diff --git a/samples/CommunityToolkit.Maui.Sample/AppShell.xaml.cs b/samples/CommunityToolkit.Maui.Sample/AppShell.xaml.cs
index 65543b4fd..22db9606f 100644
--- a/samples/CommunityToolkit.Maui.Sample/AppShell.xaml.cs
+++ b/samples/CommunityToolkit.Maui.Sample/AppShell.xaml.cs
@@ -122,6 +122,7 @@ public partial class AppShell : Shell
 		CreateViewModelMapping<LazyViewPage, LazyViewViewModel, ViewsGalleryPage, ViewsGalleryViewModel>(),
 		CreateViewModelMapping<MediaElementPage, MediaElementViewModel, ViewsGalleryPage, ViewsGalleryViewModel>(),
 
+		CreateViewModelMapping<CustomSizeAndPositionPopupPage, CustomSizeAndPositionPopupViewModel, ViewsGalleryPage, ViewsGalleryViewModel>(),
 		CreateViewModelMapping<MultiplePopupPage, MultiplePopupViewModel, ViewsGalleryPage, ViewsGalleryViewModel>(),
 		CreateViewModelMapping<PopupAnchorPage, PopupAnchorViewModel, ViewsGalleryPage, ViewsGalleryViewModel>(),
 		CreateViewModelMapping<PopupLayoutAlignmentPage, PopupLayoutAlignmentViewModel, ViewsGalleryPage, ViewsGalleryViewModel>(),
diff --git a/samples/CommunityToolkit.Maui.Sample/MauiProgram.cs b/samples/CommunityToolkit.Maui.Sample/MauiProgram.cs
index fe6d14c15..6a01ed0fe 100644
--- a/samples/CommunityToolkit.Maui.Sample/MauiProgram.cs
+++ b/samples/CommunityToolkit.Maui.Sample/MauiProgram.cs
@@ -185,6 +185,7 @@ static void RegisterViewsAndViewModels(in IServiceCollection services)
 		services.AddTransientWithShellRoute<LazyViewPage, LazyViewViewModel>();
 		services.AddTransientWithShellRoute<MediaElementPage, MediaElementViewModel>();
 
