diff --git a/src/Files.App/App.xaml b/src/Files.App/App.xaml
index b4bd7eff717d..67a7a905c4c3 100644
--- a/src/Files.App/App.xaml
+++ b/src/Files.App/App.xaml
@@ -33,6 +33,7 @@
 				<ResourceDictionary Source="ms-appx:///ResourceDictionaries/PathIcons.xaml" />
 				<ResourceDictionary Source="ms-appx:///UserControls/SideBar/SideBarControls.xaml" />
 				<ResourceDictionary Source="ms-appx:///ResourceDictionaries/App.Theme.TextBlockStyles.xaml" />
+				<ResourceDictionary Source="ms-appx:///ResourceDictionaries/MenuFlyoutSubItemWithImageStyle.xaml" />
 				<ResourceDictionary>
 					<ResourceDictionary.ThemeDictionaries>
 						<ResourceDictionary x:Key="Light">
diff --git a/src/Files.App/Helpers/MenuFlyout/ItemModelListToContextFlyoutHelper.cs b/src/Files.App/Helpers/MenuFlyout/ItemModelListToContextFlyoutHelper.cs
index f38caf27db30..b995edfade81 100644
--- a/src/Files.App/Helpers/MenuFlyout/ItemModelListToContextFlyoutHelper.cs
+++ b/src/Files.App/Helpers/MenuFlyout/ItemModelListToContextFlyoutHelper.cs
@@ -1,6 +1,7 @@
 // Copyright (c) 2023 Files Community
 // Licensed under the MIT License. See the LICENSE.
 
+using Files.App.UserControls.Menus;
 using Microsoft.UI.Xaml;
 using Microsoft.UI.Xaml.Controls;
 using Microsoft.UI.Xaml.Media;
@@ -86,6 +87,21 @@ private static MenuFlyoutItemBase GetMenuFlyoutItem(ContextMenuFlyoutItemViewMod
 					Text = item.Text,
 					Tag = item.Tag,
 				};
+
+				if (item.BitmapIcon is not null)
+				{
+					flyoutSubItem.Style = App.Current.Resources["MenuFlyoutSubItemWithImageStyle"] as Style;
+					flyoutSubItem.CornerRadius = new(4);
+					try
+					{
+						MenuFlyoutSubItemCustomProperties.SetBitmapIcon(flyoutSubItem, item.BitmapIcon);
+					}
+					catch (Exception e)
+					{
+						Debug.WriteLine(e);
+					}
+				}
+
 				item.Items.ForEach(i =>
 				{
 					flyoutSubItem.Items.Add(GetMenuItem(i));
@@ -109,6 +125,7 @@ private static MenuFlyoutItemBase GetItem(ContextMenuFlyoutItemViewModel i)
 					Tag = i.Tag,
 					Command = i.Command,
 					CommandParameter = i.CommandParameter,
+					CornerRadius = new(4),
 				};
 				try
 				{
diff --git a/src/Files.App/ResourceDictionaries/MenuFlyoutSubItemWithImageStyle.xaml b/src/Files.App/ResourceDictionaries/MenuFlyoutSubItemWithImageStyle.xaml
new file mode 100644
index 000000000000..4ab1c7d83bb3
--- /dev/null
+++ b/src/Files.App/ResourceDictionaries/MenuFlyoutSubItemWithImageStyle.xaml
@@ -0,0 +1,143 @@
+<!--  Copyright (c) 2023 Files Community. Licensed under the MIT License. See the LICENSE.  -->
+<ResourceDictionary
+	xmlns="http://schemas.microsoft.com/winfx/2006/xaml/presentation"
+	xmlns:x="http://schemas.microsoft.com/winfx/2006/xaml"
+	xmlns:menus="using:Files.App.UserControls.Menus">
+
+	<Style x:Key="MenuFlyoutSubItemWithImageStyle" TargetType="MenuFlyoutSubItem">
+		<Setter Property="Padding" Value="{ThemeResource MenuFlyoutItemThemePadding}" />
+		<Setter Property="FontSize" Value="{ThemeResource ControlContentThemeFontSize}" />
+		<Setter Property="Template">
+			<Setter.Value>
+				<ControlTemplate TargetType="MenuFlyoutSubItem">
+
+					<Grid
+						x:Name="LayoutRoot"
+						Margin="{StaticResource MenuFlyoutItemMargin}"
+						Padding="{TemplateBinding Padding}"
+						Background="{TemplateBinding Background}"
+						BorderBrush="{TemplateBinding BorderBrush}"
+						BorderThickness="{TemplateBinding BorderThickness}"
+						CornerRadius="{TemplateBinding CornerRadius}">
+						<Grid>
+							<Grid.ColumnDefinitions>
+								<ColumnDefinition Width="*" />
+								<ColumnDefinition Width="Auto" />
