavior = FlyoutLayoutBehavior.SplitOnLandscape;
+    }
+
+    public override bool ShouldShowToolbarButton()
+    {
+        _callCount++;
+        var shouldShow = base.ShouldShowToolbarButton();
+
+        if (_callCount > 1)
+        {
+            _statusLabel.Text = "ShouldShowToolbarButton is called";
+        }
+
+        return shouldShow;
+    }
+}

src/Controls/tests/TestCases.Shared.Tests/Tests/Issues/Issue24468.cs

@@ -0,0 +1,25 @@
+#if ANDROID || IOS //The test fails on Windows and MacCatalyst because the SetOrientation method, which is intended to change the device orientation, is only supported on mobile platforms iOS and Android.
+using UITest.Core;
+
+namespace Microsoft.Maui.TestCases.Tests.Issues;
+public class Issue24468 : _IssuesUITest
+{
+    public Issue24468(TestDevice device) : base(device)
+    {
+    }
+
+    public override string Issue => "FlyoutPage toolbar button not updating on orientation change on Android";
+    [Test]
+    [Category(UITestCategories.Navigation)]
+    public void FlyoutPageToolbarButtonUpdatesOnOrientationChange()
+    {
+        App.WaitForElement("ContentPage");
+
+        App.SetOrientationLandscape();
+
+        var text = App.FindElement("StatusLabel").GetText();
+        Assert.That(text, Contains.Substring("ShouldShowToolbarButton is called"));
+        App.SetOrientationPortrait();
+    }
+}
+#endif