+		services.AddTransientWithShellRoute<CustomSizeAndPositionPopupPage, CustomSizeAndPositionPopupViewModel>();
 		services.AddTransientWithShellRoute<MultiplePopupPage, MultiplePopupViewModel>();
 		services.AddTransientWithShellRoute<PopupAnchorPage, PopupAnchorViewModel>();
 		services.AddTransientWithShellRoute<PopupLayoutAlignmentPage, PopupLayoutAlignmentViewModel>();
diff --git a/samples/CommunityToolkit.Maui.Sample/Pages/Views/Popup/CustomSizeAndPositionPopupPage.xaml b/samples/CommunityToolkit.Maui.Sample/Pages/Views/Popup/CustomSizeAndPositionPopupPage.xaml
new file mode 100644
index 000000000..ab6239c27
--- /dev/null
+++ b/samples/CommunityToolkit.Maui.Sample/Pages/Views/Popup/CustomSizeAndPositionPopupPage.xaml
@@ -0,0 +1,196 @@
+<?xml version="1.0" encoding="utf-8"?>
+
+<pages:BasePage xmlns="http://schemas.microsoft.com/dotnet/2021/maui"
+                xmlns:x="http://schemas.microsoft.com/winfx/2009/xaml"
+                xmlns:pages="clr-namespace:CommunityToolkit.Maui.Sample.Pages"
+                xmlns:viewModels="clr-namespace:CommunityToolkit.Maui.Sample.ViewModels.Views"
+                x:Class="CommunityToolkit.Maui.Sample.Pages.Views.CustomSizeAndPositionPopupPage"
+                Title="Custom Popup Size and Position"
+                x:TypeArguments="viewModels:CustomSizeAndPositionPopupViewModel"
+                x:DataType="viewModels:CustomSizeAndPositionPopupViewModel">
+
+    <ContentPage.Resources>
+        <ControlTemplate x:Key="RadioButtonTemplate">
+            <Border Stroke="#F3F2F1"
+                    StrokeThickness="2"
+                    StrokeShape="RoundRectangle 10"
+                    BackgroundColor="#F3F2F1"
+                    HeightRequest="90"
+                    WidthRequest="90"
+                    HorizontalOptions="Start"
+                    VerticalOptions="Start">
+                <VisualStateManager.VisualStateGroups>
+                    <VisualStateGroupList>
+                        <VisualStateGroup x:Name="CheckedStates">
+                            <VisualState x:Name="Checked">
+                                <VisualState.Setters>
+                                    <Setter TargetName="check"
+                                            Property="Opacity"
+                                            Value="1" />
+                                </VisualState.Setters>
+                            </VisualState>
+                            <VisualState x:Name="Unchecked">
+                                <VisualState.Setters>
+                                    <Setter TargetName="check"
+                                            Property="Opacity"
+                                            Value="0" />
+                                </VisualState.Setters>
+                            </VisualState>
+                        </VisualStateGroup>
+                    </VisualStateGroupList>
+                </VisualStateManager.VisualStateGroups>
+                <Grid Margin="4"
+                      WidthRequest="90"
+                      BackgroundColor="Transparent">
+                    <Grid Margin="0,0,4,0"
+                          WidthRequest="18"
+                          HeightRequest="18"
+                          HorizontalOptions="End"
+                          VerticalOptions="Start">
+                        <Ellipse Stroke="Blue"
+                                 Fill="White"
+                                 WidthRequest="16"
+                                 HeightRequest="16"
+                                 HorizontalOptions="Center"
+                                 VerticalOptions="Center" />
+                        <Ellipse x:Name="check"
+                                 Fill="Blue"
+                                 WidthRequest="8"
+                                 HeightRequest="8"
+                                 HorizontalOptions="Center"
+                                 VerticalOptions="Center" />
+                    </Grid>
+                    <ContentPresenter />
+                </Grid>
+            </Border>
+        </ControlTemplate>
+
+        <Style TargetType="RadioButton">
+            <Setter Property="ControlTemplate"
+                    Value="{StaticResource RadioButtonTemplate}" />
+        </Style>
+    </ContentPage.Resources>
+
+    <Grid RowDefinitions="24,100,24,100,24,36,24,36,44"
+          ColumnDefinitions="*,*,*,*"
+          RowSpacing="8"
+          ColumnSpacing="4">
+
+        <Label Grid.Row="0"
+               Grid.ColumnSpan="4"
+               Text="HorizontalOptions"
+               VerticalOptions="Center"
+               FontAttributes="Bold" />
+
+        <RadioButton Grid.Row="1"
+                     Grid.Column="0"
+                     IsChecked="{Binding IsStartHorizontalOptionSelected}"
+                     GroupName="HorizontalRadioButtonGroup">
+            <RadioButton.Content>
+                <Label Text="Start" TextColor="Black" VerticalTextAlignment="Center" Margin="4,0,0,0" />
+            </RadioButton.Content>
+        </RadioButton>
+
+        <RadioButton Grid.Row="1"
+                     Grid.Column="1"
+                     IsChecked="{Binding IsCenterHorizontalOptionSelected}"