+							</Grid.ColumnDefinitions>
+
+							<Viewbox
+								x:Name="IconRoot"
+								Grid.Column="0"
+								Width="16"
+								Height="16"
+								HorizontalAlignment="Left"
+								VerticalAlignment="Center"
+								Visibility="Collapsed">
+								<ContentPresenter x:Name="IconContent" Content="{TemplateBinding Icon}" />
+							</Viewbox>
+
+							<Image
+								Grid.Column="0"
+								Width="16"
+								Height="16"
+								Margin="0"
+								HorizontalAlignment="Left"
+								VerticalAlignment="Center"
+								Source="{Binding RelativeSource={RelativeSource Mode=TemplatedParent}, Path=(menus:MenuFlyoutSubItemCustomProperties.BitmapIcon)}"
+								Stretch="Uniform" />
+
+							<TextBlock
+								x:Name="TextBlock"
+								Grid.Column="0"
+								HorizontalAlignment="{TemplateBinding HorizontalContentAlignment}"
+								VerticalAlignment="{TemplateBinding VerticalContentAlignment}"
+								Foreground="{TemplateBinding Foreground}"
+								Text="{TemplateBinding Text}"
+								TextTrimming="Clip" />
+
+							<FontIcon
+								x:Name="SubItemChevron"
+								Grid.Column="1"
+								Margin="{StaticResource MenuFlyoutItemChevronMargin}"
+								AutomationProperties.AccessibilityView="Raw"
+								FontFamily="{ThemeResource SymbolThemeFontFamily}"
+								FontSize="12"
+								Foreground="{ThemeResource MenuFlyoutSubItemChevron}"
+								Glyph="&#xE974;"
+								MirroredWhenRightToLeft="True" />
+						</Grid>
+
+						<VisualStateManager.VisualStateGroups>
+							<VisualStateGroup x:Name="CommonStates">
+								<VisualState x:Name="Normal" />
+								<VisualState x:Name="PointerOver">
+									<VisualState.Setters>
+										<Setter Target="LayoutRoot.Background" Value="{ThemeResource MenuFlyoutSubItemBackgroundPointerOver}" />
+										<Setter Target="TextBlock.Foreground" Value="{ThemeResource MenuFlyoutSubItemForegroundPointerOver}" />
+										<Setter Target="SubItemChevron.Foreground" Value="{ThemeResource MenuFlyoutSubItemChevronPointerOver}" />
+										<Setter Target="IconContent.Foreground" Value="{ThemeResource MenuFlyoutSubItemForegroundPointerOver}" />
+									</VisualState.Setters>
+								</VisualState>
+								<VisualState x:Name="Pressed">
+									<VisualState.Setters>
+										<Setter Target="LayoutRoot.Background" Value="{ThemeResource MenuFlyoutSubItemBackgroundPressed}" />
+										<Setter Target="TextBlock.Foreground" Value="{ThemeResource MenuFlyoutSubItemForegroundPressed}" />
+										<Setter Target="SubItemChevron.Foreground" Value="{ThemeResource MenuFlyoutSubItemChevronPressed}" />
+										<Setter Target="IconContent.Foreground" Value="{ThemeResource MenuFlyoutSubItemForegroundPressed}" />
+									</VisualState.Setters>
+								</VisualState>
+								<VisualState x:Name="SubMenuOpened">
+									<VisualState.Setters>
+										<Setter Target="LayoutRoot.Background" Value="{ThemeResource MenuFlyoutSubItemBackgroundSubMenuOpened}" />
+										<Setter Target="TextBlock.Foreground" Value="{ThemeResource MenuFlyoutSubItemForegroundSubMenuOpened}" />
+										<Setter Target="SubItemChevron.Foreground" Value="{ThemeResource MenuFlyoutSubItemChevronSubMenuOpened}" />
+										<Setter Target="IconContent.Foreground" Value="{ThemeResource MenuFlyoutSubItemForegroundSubMenuOpened}" />
+									</VisualState.Setters>
+								</VisualState>
+								<VisualState x:Name="Disabled">
+									<VisualState.Setters>
+										<Setter Target="LayoutRoot.Background" Value="{ThemeResource MenuFlyoutSubItemBackgroundDisabled}" />
