diff --git a/src/Files.App/Views/Layouts/GridLayoutPage.xaml b/src/Files.App/Views/Layouts/GridLayoutPage.xaml
index 5df80a4c0875..7ba67452df65 100644
--- a/src/Files.App/Views/Layouts/GridLayoutPage.xaml
+++ b/src/Files.App/Views/Layouts/GridLayoutPage.xaml
@@ -13,7 +13,6 @@
 	xmlns:local="using:Files.App.Views.Layouts"
 	xmlns:mc="http://schemas.openxmlformats.org/markup-compatibility/2006"
 	xmlns:storage="using:Files.App.Utils.Storage"
-	xmlns:toolkit="using:CommunityToolkit.WinUI.UI.Controls"
 	xmlns:tui="using:CommunityToolkit.WinUI.UI"
 	xmlns:uc="using:Files.App.UserControls"
 	xmlns:wctanimations="using:CommunityToolkit.WinUI.UI.Animations"
@@ -41,7 +40,8 @@
 						</ItemsPanelTemplate>
 					</Setter.Value>
 				</Setter>
-				<Setter Property="ScrollViewer.VerticalScrollMode" Value="Disabled" />
+				<!--  VerticalScrollMode is set to Auto because setting it to Disabled here causes an issue. (#14785)  -->
+				<Setter Property="ScrollViewer.VerticalScrollMode" Value="Auto" />
 				<Setter Property="ScrollViewer.VerticalScrollBarVisibility" Value="Hidden" />
 				<Setter Property="ScrollViewer.HorizontalScrollMode" Value="Enabled" />
 				<Setter Property="ScrollViewer.HorizontalScrollBarVisibility" Value="Auto" />
diff --git a/src/Files.App/Views/Layouts/GridLayoutPage.xaml.cs b/src/Files.App/Views/Layouts/GridLayoutPage.xaml.cs
index bd217e3e1a82..acd6a88c78d9 100644
--- a/src/Files.App/Views/Layouts/GridLayoutPage.xaml.cs
+++ b/src/Files.App/Views/Layouts/GridLayoutPage.xaml.cs
@@ -24,6 +24,7 @@ public sealed partial class GridLayoutPage : BaseGroupableLayoutPage
 		// Fields
 
 		private uint currentIconSize;
+		private volatile bool shouldSetVerticalScrollMode;
 
 		// Properties
 
@@ -238,6 +239,8 @@ private void SetItemTemplate()
 				FileList.ItemsSource = oldSource;
 			}
 
+			shouldSetVerticalScrollMode = true;
+
 			switch (FolderSettings.LayoutMode)
 			{
 				case FolderLayoutModes.ListView:
@@ -664,6 +667,17 @@ private void Grid_Loaded(object sender, RoutedEventArgs e)
 
 			if (item is GridViewItem itemContainer)
 				itemContainer.ContextFlyout = ItemContextMenuFlyout;
+
+			// Set VerticalScrollMode after an item has been loaded (#14785)
+			if (shouldSetVerticalScrollMode)
+			{
+				shouldSetVerticalScrollMode = false;
+
+				if (FolderSettings?.LayoutMode is FolderLayoutModes.ListView)
+					ScrollViewer.SetVerticalScrollMode(FileList, ScrollMode.Disabled);
+				else
+					ScrollViewer.SetVerticalScrollMode(FileList, ScrollMode.Enabled);
+			}
 		}
 
 		private void Grid_PointerEntered(object sender, PointerRoutedEventArgs e)
@@ -689,42 +703,45 @@ private void SelectionCheckbox_PointerCanceled(object sender, PointerRoutedEvent
 		}
 
 		// To avoid crashes, disable scrolling when drag-and-drop if grouped. (#14484)
+		private bool ShouldDisableScrollingWhenDragAndDrop =>
+			FolderSettings?.LayoutMode is FolderLayoutModes.GridView or FolderLayoutModes.TilesView &&
+			(ParentShellPageInstance?.FilesystemViewModel.FilesAndFolders.IsGrouped ?? false);
+
 		protected override void FileList_DragItemsStarting(object sender, DragItemsStartingEventArgs e)
 		{
-			if (ParentShellPageInstance?.FilesystemViewModel.FilesAndFolders.IsGrouped ?? false)
+			if (ShouldDisableScrollingWhenDragAndDrop)
 				ScrollViewer.SetVerticalScrollMode(FileList, ScrollMode.Disabled);
 
 			base.FileList_DragItemsStarting(sender, e);
 
-			if (ParentShellPageInstance?.FilesystemViewModel.FilesAndFolders.IsGrouped ?? false &&
-				e.Cancel)
-				ScrollViewer.SetVerticalScrollMode(FileList, ScrollMode.Auto);
+			if (ShouldDisableScrollingWhenDragAndDrop && e.Cancel)
+				ScrollViewer.SetVerticalScrollMode(FileList, ScrollMode.Enabled);
 		}
 
 		private void ItemsLayout_DragEnter(object sender, DragEventArgs e)
 		{
-			if (ParentShellPageInstance?.FilesystemViewModel.FilesAndFolders.IsGrouped ?? false)
+			if (ShouldDisableScrollingWhenDragAndDrop)
 				ScrollViewer.SetVerticalScrollMode(FileList, ScrollMode.Disabled);
 		}
 
 		private void ItemsLayout_DragLeave(object sender, DragEventArgs e)
 		{
-			if (ParentShellPageInstance?.FilesystemViewModel.FilesAndFolders.IsGrouped ?? false)
-				ScrollViewer.SetVerticalScrollMode(FileList, ScrollMode.Auto);
+			if (ShouldDisableScrollingWhenDragAndDrop)
+				ScrollViewer.SetVerticalScrollMode(FileList, ScrollMode.Enabled);
 		}
 
 		protected override void ItemsLayout_Drop(object sender, DragEventArgs e)
 		{
-			if (ParentShellPageInstance?.FilesystemViewModel.FilesAndFolders.IsGrouped ?? false)
-				ScrollViewer.SetVerticalScrollMode(FileList, ScrollMode.Auto);
+			if (ShouldDisableScrollingWhenDragAndDrop)
+				ScrollViewer.SetVerticalScrollMode(FileList, ScrollMode.Enabled);
 
 			base.ItemsLayout_Drop(sender, e);
 		}
 
 		protected override void Item_Drop(object sender, DragEventArgs e)
 		{
-			if (ParentShellPageInstance?.FilesystemViewModel.FilesAndFolders.IsGrouped ?? false)
-				ScrollViewer.SetVerticalScrollMode(FileList, ScrollMode.Auto);
+			if (ShouldDisableScrollingWhenDragAndDrop)
+				ScrollViewer.SetVerticalScrollMode(FileList, ScrollMode.Enabled);
 
 			base.Item_Drop(sender, e);
 		}