+                     GroupName="HorizontalRadioButtonGroup">
+            <RadioButton.Content>
+                <Label Text="Center" TextColor="Black" VerticalTextAlignment="Center" Margin="4,0,0,0" />
+            </RadioButton.Content>
+        </RadioButton>
+
+        <RadioButton Grid.Row="1"
+                     Grid.Column="2"
+                     IsChecked="{Binding IsEndHorizontalOptionSelected}"
+                     GroupName="HorizontalRadioButtonGroup">
+            <RadioButton.Content>
+                <Label Text="End" TextColor="Black" VerticalTextAlignment="Center" Margin="4,0,0,0" />
+            </RadioButton.Content>
+        </RadioButton>
+
+        <RadioButton Grid.Row="1"
+                     Grid.Column="3"
+                     IsChecked="{Binding IsFillHorizontalOptionSelected}"
+                     GroupName="HorizontalRadioButtonGroup">
+            <RadioButton.Content>
+                <Label Text="Fill" TextColor="Black" VerticalTextAlignment="Center" Margin="4,0,0,0" />
+            </RadioButton.Content>
+        </RadioButton>
+
+        <Label Text="VerticalOptions"
+               VerticalOptions="Center"
+               FontAttributes="Bold"
+               Grid.Row="2"
+               Grid.ColumnSpan="4" />
+
+        <RadioButton Grid.Row="3"
+                     Grid.Column="0"
+                     IsChecked="{Binding IsStartVerticalOptionSelected}"
+                     GroupName="VerticalRadioButtonGroup">
+            <RadioButton.Content>
+                <Label Text="Start" TextColor="Black" VerticalTextAlignment="Center" Margin="4,0,0,0" />
+            </RadioButton.Content>
+        </RadioButton>
+
+        <RadioButton Grid.Row="3"
+                     Grid.Column="1"
+                     IsChecked="{Binding IsCenterVerticalOptionSelected}"
+                     GroupName="VerticalRadioButtonGroup">
+            <RadioButton.Content>
+                <Label Text="Center" TextColor="Black" VerticalTextAlignment="Center" Margin="4,0,0,0" />
+            </RadioButton.Content>
+        </RadioButton>
+
+        <RadioButton Grid.Row="3"
+                     Grid.Column="2"
+                     IsChecked="{Binding IsEndVerticalOptionSelected}"
+                     GroupName="VerticalRadioButtonGroup">
+            <RadioButton.Content>
+                <Label Text="End" TextColor="Black" VerticalTextAlignment="Center" Margin="4,0,0,0" />
+            </RadioButton.Content>
+        </RadioButton>
+
+        <RadioButton Grid.Row="3"
+                     Grid.Column="3"
+                     IsChecked="{Binding IsFillVerticalOptionSelected}"
+                     GroupName="VerticalRadioButtonGroup">
+            <RadioButton.Content>
+                <Label Text="Fill" TextColor="Black" VerticalTextAlignment="Center" Margin="4,0,0,0" />
+            </RadioButton.Content>
+        </RadioButton>
+
+        <Label Grid.Row="4"
+               Grid.ColumnSpan="4"
+               Text="Width"
+               VerticalOptions="Center"
+               FontAttributes="Bold" />
+
+        <Entry Grid.Row="5"
+               Grid.Column="0"
+               Text="{Binding Width}"
+               Placeholder="100"
+               Keyboard="Numeric"
+               HorizontalTextAlignment="End" />
+
+        <Label Grid.Row="6"
+               Grid.ColumnSpan="4"
+               Text="Height"
+               VerticalOptions="Center"
+               FontAttributes="Bold" />
+
+        <Entry Grid.Row="7"
+               Grid.Column="0"
+               Text="{Binding Height}"
+               Placeholder="100"
+               Keyboard="Numeric"
+               HorizontalTextAlignment="End" />
+
+        <Button Grid.Row="8"
+                Grid.ColumnSpan="4"
+                Text="Show"
+                TextColor="White"
+                HorizontalOptions="Center"
+                Command="{Binding ExecuteShowButtonCommand, Mode=OneTime}" />
+    </Grid>
+</pages:BasePage>
\ No newline at end of file
diff --git a/samples/CommunityToolkit.Maui.Sample/Pages/Views/Popup/CustomSizeAndPositionPopupPage.xaml.cs b/samples/CommunityToolkit.Maui.Sample/Pages/Views/Popup/CustomSizeAndPositionPopupPage.xaml.cs
new file mode 100644
index 000000000..9b5679e6b
--- /dev/null
+++ b/samples/CommunityToolkit.Maui.Sample/Pages/Views/Popup/CustomSizeAndPositionPopupPage.xaml.cs
@@ -0,0 +1,11 @@
+using CommunityToolkit.Maui.Sample.ViewModels.Views;
+
+namespace CommunityToolkit.Maui.Sample.Pages.Views;
+
+public partial class CustomSizeAndPositionPopupPage : BasePage<CustomSizeAndPositionPopupViewModel>
+{
+	public CustomSizeAndPositionPopupPage(CustomSizeAndPositionPopupViewModel viewModel) : base(viewModel)
+	{
+		InitializeComponent();
+	}
+}
\ No newline at end of file
diff --git a/samples/CommunityToolkit.Maui.Sample/Pages/Views/Popup/PopupPositionPage.xaml b/samples/CommunityToolkit.Maui.Sample/Pages/Views/Popup/PopupPositionPage.xaml
index 6f8979d27..fe5b53bdf 100644
--- a/samples/CommunityToolkit.Maui.Sample/Pages/Views/Popup/PopupPositionPage.xaml
+++ b/samples/CommunityToolkit.Maui.Sample/Pages/Views/Popup/PopupPositionPage.xaml
@@ -24,15 +24,16 @@
     </ContentPage.Resources>
 
