diff --git a/samples/CommunityToolkit.Maui.Sample/Pages/Views/Popup/PopupsPage.xaml b/samples/CommunityToolkit.Maui.Sample/Pages/Views/Popup/PopupsPage.xaml
index 82ca4cb591..46d0348745 100644
--- a/samples/CommunityToolkit.Maui.Sample/Pages/Views/Popup/PopupsPage.xaml
+++ b/samples/CommunityToolkit.Maui.Sample/Pages/Views/Popup/PopupsPage.xaml
@@ -35,6 +35,8 @@
                 <Button Text="Updating Popup" Command="{Binding UpdatingPopupCommand}" />
 
                 <Button Text="Show Popup content" Command="{Binding ShowPopupContentCommand}" />
+                
+                <Button Text="Show Popup in a Modal Page in a Custom Navigation Page" Clicked="HandleModalPopupInCustomNavigationPage" />
 
                 <Button Text="Custom Positioning Popup" Clicked="HandlePopupPositionButtonClicked" />
 
diff --git a/samples/CommunityToolkit.Maui.Sample/Pages/Views/Popup/PopupsPage.xaml.cs b/samples/CommunityToolkit.Maui.Sample/Pages/Views/Popup/PopupsPage.xaml.cs
index 79c4a2fb70..59a1404a62 100644
--- a/samples/CommunityToolkit.Maui.Sample/Pages/Views/Popup/PopupsPage.xaml.cs
+++ b/samples/CommunityToolkit.Maui.Sample/Pages/Views/Popup/PopupsPage.xaml.cs
@@ -169,6 +169,29 @@ async void HandleComplexPopupClicked(object? sender, EventArgs e)
 			// Display Popup Result as a Toast
 			await Toast.Make($"You entered {popupResult.Result}").Show(CancellationToken.None);
 		}
+	}
+
+	async void HandleModalPopupInCustomNavigationPage(object? sender, EventArgs eventArgs)
+	{
+		var modalPopupPage = new ContentPage
+		{
+			Content = new VerticalStackLayout
+			{
+				Spacing = 24,
+				Children =
+				{
+					new Button()
+						.Text("Show Popup")
+						.Invoke(button => button.Command = new Command(async () => await popupService.ShowPopupAsync<ButtonPopup>(Shell.Current))),
+
+					new Button()
+						.Text("Back")
+						.Invoke(button => button.Command = new Command(async () => await Navigation.PopModalAsync()))
+				}
+			}.Center()
+		};
 
+		var customNavigationPage = new NavigationPage(modalPopupPage);
+		await Shell.Current.Navigation.PushModalAsync(customNavigationPage, true);
 	}
 }
\ No newline at end of file
diff --git a/src/CommunityToolkit.Maui.UnitTests/Views/Popup/PopupPageTests.cs b/src/CommunityToolkit.Maui.UnitTests/Views/Popup/PopupPageTests.cs
index e808445700..7f312479c0 100644
--- a/src/CommunityToolkit.Maui.UnitTests/Views/Popup/PopupPageTests.cs
+++ b/src/CommunityToolkit.Maui.UnitTests/Views/Popup/PopupPageTests.cs
@@ -8,6 +8,7 @@
 using Nito.AsyncEx;
 using Xunit;
 using Application = Microsoft.Maui.Controls.Application;
+using NavigationPage = Microsoft.Maui.Controls.NavigationPage;
 using Page = Microsoft.Maui.Controls.Page;
 
 namespace CommunityToolkit.Maui.UnitTests.Views;
@@ -169,6 +170,132 @@ public async Task PopupPageT_CloseAfterAdditionalModalPage_ShouldThrowInvalidOpe
 		await Assert.ThrowsAnyAsync<InvalidOperationException>(async () => await popupPage.CloseAsync(new PopupResult(false), CancellationToken.None));
 	}
 
