diff --git a/src/SamplesApp/SamplesApp.Shared/App.xaml.cs b/src/SamplesApp/SamplesApp.Shared/App.xaml.cs
index 82cc89b9571e..56720c0a71df 100644
--- a/src/SamplesApp/SamplesApp.Shared/App.xaml.cs
+++ b/src/SamplesApp/SamplesApp.Shared/App.xaml.cs
@@ -160,9 +160,9 @@ override void OnLaunched(LaunchActivatedEventArgs e)
 
 			HandleLaunchArguments(e);
 
-			if (SampleControl.Presentation.SampleChooserViewModel.Instance.CurrentSelectedSample is null)
+			if (SampleControl.Presentation.SampleChooserViewModel.Instance is { } vm && vm.CurrentSelectedSample is null)
 			{
-				SampleControl.Presentation.SampleChooserViewModel.Instance.SetSelectedSample(CancellationToken.None, "Playground", "Playground");
+				vm.SetSelectedSample(CancellationToken.None, "Playground", "Playground");
 			}
 
 			Console.WriteLine("Done loading " + sw.Elapsed);
diff --git a/src/Uno.UI.RuntimeTests/Tests/Microsoft_UI_Xaml_Controls/Given_WebView2.cs b/src/Uno.UI.RuntimeTests/Tests/Microsoft_UI_Xaml_Controls/Given_WebView2.cs
index 7337c0029db1..219ea153a3ca 100644
--- a/src/Uno.UI.RuntimeTests/Tests/Microsoft_UI_Xaml_Controls/Given_WebView2.cs
+++ b/src/Uno.UI.RuntimeTests/Tests/Microsoft_UI_Xaml_Controls/Given_WebView2.cs
@@ -42,10 +42,13 @@ public async Task When_Navigate()
 		await TestServices.WindowHelper.WaitForLoaded(border);
 		var uri = new Uri("https://example.com/");
 		await webView.EnsureCoreWebView2Async();
+		bool navigationStarting = false;
 		bool navigationDone = false;
+		webView.NavigationStarting += (s, e) => navigationStarting = true;
 		webView.NavigationCompleted += (s, e) => navigationDone = true;
 		webView.CoreWebView2.Navigate(uri.ToString());
 		Assert.IsNull(webView.Source);
+		await TestServices.WindowHelper.WaitFor(() => navigationStarting, 1000);
 		await TestServices.WindowHelper.WaitFor(() => navigationDone, 3000);
 		Assert.IsNotNull(webView.Source);
 		Assert.IsTrue(webView.Source.OriginalString.StartsWith("https://example.com/", StringComparison.OrdinalIgnoreCase));
@@ -63,10 +66,13 @@ public async Task When_NavigateToString()
 		await TestServices.WindowHelper.WaitForLoaded(border);
 		var uri = new Uri("https://example.com/");
 		await webView.EnsureCoreWebView2Async();
+		bool navigationStarting = false;
 		bool navigationDone = false;
+		webView.NavigationStarting += (s, e) => navigationStarting = true;
 		webView.NavigationCompleted += (s, e) => navigationDone = true;
 		webView.Source = uri;
 		Assert.IsNotNull(webView.Source);
+		await TestServices.WindowHelper.WaitFor(() => navigationStarting, 1000);
 		await TestServices.WindowHelper.WaitFor(() => navigationDone, 3000);
 		Assert.IsNotNull(webView.Source);
 		navigationDone = false;
diff --git a/src/Uno.UI/UI/Xaml/Controls/WebView/Native/Android/NativeWebViewWrapper.Android.cs b/src/Uno.UI/UI/Xaml/Controls/WebView/Native/Android/NativeWebViewWrapper.Android.cs
index 8f14c1d81472..2c7e9bd8314d 100644
--- a/src/Uno.UI/UI/Xaml/Controls/WebView/Native/Android/NativeWebViewWrapper.Android.cs
+++ b/src/Uno.UI/UI/Xaml/Controls/WebView/Native/Android/NativeWebViewWrapper.Android.cs
@@ -126,13 +126,13 @@ public void ProcessNavigation(Uri uri)
 		if (uri.Scheme.Equals("local", StringComparison.OrdinalIgnoreCase))
 		{
 			var path = $"file:///android_asset/{uri.PathAndQuery}";
-			_webView.LoadUrl(path);
+			ScheduleNavigationStarting(path, () => _webView.LoadUrl(path));
 			return;
 		}
 
 		if (uri.Scheme.Equals(Uri.UriSchemeMailto, StringComparison.OrdinalIgnoreCase))
 		{
-			CreateAndLaunchMailtoIntent(_webView.Context, uri.AbsoluteUri);
+			ScheduleNavigationStarting(uri.AbsoluteUri, () => CreateAndLaunchMailtoIntent(_webView.Context, uri.AbsoluteUri));
 			return;
 		}
 
@@ -155,7 +155,8 @@ public void ProcessNavigation(Uri uri)
 
 		//The replace is present because the URI cuts off any slashes that are more than two when it creates the URI.
 		//Therefore we add the final forward slash manually in Android because the file:/// requires 3 slashes.
-		_webView.LoadUrl(uri.AbsoluteUri.Replace("file://", "file:///"));
+		var actualUri = uri.AbsoluteUri.Replace("file://", "file:///");
+		ScheduleNavigationStarting(actualUri, () => _webView.LoadUrl(actualUri));
 	}
 
 	public void ProcessNavigation(HttpRequestMessage requestMessage)
@@ -169,14 +170,30 @@ public void ProcessNavigation(HttpRequestMessage requestMessage)
 			);
 
 		_wasLoadedFromString = false;
-		_webView.LoadUrl(uri.AbsoluteUri, headers);
+		ScheduleNavigationStarting(uri.AbsoluteUri, () => _webView.LoadUrl(uri.AbsoluteUri, headers));
 	}
 
 	public void ProcessNavigation(string html)
 	{
 		_wasLoadedFromString = true;
 		//Note : _webView.LoadData does not work properly on Android 10 even when we encode to base64.
-		_webView.LoadDataWithBaseURL(null, html, "text/html; charset=utf-8", "utf-8", null);
+		ScheduleNavigationStarting(null, () => _webView.LoadDataWithBaseURL(null, html, "text/html; charset=utf-8", "utf-8", null));
+	}
+
+	private void ScheduleNavigationStarting(string url, Action loadAction)
+	{
+		// For programmatically-triggered navigations the ShouldOverrideUrlLoading method is not called,
+		// to workaround this, we raise the NavigationStarting event here, asynchronously to be in line with
+		// the WinUI behavior.
+		_ = _coreWebView.Owner.Dispatcher.RunAsync(Windows.UI.Core.CoreDispatcherPriority.High, () =>
+		{
+			_coreWebView.RaiseNavigationStarting(url, out var cancel);
+
+			if (!cancel)
+			{
+				loadAction?.Invoke();
+			}
+		});
 	}
 
 	async Task<string> INativeWebView.ExecuteScriptAsync(string script, CancellationToken token)