     <ScrollView>
-        <Grid ColumnDefinitions="Auto, Auto, Auto"
+        <Grid ColumnDefinitions="*,*,*"
                 HorizontalOptions="Center"
-                RowDefinitions="Auto, Auto, Auto, Auto"
+                RowDefinitions="*,*,*,*"
                 VerticalOptions="Center">
 
         <Label  Grid.Row="0"
                 Grid.ColumnSpan="3"
                 Style="{StaticResource Header}"
-                Text="Popup's can be positioned anywhere on the screen using VerticalOptions and HorizontalOptions. Tap the arrows below to see how this works." />
+                Text="Popup's can be positioned anywhere on the screen using VerticalOptions and HorizontalOptions. Tap the arrows below to see how this works." 
+                HorizontalTextAlignment="Center"/>
 
         <Button Grid.Row="1"
                     Grid.Column="0"
diff --git a/samples/CommunityToolkit.Maui.Sample/ViewModels/Views/Popup/CustomSizeAndPositionPopupViewModel.cs b/samples/CommunityToolkit.Maui.Sample/ViewModels/Views/Popup/CustomSizeAndPositionPopupViewModel.cs
new file mode 100644
index 000000000..a4030f49d
--- /dev/null
+++ b/samples/CommunityToolkit.Maui.Sample/ViewModels/Views/Popup/CustomSizeAndPositionPopupViewModel.cs
@@ -0,0 +1,75 @@
+using CommunityToolkit.Maui.Sample.Views.Popups;
+using CommunityToolkit.Maui.Views;
+using CommunityToolkit.Mvvm.ComponentModel;
+using CommunityToolkit.Mvvm.Input;
+
+namespace CommunityToolkit.Maui.Sample.ViewModels.Views;
+
+public partial class CustomSizeAndPositionPopupViewModel : BaseViewModel
+{
+	[ObservableProperty, NotifyCanExecuteChangedFor(nameof(ExecuteShowButtonCommand))]
+	double height = 100, width = 100;
+
+	[ObservableProperty, NotifyCanExecuteChangedFor(nameof(ExecuteShowButtonCommand))]
+	bool isStartHorizontalOptionSelected = true, isCenterHorizontalOptionSelected, isEndHorizontalOptionSelected, isFillHorizontalOptionSelected,
+		isStartVerticalOptionSelected = true, isCenterVerticalOptionSelected, isEndVerticalOptionSelected, isFillVerticalOptionSelected;
+
+	[RelayCommand(CanExecute = nameof(CanShowButtonExecute))]
+	public Task ExecuteShowButton()
+	{
+		Microsoft.Maui.Primitives.LayoutAlignment? verticalOptions = null, horizontalOptions = null;
+
+		if (IsStartVerticalOptionSelected)
+		{
+			verticalOptions = Microsoft.Maui.Primitives.LayoutAlignment.Start;
+		}
+		if (IsCenterVerticalOptionSelected)
+		{
+			verticalOptions = Microsoft.Maui.Primitives.LayoutAlignment.Center;
+		}
+		if (IsEndVerticalOptionSelected)
+		{
+			verticalOptions = Microsoft.Maui.Primitives.LayoutAlignment.End;
+		}
+		if (IsFillVerticalOptionSelected)
+		{
+			verticalOptions = Microsoft.Maui.Primitives.LayoutAlignment.Fill;
+		}
+
+		ArgumentNullException.ThrowIfNull(verticalOptions);
+
+		if (IsStartHorizontalOptionSelected)
+		{
+			horizontalOptions = Microsoft.Maui.Primitives.LayoutAlignment.Start;
+		}
+		if (IsCenterHorizontalOptionSelected)
+		{
+			horizontalOptions = Microsoft.Maui.Primitives.LayoutAlignment.Center;
+		}
+		if (IsEndHorizontalOptionSelected)
+		{
+			horizontalOptions = Microsoft.Maui.Primitives.LayoutAlignment.End;
+		}
+		if (IsFillHorizontalOptionSelected)
+		{
+			horizontalOptions = Microsoft.Maui.Primitives.LayoutAlignment.Fill;
+		}
+
+		ArgumentNullException.ThrowIfNull(horizontalOptions);
+
+		var popup = new RedBlueBoxPopup
+		{
+			Size = new Size(Width, Height),
+			VerticalOptions = verticalOptions.Value,
+			HorizontalOptions = horizontalOptions.Value
+		};
+
+		return Shell.Current.ShowPopupAsync(popup);
+	}
+
+	// Ensure at least one Horizontal Option is selected, one Vertical Option is selected, Height > 0, and Width > 0
+	bool CanShowButtonExecute() => (IsStartHorizontalOptionSelected || IsCenterHorizontalOptionSelected || IsEndHorizontalOptionSelected || IsFillHorizontalOptionSelected)
+		&& (IsStartVerticalOptionSelected || IsCenterVerticalOptionSelected || IsEndVerticalOptionSelected || IsFillVerticalOptionSelected)
+		&& Height > 0
+		&& Width > 0;
+}
\ No newline at end of file
diff --git a/samples/CommunityToolkit.Maui.Sample/ViewModels/Views/ViewsGalleryViewModel.cs b/samples/CommunityToolkit.Maui.Sample/ViewModels/Views/ViewsGalleryViewModel.cs
index bfcca0c41..3dd143937 100644
--- a/samples/CommunityToolkit.Maui.Sample/ViewModels/Views/ViewsGalleryViewModel.cs
+++ b/samples/CommunityToolkit.Maui.Sample/ViewModels/Views/ViewsGalleryViewModel.cs
@@ -19,6 +19,7 @@ public ViewsGalleryViewModel()
 			SectionModel.Create<AvatarViewShadowsViewModel>("AvatarView Shadows Page", Colors.Red, "A page demonstrating AvatarViews with various shadow options."),
 			SectionModel.Create<AvatarViewShapesViewModel>("AvatarView Shapes Page", Colors.Red, "A page demonstrating AvatarViews with various shape options."),
 			SectionModel.Create<AvatarViewSizesViewModel>("AvatarView Sizes Page", Colors.Red, "A page demonstrating AvatarViews with various size options."),
+			SectionModel.Create<CustomSizeAndPositionPopupViewModel>("Custom Size and Positioning Popup", Colors.Red, "Displays a basic popup anywhere on the screen with a custom size using VerticalOptions and HorizontalOptions."),
 			SectionModel.Create<DrawingViewViewModel>("DrawingView", Colors.Red, "DrawingView provides a canvas for users to \"paint\" on the screen. The drawing can also be captured and displayed as an Image."),
 			SectionModel.Create<ExpanderViewModel>("Expander Page", Colors.Red, "Expander allows collapse and expand content."),
 			SectionModel.Create<BasicMapsViewModel>("Windows Maps Basic Page", Colors.Red, "A page demonstrating a basic example of .NET MAUI Maps for Windows."),
diff --git a/src/CommunityToolkit.Maui.Core/Handlers/Popup/PopupHandler.macios.cs b/src/CommunityToolkit.Maui.Core/Handlers/Popup/PopupHandler.macios.cs
index d15d4f7c5..306cbda1e 100644
--- a/src/CommunityToolkit.Maui.Core/Handlers/Popup/PopupHandler.macios.cs
+++ b/src/CommunityToolkit.Maui.Core/Handlers/Popup/PopupHandler.macios.cs
@@ -13,10 +13,10 @@ public partial class PopupHandler : ElementHandler<IPopup, MauiPopup>
 	/// <param name="result">The result that should return from this Popup.</param>
 	public static async void MapOnClosed(PopupHandler handler, IPopup view, object? result)
 	{
-		var vc = handler.PlatformView.ViewController;
-		if (vc is not null)
+		var presentationController = handler.PlatformView.PresentationController;
+		if (presentationController?.PresentedViewController is UIViewController presentationViewController)
 		{
-			await vc.DismissViewControllerAsync(true);
+			await presentationViewController.DismissViewControllerAsync(true);
 		}
 
 		view.HandlerCompleteTCS.TrySetResult();
diff --git a/src/CommunityToolkit.Maui.Core/Views/Popup/MauiPopup.macios.cs b/src/CommunityToolkit.Maui.Core/Views/Popup/MauiPopup.macios.cs
index fc9cea7c6..70c0c36b1 100644
--- a/src/CommunityToolkit.Maui.Core/Views/Popup/MauiPopup.macios.cs
+++ b/src/CommunityToolkit.Maui.Core/Views/Popup/MauiPopup.macios.cs
@@ -95,8 +95,13 @@ public void SetElement(IPopup element)
 		_ = View ?? throw new InvalidOperationException($"{nameof(View)} cannot be null.");
 		_ = VirtualView ?? throw new InvalidOperationException($"{nameof(VirtualView)} cannot be null.");
 