+										<Setter Target="TextBlock.Foreground" Value="{ThemeResource MenuFlyoutSubItemForegroundDisabled}" />
+										<Setter Target="SubItemChevron.Foreground" Value="{ThemeResource MenuFlyoutSubItemChevronDisabled}" />
+										<Setter Target="IconContent.Foreground" Value="{ThemeResource MenuFlyoutSubItemForegroundDisabled}" />
+									</VisualState.Setters>
+								</VisualState>
+							</VisualStateGroup>
+							<VisualStateGroup x:Name="CheckPlaceholderStates">
+								<VisualState x:Name="NoPlaceholder" />
+								<VisualState x:Name="CheckPlaceholder">
+									<VisualState.Setters>
+										<Setter Target="TextBlock.Margin" Value="{ThemeResource MenuFlyoutItemPlaceholderThemeThickness}" />
+									</VisualState.Setters>
+								</VisualState>
+								<VisualState x:Name="IconPlaceholder">
+									<VisualState.Setters>
+										<Setter Target="TextBlock.Margin" Value="{ThemeResource MenuFlyoutItemPlaceholderThemeThickness}" />
+										<Setter Target="IconRoot.Visibility" Value="Visible" />
+									</VisualState.Setters>
+								</VisualState>
+								<VisualState x:Name="CheckAndIconPlaceholder">
+									<VisualState.Setters>
+										<Setter Target="TextBlock.Margin" Value="{ThemeResource MenuFlyoutItemDoublePlaceholderThemeThickness}" />
+										<Setter Target="IconRoot.Margin" Value="{ThemeResource MenuFlyoutItemPlaceholderThemeThickness}" />
+										<Setter Target="IconRoot.Visibility" Value="Visible" />
+									</VisualState.Setters>
+								</VisualState>
+							</VisualStateGroup>
+							<VisualStateGroup x:Name="PaddingSizeStates">
+								<VisualState x:Name="DefaultPadding" />
+								<VisualState x:Name="NarrowPadding">
+									<Storyboard>
+										<ObjectAnimationUsingKeyFrames Storyboard.TargetName="LayoutRoot" Storyboard.TargetProperty="Padding">
+											<DiscreteObjectKeyFrame KeyTime="0" Value="{StaticResource MenuFlyoutItemThemePaddingNarrow}" />
+										</ObjectAnimationUsingKeyFrames>
+									</Storyboard>
+								</VisualState>
+							</VisualStateGroup>
+						</VisualStateManager.VisualStateGroups>
+					</Grid>
+				</ControlTemplate>
+			</Setter.Value>
+		</Setter>
+	</Style>
+</ResourceDictionary>
diff --git a/src/Files.App/UserControls/Menus/MenuFlyoutSubItemCustomProperties.cs b/src/Files.App/UserControls/Menus/MenuFlyoutSubItemCustomProperties.cs
new file mode 100644
index 000000000000..3bdcbdbc81dd
--- /dev/null
+++ b/src/Files.App/UserControls/Menus/MenuFlyoutSubItemCustomProperties.cs
@@ -0,0 +1,31 @@
+// Copyright (c) 2023 Files Community
+// Licensed under the MIT License. See the LICENSE.
+
+using Microsoft.UI.Xaml;
+using Microsoft.UI.Xaml.Controls;
+using Microsoft.UI.Xaml.Media.Imaging;
+
+namespace Files.App.UserControls.Menus
+{
+	[Microsoft.UI.Xaml.Data.Bindable]
+	public class MenuFlyoutSubItemCustomProperties : DependencyObject
+	{
+		public static readonly DependencyProperty BitmapIconProperty =
+			DependencyProperty.Register("BitmapIcon", typeof(BitmapImage), typeof(MenuFlyoutSubItemCustomProperties), new PropertyMetadata(null, OnBitmapIconChanged));
+
+		public static BitmapImage GetBitmapIcon(DependencyObject obj)
+		{
+			return (BitmapImage)obj.GetValue(BitmapIconProperty);
+		}
+
+		public static void SetBitmapIcon(DependencyObject obj, BitmapImage value)
+		{
+			obj.SetValue(BitmapIconProperty, value);
+		}
+
+		private static void OnBitmapIconChanged(DependencyObject d, DependencyPropertyChangedEventArgs e)
+		{
+			(d as MenuFlyoutSubItem).Icon = e.NewValue is not null ? new IconSourceElement() : null;
+		}
+	}
+}