+	[Fact]
+	public async Task PopupPageT_CloseWhenUsingCustomNavigationPage_ShouldClose()
+	{
+		// Arrange
+		if (Application.Current?.Windows[0].Page?.Navigation is not INavigation navigation)
+		{
+			throw new InvalidOperationException("Unable to locate Navigation page");
+		}
+
+		bool wasPopupPageClosed = false;
+
+		var view = new ContentView();
+		var popupOptions = new MockPopupOptions();
+		var popupPage = new PopupPage<string>(view, popupOptions);
+		popupPage.PopupClosed += HandlePopupPageClosed;
+
+		var onAppearingPage = new ContentPage();
+		var customNavigationPage = new NavigationPage(onAppearingPage);
+		onAppearingPage.NavigatedTo += HandlePageNavigatedTo;
+
+		// Act
+		await Shell.Current.Navigation.PushModalAsync(customNavigationPage, true);
+		await popupPage.CloseAsync(new PopupResult(false), CancellationToken.None);
+
+		// Assert
+		Assert.True(wasPopupPageClosed);
+
+		async void HandlePageNavigatedTo(object? sender, NavigatedToEventArgs e)
+		{
+			if (!e.WasPreviousPageACommunityToolkitPopupPage())
+			{
+				await customNavigationPage.Navigation.PushModalAsync(popupPage);
+			}
+		}
+
+		void HandlePopupPageClosed(object? sender, IPopupResult e)
+		{
+			wasPopupPageClosed = true;
+		}
+	}
+
+	[Fact]
+	public async Task PopupPageT_CloseAfterAdditionalModalPageToCustomNavigationPage_ShouldThrowPopupBlockedException()
+	{
+		// Arrange
+		bool wasPopupPageClosed = false;
+
+		var view = new ContentView();
+		var popupOptions = new MockPopupOptions();
+		var firstPopupPage = new PopupPage<string>(view, popupOptions);
+		firstPopupPage.PopupClosed += HandlePopupPageClosed;
+
+		var onAppearingPage = new ContentPage();
+		var customNavigationPage = new NavigationPage(onAppearingPage);
+		onAppearingPage.NavigatedTo += HandlePageNavigatedTo;
+
+		var secondPopupPage = new PopupPage<string>(new Button(), popupOptions);
+
+		// Act
+		await Shell.Current.Navigation.PushModalAsync(customNavigationPage, true);
+		await customNavigationPage.Navigation.PushModalAsync(secondPopupPage);
+
+		// Assert
+		await Assert.ThrowsAsync<PopupBlockedException>(async () => await firstPopupPage.CloseAsync(new PopupResult(false), CancellationToken.None));
+		await Assert.ThrowsAnyAsync<InvalidPopupOperationException>(async () => await firstPopupPage.CloseAsync(new PopupResult(false), CancellationToken.None));
+		await Assert.ThrowsAnyAsync<InvalidOperationException>(async () => await firstPopupPage.CloseAsync(new PopupResult(false), CancellationToken.None));
+		Assert.False(wasPopupPageClosed);
+
+		async void HandlePageNavigatedTo(object? sender, NavigatedToEventArgs e)
+		{
+			if (!e.WasPreviousPageACommunityToolkitPopupPage())
+			{
+				await customNavigationPage.Navigation.PushModalAsync(firstPopupPage);
+			}
+		}
+
+		void HandlePopupPageClosed(object? sender, IPopupResult e)
+		{
+			wasPopupPageClosed = true;
+		}
+	}
+
+	[Fact]
+	public async Task PopupPageT_CloseAfterAdditionalModalPageToCustomNavigationPage_ShouldThrowPopupNotFound()
+	{
+		// Arrange
+		if (Application.Current?.Windows[0].Page?.Navigation is not INavigation navigation)
+		{
+			throw new InvalidOperationException("Unable to locate Navigation page");
+		}
+
+		bool wasPopupPageClosed = false;
+
+		var view = new ContentView();
+		var popupOptions = new MockPopupOptions();
+		var popupPage = new PopupPage<string>(view, popupOptions);
+		popupPage.PopupClosed += HandlePopupPageClosed;
+
+		var onAppearingPage = new ContentPage();
+		var customNavigationPage = new NavigationPage(onAppearingPage);
+		onAppearingPage.NavigatedTo += HandlePageNavigatedTo;
+
+		// Act
+		await Shell.Current.Navigation.PushModalAsync(customNavigationPage, true);
+		await customNavigationPage.Navigation.PushModalAsync(new ContentPage());
+
+		// Assert
+		await Assert.ThrowsAsync<PopupNotFoundException>(async () => await popupPage.CloseAsync(new PopupResult(false), CancellationToken.None));
+		await Assert.ThrowsAnyAsync<InvalidPopupOperationException>(async () => await popupPage.CloseAsync(new PopupResult(false), CancellationToken.None));
+		await Assert.ThrowsAnyAsync<InvalidOperationException>(async () => await popupPage.CloseAsync(new PopupResult(false), CancellationToken.None));
+		Assert.False(wasPopupPageClosed);
+
+		async void HandlePageNavigatedTo(object? sender, NavigatedToEventArgs e)
+		{
+			if (!e.WasPreviousPageACommunityToolkitPopupPage())
+			{
+				await customNavigationPage.Navigation.PushModalAsync(popupPage);
+			}
+		}
+
+		void HandlePopupPageClosed(object? sender, IPopupResult e)
+		{
+			wasPopupPageClosed = true;
+		}
+	}
+
 	[Fact]
 	public void PopupPageT_Close_ShouldThrowOperationCanceledException_WhenTokenIsCancelled()
 	{
diff --git a/src/CommunityToolkit.Maui/Views/Popup/PopupPage.shared.cs b/src/CommunityToolkit.Maui/Views/Popup/PopupPage.shared.cs
index fc00b1ae89..d711bdaedb 100644
--- a/src/CommunityToolkit.Maui/Views/Popup/PopupPage.shared.cs
+++ b/src/CommunityToolkit.Maui/Views/Popup/PopupPage.shared.cs
@@ -1,12 +1,12 @@
 using System.ComponentModel;
 using System.Globalization;
-using System.Windows.Input;
 using CommunityToolkit.Maui.Converters;
 using CommunityToolkit.Maui.Core;
-using CommunityToolkit.Maui.Extensions;
 using Microsoft.Maui.Controls.PlatformConfiguration;
 using Microsoft.Maui.Controls.PlatformConfiguration.iOSSpecific;
 using Microsoft.Maui.Controls.Shapes;
+using NavigationPage = Microsoft.Maui.Controls.NavigationPage;
+using Page = Microsoft.Maui.Controls.Page;
 