+#if MACCATALYST
 		var pagehandler = VirtualView.Parent.Handler as PageHandler;
 		var rootViewController = pagehandler?.ViewController ?? WindowStateManager.Default.GetCurrentUIViewController() ?? throw new InvalidOperationException($"{nameof(PageHandler.ViewController)} cannot be null.");
+#else
+		var rootViewController = WindowStateManager.Default.GetCurrentUIViewController() ?? throw new InvalidOperationException($"{nameof(PageHandler.ViewController)} cannot be null.");
+#endif
+
 		ViewController ??= rootViewController;
 		SetDimmingBackgroundEffect();
 	}
diff --git a/src/CommunityToolkit.Maui.Core/Views/Popup/PopupExtensions.android.cs b/src/CommunityToolkit.Maui.Core/Views/Popup/PopupExtensions.android.cs
index e8c574d69..1340e72aa 100644
--- a/src/CommunityToolkit.Maui.Core/Views/Popup/PopupExtensions.android.cs
+++ b/src/CommunityToolkit.Maui.Core/Views/Popup/PopupExtensions.android.cs
@@ -4,7 +4,6 @@
 using Android.Views;
 using Microsoft.Maui.Platform;
 using AColorRes = Android.Resource.Color;
-using AInsets = Android.Graphics.Insets;
 using APoint = Android.Graphics.Point;
 using ARect = Android.Graphics.Rect;
 using AView = Android.Views.View;
@@ -17,6 +16,10 @@ namespace CommunityToolkit.Maui.Core.Views;
 /// </summary>
 public static class PopupExtensions
 {
+	static APoint realSize = new();
+	static APoint displaySize = new();
+	static ARect contentRect = new();
+
 	/// <summary>
 	/// Method to update the <see cref="IPopup.Anchor"/> view.
 	/// </summary>
@@ -114,79 +117,18 @@ public static void SetSize(this Dialog dialog, in IPopup popup, in AView contain
 			realContentWidth = 0,
 			realContentHeight = 0;
 
-		CalculateSizes(popup, context, ref realWidth, ref realHeight, ref realContentWidth, ref realContentHeight);
-
-		if (windowManager is not null)
-		{
-			int windowWidth;
-			int windowHeight;
-			int statusBarHeight;
-			int navigationBarHeight;
-
-			if (OperatingSystem.IsAndroidVersionAtLeast((int)BuildVersionCodes.R))
-			{
-				var windowMetrics = windowManager.CurrentWindowMetrics;
-				var windowInsets = windowMetrics.WindowInsets.GetInsetsIgnoringVisibility(WindowInsets.Type.SystemBars());
-				windowWidth = windowMetrics.Bounds.Width();
-				windowHeight = windowMetrics.Bounds.Height();
-				statusBarHeight = windowInsets.Top;
-				navigationBarHeight = windowHeight < windowWidth ? windowInsets.Left + windowInsets.Right : windowInsets.Bottom;
-			}
-			else if (windowManager.DefaultDisplay is null)
-			{
-				throw new InvalidOperationException($"{nameof(IWindowManager)}.{nameof(IWindowManager.DefaultDisplay)} cannot be null");
-			}
-			else
-			{
-				APoint realSize = new();
-				APoint displaySize = new();
-				ARect contentRect = new();
-
-				windowManager.DefaultDisplay.GetRealSize(realSize);
-				windowManager.DefaultDisplay.GetSize(displaySize);
-				decorView.GetWindowVisibleDisplayFrame(contentRect);
-
-				windowWidth = realSize.X;
-				windowHeight = realSize.Y;
-				statusBarHeight = contentRect.Top;
-
-				navigationBarHeight = realSize.Y < realSize.X
-										? (realSize.X - displaySize.X)
-										: (realSize.Y - displaySize.Y);
-			}
+		var windowSize = GetWindowSize(windowManager, decorView);
 
-			realWidth = realWidth <= (windowWidth - (windowHeight < windowWidth ? navigationBarHeight : 0)) ? realWidth : (int)(windowWidth - (windowHeight < windowWidth ? navigationBarHeight : 0));
-			realHeight = realHeight <= (windowHeight - ((windowHeight < windowWidth ? 0 : navigationBarHeight) + statusBarHeight)) ? realHeight : (int)(windowHeight - ((windowHeight < windowWidth ? 0 : navigationBarHeight) + statusBarHeight));
-			window.SetLayout(realWidth, realHeight);
-		}
+		CalculateSizes(popup, context, windowSize, ref realWidth, ref realHeight, ref realContentWidth, ref realContentHeight);
+		window.SetLayout(realWidth, realHeight);
 
 		var childLayoutParams = (FrameLayout.LayoutParams)(child.LayoutParameters ?? throw new InvalidOperationException($"{nameof(child.LayoutParameters)} cannot be null"));
 		childLayoutParams.Width = realWidth;
 		childLayoutParams.Height = realHeight;
 		child.LayoutParameters = childLayoutParams;
 
