diff --git a/src/Controls/tests/TestCases.HostApp/Issues/Issue28440.cs b/src/Controls/tests/TestCases.HostApp/Issues/Issue28440.cs
new file mode 100644
index 000000000000..ed617a0cfb45
--- /dev/null
+++ b/src/Controls/tests/TestCases.HostApp/Issues/Issue28440.cs
@@ -0,0 +1,47 @@
+namespace Maui.Controls.Sample.Issues;
+
+[Issue(IssueTracker.Github, 28440, "FlyoutPage IsPresented not updated properly in windows", PlatformAffected.UWP)]
+public class Issue28440 : FlyoutPage
+{
+	public Issue28440()
+	{
+		FlyoutLayoutBehavior = FlyoutLayoutBehavior.Popover;
+
+		var flyoutMenuLabel = new Label
+		{
+			Text = "Flyout Menu",
+			AutomationId = "flyoutMenu"
+		};
+
+		var flyoutPage = new ContentPage
+		{
+			Title = "Menu",
+			Content = new StackLayout
+			{
+				Children = { flyoutMenuLabel }
+			}
+		};
+
+		var openMenuButton = new Button
+		{
+			Text = "Open Menu",
+			AutomationId = "Button"
+		};
+
+		openMenuButton.Clicked += (sender, args) => IsPresented = true;
+
+		var detailPage = new ContentPage
+		{
+			Content = new StackLayout
+			{
+				Children = { openMenuButton }
+			}
+		};
+
+		var navigationPage = new NavigationPage(detailPage);
+
+		Flyout = flyoutPage;
+		Detail = navigationPage;
+	}
+}
+
diff --git a/src/Controls/tests/TestCases.Shared.Tests/Tests/Issues/Issue28440.cs b/src/Controls/tests/TestCases.Shared.Tests/Tests/Issues/Issue28440.cs
new file mode 100644
index 000000000000..47a7774bd7d5
--- /dev/null
+++ b/src/Controls/tests/TestCases.Shared.Tests/Tests/Issues/Issue28440.cs
@@ -0,0 +1,29 @@
+using NUnit.Framework;
+using UITest.Appium;
+using UITest.Core;
+
+namespace Microsoft.Maui.TestCases.Tests.Issues;
+public class Issue28440 : _IssuesUITest
+{
+	public override string Issue => "FlyoutPage IsPresented not updated properly in windows";
+
+	public Issue28440(TestDevice device)
+	: base(device)
+	{ }
+
+	[Test]
+	[Category(UITestCategories.FlyoutPage)]
+	public void CheckFlyoutPageIsPresentedState()
+	{
+		var buttonElement = App.WaitForElement("Button");
+		var buttonRect = buttonElement.GetRect();
+		App.Tap("Button");
+		App.WaitForElement("flyoutMenu");
+		float tapX = buttonRect.X + buttonRect.Width - 10;
+		float tapY = buttonRect.CenterY();
+		App.TapCoordinates(tapX, tapY);
+		App.WaitForElement("Button");
+		App.Tap("Button");
+		App.WaitForElement("flyoutMenu");
+	}
+}
diff --git a/src/Core/src/Handlers/FlyoutView/FlyoutViewHandler.Windows.cs b/src/Core/src/Handlers/FlyoutView/FlyoutViewHandler.Windows.cs
index bd5f2499cb5d..1165fd60c203 100644
--- a/src/Core/src/Handlers/FlyoutView/FlyoutViewHandler.Windows.cs
+++ b/src/Core/src/Handlers/FlyoutView/FlyoutViewHandler.Windows.cs
@@ -20,11 +20,13 @@ protected override void ConnectHandler(RootNavigationView platformView)
 		{
 			_navigationRootManager = MauiContext?.GetNavigationRootManager();
 			platformView.PaneOpened += OnPaneOpened;
+			platformView.PaneClosed += OnPaneClosed;
 		}
 
 		protected override void DisconnectHandler(RootNavigationView platformView)
 		{
 			platformView.PaneOpened -= OnPaneOpened;
+			platformView.PaneClosed -= OnPaneClosed;
 		}
 
 		void OnPaneOpened(NavigationView sender, object args)
@@ -32,6 +34,14 @@ void OnPaneOpened(NavigationView sender, object args)
 			VirtualView.IsPresented = sender.IsPaneOpen;
 		}
 
+		void OnPaneClosed(NavigationView sender, object args)
+		{
+			if (VirtualView is not null)
+			{
+				VirtualView.IsPresented = sender.IsPaneOpen;
+			}
+		}
+
 		static void UpdateDetail(IFlyoutViewHandler handler)
 		{
 			_ = handler.MauiContext ?? throw new InvalidOperationException($"{nameof(MauiContext)} should have been set by base class.");