 namespace CommunityToolkit.Maui.Views;
 
@@ -66,6 +66,7 @@ public PopupPage(Popup popup, IPopupOptions? popupOptions)
 
 		Shell.SetPresentationMode(this, PresentationMode.ModalNotAnimated);
 		On<iOS>().SetModalPresentationStyle(UIModalPresentationStyle.OverFullScreen);
+		NavigationPage.SetHasNavigationBar(this, false);
 	}
 
 	public event EventHandler<IPopupResult>? PopupClosed;
@@ -81,17 +82,28 @@ public async Task CloseAsync(PopupResult result, CancellationToken token = defau
 		// It may feel a bit redundant, given that we again call `ThrowIfCancellationRequested` later in this method, however, this ensures we propagate the correct Exception to the developer.
 		token.ThrowIfCancellationRequested();
 
-		var popupPageToClose = Navigation.ModalStack.OfType<PopupPage>().LastOrDefault(popupPage => popupPage.Content == Content);
-
-		if (popupPageToClose is null)
+		// Handle edge case where a Popup was pushed inside a custom IPageContainer (e.g. a NavigationPage) on the Modal Stack
+		var customPageContainer = Navigation.ModalStack.OfType<IPageContainer<Page>>().LastOrDefault();
+		if (customPageContainer is not null && customPageContainer.CurrentPage is not PopupPage)
 		{
 			throw new PopupNotFoundException();
 		}
 
-		if (Navigation.ModalStack[^1] is Microsoft.Maui.Controls.Page currentVisibleModalPage
-			&& currentVisibleModalPage != popupPageToClose)
+		var popupPageToClose = customPageContainer?.CurrentPage as PopupPage
+							   ?? Navigation.ModalStack.OfType<PopupPage>().LastOrDefault()
+							   ?? throw new PopupNotFoundException();
+
+		// PopModalAsync will pop the last (top) page from the ModalStack
+		// Ensure that the PopupPage the user is attempting to close is the last (top) page on the Modal stack before calling Navigation.PopModalAsync
+		if (Navigation.ModalStack[^1] is IPageContainer<Page> { CurrentPage: PopupPage visiblePopupPageInCustomPageContainer }
+			 && visiblePopupPageInCustomPageContainer.Content != Content)
+		{
+			throw new PopupBlockedException(popupPageToClose);
+		}
+		else if (Navigation.ModalStack[^1] is ContentPage currentVisibleModalPage
+				 && currentVisibleModalPage.Content != Content)
 		{
-			throw new PopupBlockedException(currentVisibleModalPage);
+			throw new PopupBlockedException(popupPageToClose);
 		}
 
 		// We call `.ThrowIfCancellationRequested()` again to avoid a race condition where a developer cancels the CancellationToken after we check for an InvalidOperationException