-		if (realContentWidth > -1)
-		{
-			var inputMeasuredWidth = realContentWidth > realWidth ? realWidth : realContentWidth;
-			container.Measure(inputMeasuredWidth, (int)MeasureSpecMode.Unspecified);
-			horizontalParams = container.MeasuredWidth;
-		}
-		else
-		{
-			container.Measure(realWidth, (int)MeasureSpecMode.Unspecified);
-			horizontalParams = container.MeasuredWidth > realWidth ? realWidth : container.MeasuredWidth;
-		}
-
-		if (realContentHeight > -1)
-		{
-			verticalParams = realContentHeight;
-		}
-		else
-		{
-			var inputMeasuredWidth = realContentWidth > -1 ? horizontalParams : realWidth;
-			container.Measure(inputMeasuredWidth, (int)MeasureSpecMode.Unspecified);
-			verticalParams = container.MeasuredHeight > realHeight ? realHeight : container.MeasuredHeight;
-		}
+		horizontalParams = realWidth;
+		verticalParams = realHeight;
 
 		var containerLayoutParams = new FrameLayout.LayoutParams(horizontalParams, verticalParams);
 
@@ -227,29 +169,47 @@ public static void SetSize(this Dialog dialog, in IPopup popup, in AView contain
 		container.LayoutParameters = containerLayoutParams;
 
 
-		static void CalculateSizes(IPopup popup, Context context, ref int realWidth, ref int realHeight, ref int realContentWidth, ref int realContentHeight)
+		static void CalculateSizes(IPopup popup, Context context, Size windowSize, ref int realWidth, ref int realHeight, ref int realContentWidth, ref int realContentHeight)
 		{
 			ArgumentNullException.ThrowIfNull(popup.Content);
 
-			if (!popup.Size.IsZero)
+			var density = context.Resources?.DisplayMetrics?.Density ?? throw new InvalidOperationException($"Unable to determine density. {nameof(context.Resources.DisplayMetrics)} cannot be null");
+
+			if (popup.Size.IsZero)
 			{
-				realWidth = (int)context.ToPixels(popup.Size.Width);
-				realHeight = (int)context.ToPixels(popup.Size.Height);
+				if (double.IsNaN(popup.Content.Width) || double.IsNaN(popup.Content.Height))
+				{
+					var size = popup.Content.Measure(windowSize.Width / density, windowSize.Height / density);
+					realContentWidth = (int)context.ToPixels(size.Width);
+					realContentHeight = (int)context.ToPixels(size.Height);
+
+					if (double.IsNaN(popup.Content.Width))
+					{
+						realContentWidth = popup.HorizontalOptions == LayoutAlignment.Fill ? (int)windowSize.Width : realContentWidth;
+					}
+					if (double.IsNaN(popup.Content.Height))
+					{
+						realContentHeight = popup.VerticalOptions == LayoutAlignment.Fill ? (int)windowSize.Height : realContentHeight;
+					}
+				}
+				else
+				{
+					realContentWidth = (int)context.ToPixels(popup.Content.Width);
+					realContentHeight = (int)context.ToPixels(popup.Content.Height);
+				}
 			}
-			if (double.IsNaN(popup.Content.Width) || double.IsNaN(popup.Content.Height))
+			else
 			{
-				var size = popup.Content.Measure(double.PositiveInfinity, double.PositiveInfinity);
+				realWidth = (int)context.ToPixels(popup.Size.Width);
+				realHeight = (int)context.ToPixels(popup.Size.Height);
+
+				var size = popup.Content.Measure(popup.Size.Width, popup.Size.Height);
 				realContentWidth = (int)context.ToPixels(size.Width);
 				realContentHeight = (int)context.ToPixels(size.Height);
 			}
-			else
-			{
-				realContentWidth = (int)context.ToPixels(popup.Content.Width);
-				realContentHeight = (int)context.ToPixels(popup.Content.Height);
-			}
 
-			realWidth = realWidth is 0 ? realContentWidth : realWidth;
-			realHeight = realHeight is 0 ? realContentHeight : realHeight;
+			realWidth = Math.Min(realWidth is 0 ? realContentWidth : realWidth, (int)windowSize.Width);
+			realHeight = Math.Min(realHeight is 0 ? realContentHeight : realHeight, (int)windowSize.Height);
 
 			if (realHeight is 0 || realWidth is 0)
 			{
@@ -257,6 +217,49 @@ static void CalculateSizes(IPopup popup, Context context, ref int realWidth, ref
 				realHeight = (int)(context.Resources?.DisplayMetrics?.HeightPixels * 0.6 ?? throw new InvalidOperationException($"Unable to determine height. {nameof(context.Resources.DisplayMetrics)} cannot be null"));
 			}
 		}
+
+		static Size GetWindowSize(IWindowManager? windowManager, ViewGroup decorView)
+		{
+			ArgumentNullException.ThrowIfNull(windowManager);
+
+			int windowWidth;
+			int windowHeight;
+			int statusBarHeight;
+			int navigationBarHeight;
+
+			if (OperatingSystem.IsAndroidVersionAtLeast((int)BuildVersionCodes.R))
+			{
+				var windowMetrics = windowManager.CurrentWindowMetrics;
+				var windowInsets = windowMetrics.WindowInsets.GetInsetsIgnoringVisibility(WindowInsets.Type.SystemBars());
+				windowWidth = windowMetrics.Bounds.Width();
+				windowHeight = windowMetrics.Bounds.Height();
+				statusBarHeight = windowInsets.Top;
+				navigationBarHeight = windowHeight < windowWidth ? windowInsets.Left + windowInsets.Right : windowInsets.Bottom;
+			}
+			else if (windowManager.DefaultDisplay is null)
+			{
+				throw new InvalidOperationException($"{nameof(IWindowManager)}.{nameof(IWindowManager.DefaultDisplay)} cannot be null");
+			}
+			else
+			{
+				windowManager.DefaultDisplay.GetRealSize(realSize);
+				windowManager.DefaultDisplay.GetSize(displaySize);
+				decorView.GetWindowVisibleDisplayFrame(contentRect);
+
+				windowWidth = realSize.X;
+				windowHeight = realSize.Y;
+				statusBarHeight = contentRect.Top;
+
+				navigationBarHeight = realSize.Y < realSize.X
+										? (realSize.X - displaySize.X)
+										: (realSize.Y - displaySize.Y);
+			}
+
+			windowWidth = (windowWidth - (windowHeight < windowWidth ? navigationBarHeight : 0));
+			windowHeight = (windowHeight - ((windowHeight < windowWidth ? 0 : navigationBarHeight) + statusBarHeight));
+
+			return new Size(windowWidth, windowHeight);
+		}
 	}
 
 	static void SetDialogPosition(in IPopup popup, Android.Views.Window window)
diff --git a/src/CommunityToolkit.Maui.Core/Views/Popup/PopupExtensions.macios.cs b/src/CommunityToolkit.Maui.Core/Views/Popup/PopupExtensions.macios.cs
index ec0703781..924f0d43a 100644
--- a/src/CommunityToolkit.Maui.Core/Views/Popup/PopupExtensions.macios.cs
+++ b/src/CommunityToolkit.Maui.Core/Views/Popup/PopupExtensions.macios.cs
@@ -1,7 +1,6 @@
 using System.Runtime.InteropServices;
-using CommunityToolkit.Maui.Core.Extensions;
-using Microsoft.Maui;
 using Microsoft.Maui.Platform;
+using ObjCRuntime;
 
 namespace CommunityToolkit.Maui.Core.Views;
 /// <summary>
@@ -9,6 +8,14 @@ namespace CommunityToolkit.Maui.Core.Views;
 /// </summary>
 public static class PopupExtensions
 {
+	static readonly nfloat defaultPopoverLayoutMargin = 0.0001f;
+
+#if MACCATALYST
+	// https://github.com/CommunityToolkit/Maui/pull/1361#issuecomment-1736487174
+	static nfloat popupMargin = 18f;
+#endif
+
+
 	/// <summary>
 	/// Method to update the <see cref="IPopup.Size"/> of the Popup.
 	/// </summary>
@@ -16,18 +23,59 @@ public static class PopupExtensions
 	/// <param name="popup">An instance of <see cref="IPopup"/>.</param>
 	public static void SetSize(this MauiPopup mauiPopup, in IPopup popup)
 	{
-		if (!popup.Size.IsZero)
+		ArgumentNullException.ThrowIfNull(popup.Content);
+
+		CGRect frame;
+
+		if (mauiPopup.ViewController?.View?.Window is UIWindow window)
+		{
+			frame = window.Frame;
+		}
+		else
+		{
+			frame = UIScreen.MainScreen.Bounds;
+		}
+
+		CGSize currentSize;
+
+		if (popup.Size.IsZero)
 		{
-			mauiPopup.PreferredContentSize = new CGSize(popup.Size.Width, popup.Size.Height);
+			if (double.IsNaN(popup.Content.Width) || double.IsNaN(popup.Content.Height))
+			{
+				var content = popup.Content.ToPlatform(popup.Handler?.MauiContext ?? throw new InvalidOperationException($"{nameof(popup.Handler.MauiContext)} Cannot Be Null"));
+				var contentSize = content.SizeThatFits(new CGSize(frame.Width, frame.Height));
+				var width = contentSize.Width;
+				var height = contentSize.Height;
+
+				if (double.IsNaN(popup.Content.Width))
+				{
+					width = popup.HorizontalOptions == Microsoft.Maui.Primitives.LayoutAlignment.Fill ? frame.Size.Width : width;
+				}
+				if (double.IsNaN(popup.Content.Height))
+				{
+					height = popup.VerticalOptions == Microsoft.Maui.Primitives.LayoutAlignment.Fill ? frame.Size.Height : height;
+				}
+
+				currentSize = new CGSize(width, height);
+			}
+			else
+			{
+				currentSize = new CGSize(popup.Content.Width, popup.Content.Height);
+			}
 		}
-		else if (popup.Content is not null)
+		else
 		{
-			var content = popup.Content;
-			var measure = popup.Content.Measure(double.PositiveInfinity, double.PositiveInfinity);
-			var width = content.Width.IsZeroOrNaN() ? measure.Width : content.Width;
-			var height = content.Height.IsZeroOrNaN() ? measure.Height : content.Height;
-			mauiPopup.PreferredContentSize = new CGSize(width, height);
+			currentSize = new CGSize(popup.Size.Width, popup.Size.Height);
 		}
+
+#if MACCATALYST
+		currentSize.Width = NMath.Min(currentSize.Width, frame.Size.Width - defaultPopoverLayoutMargin * 2 - popupMargin * 2);
+		currentSize.Height = NMath.Min(currentSize.Height, frame.Size.Height - defaultPopoverLayoutMargin * 2 - popupMargin * 2);
+#else
+		currentSize.Width = NMath.Min(currentSize.Width, frame.Size.Width);
+		currentSize.Height = NMath.Min(currentSize.Height, frame.Size.Height);
+#endif
+		mauiPopup.PreferredContentSize = currentSize;
 	}
 
 	/// <summary>
@@ -37,7 +85,7 @@ public static void SetSize(this MauiPopup mauiPopup, in IPopup popup)
 	/// <param name="popup">An instance of <see cref="IPopup"/>.</param>
 	public static void SetBackgroundColor(this MauiPopup mauiPopup, in IPopup popup)
 	{
-		if (mauiPopup.PopoverPresentationController is not null && popup.Color == Colors.Transparent)
+		if (mauiPopup.PopoverPresentationController is not null && Equals(popup.Color, Colors.Transparent))
 		{
 			mauiPopup.PopoverPresentationController.PopoverBackgroundViewType = typeof(TransparentPopoverBackgroundView);
 		}
@@ -97,6 +145,11 @@ public static void SetLayout(this MauiPopup mauiPopup, in IPopup popup)
 			throw new InvalidOperationException("PopoverPresentationController cannot be null");
 		}
 
+#if MACCATALYST
+		var titleBarHeight = mauiPopup.ViewController?.NavigationController?.NavigationBar.Frame.Y ?? 0;
+		var navigationBarHeight = mauiPopup.ViewController?.NavigationController?.NavigationBar.Frame.Size.Height ?? 0;
+#endif
+
 		if (popup.Anchor is null)
 		{
 			nfloat originY;
@@ -104,9 +157,15 @@ public static void SetLayout(this MauiPopup mauiPopup, in IPopup popup)
 			{
 				originY = popup.VerticalOptions switch
 				{
+#if MACCATALYST
+					Microsoft.Maui.Primitives.LayoutAlignment.Start => mauiPopup.PreferredContentSize.Height / 2 - (titleBarHeight + navigationBarHeight - popupMargin),
+					Microsoft.Maui.Primitives.LayoutAlignment.End => frame.Height - mauiPopup.PreferredContentSize.Height / 2 - (titleBarHeight + navigationBarHeight + popupMargin),
+					Microsoft.Maui.Primitives.LayoutAlignment.Center or Microsoft.Maui.Primitives.LayoutAlignment.Fill => frame.GetMidY() - (titleBarHeight + navigationBarHeight),
+#else
 					Microsoft.Maui.Primitives.LayoutAlignment.Start => mauiPopup.PreferredContentSize.Height / 2,
 					Microsoft.Maui.Primitives.LayoutAlignment.End => frame.Height - (mauiPopup.PreferredContentSize.Height / 2),
 					Microsoft.Maui.Primitives.LayoutAlignment.Center or Microsoft.Maui.Primitives.LayoutAlignment.Fill => frame.GetMidY(),
+#endif
 					_ => throw new NotSupportedException($"{nameof(Microsoft.Maui.Primitives.LayoutAlignment)} {popup.VerticalOptions} is not yet supported")
 				};
 			}
@@ -120,9 +179,15 @@ public static void SetLayout(this MauiPopup mauiPopup, in IPopup popup)
 			{
 				originX = popup.HorizontalOptions switch
 				{
+#if MACCATALYST
+					Microsoft.Maui.Primitives.LayoutAlignment.Start => 0f,
+					Microsoft.Maui.Primitives.LayoutAlignment.End => frame.Width - mauiPopup.PreferredContentSize.Width - popupMargin * 2,
+					Microsoft.Maui.Primitives.LayoutAlignment.Center or Microsoft.Maui.Primitives.LayoutAlignment.Fill => frame.GetMidX() - mauiPopup.PreferredContentSize.Width / 2 - popupMargin,
+#else
 					Microsoft.Maui.Primitives.LayoutAlignment.Start => mauiPopup.PreferredContentSize.Width / 2,
 					Microsoft.Maui.Primitives.LayoutAlignment.End => frame.Width - (mauiPopup.PreferredContentSize.Width / 2),
 					Microsoft.Maui.Primitives.LayoutAlignment.Center or Microsoft.Maui.Primitives.LayoutAlignment.Fill => frame.GetMidX(),
+#endif
 					_ => throw new NotSupportedException($"{nameof(Microsoft.Maui.Primitives.LayoutAlignment)} {popup.VerticalOptions} is not yet supported")
 				};
 			}
@@ -131,12 +196,16 @@ public static void SetLayout(this MauiPopup mauiPopup, in IPopup popup)
 				originX = -frame.GetMidX();
 			}
 
+			if (mauiPopup.ViewController?.PopoverPresentationController is UIPopoverPresentationController popoverPresentationController)
+			{
+				mauiPopup.PopoverPresentationController.SourceView = popoverPresentationController.SourceView;
+			}
 			mauiPopup.PopoverPresentationController.SourceRect = new CGRect(originX, originY, 0, 0);
 			mauiPopup.PopoverPresentationController.PermittedArrowDirections = 0;
 			// From the point of view of usability, the top, bottom, left, and right values of UIEdgeInsets cannot all be 0.
 			// If you specify 0 for the top, bottom, left, and right of UIEdgeInsets, the default margins will be added, so 
 			// specify a value as close to 0 here as possible.
-			mauiPopup.PopoverPresentationController.PopoverLayoutMargins = new UIEdgeInsets(0.0001f, 0.0001f, 0.0001f, 0.0001f);
+			mauiPopup.PopoverPresentationController.PopoverLayoutMargins = new UIEdgeInsets(defaultPopoverLayoutMargin, defaultPopoverLayoutMargin, defaultPopoverLayoutMargin, defaultPopoverLayoutMargin);
 		}
 		else
 		{