diff --git a/src/Avalonia.Controls/Primitives/SelectingItemsControl.cs b/src/Avalonia.Controls/Primitives/SelectingItemsControl.cs
index f8440aac47..ccbdc71b1d 100644
--- a/src/Avalonia.Controls/Primitives/SelectingItemsControl.cs
+++ b/src/Avalonia.Controls/Primitives/SelectingItemsControl.cs
@@ -62,7 +62,7 @@ namespace Avalonia.Controls.Primitives
             AvaloniaProperty.RegisterDirect<SelectingItemsControl, object>(
                 nameof(SelectedItem),
                 o => o.SelectedItem,
-                (o, v) => o.SelectedItem = v, 
+                (o, v) => o.SelectedItem = v,
                 defaultBindingMode: BindingMode.TwoWay);
 
         /// <summary>
@@ -88,7 +88,7 @@ namespace Avalonia.Controls.Primitives
         /// </summary>
         public static readonly RoutedEvent<RoutedEventArgs> IsSelectedChangedEvent =
             RoutedEvent.Register<SelectingItemsControl, RoutedEventArgs>(
-                "IsSelectedChanged", 
+                "IsSelectedChanged",
                 RoutingStrategies.Bubble);
 
         /// <summary>
@@ -96,7 +96,7 @@ namespace Avalonia.Controls.Primitives
         /// </summary>
         public static readonly RoutedEvent<SelectionChangedEventArgs> SelectionChangedEvent =
             RoutedEvent.Register<SelectingItemsControl, SelectionChangedEventArgs>(
-                "SelectionChanged", 
+                "SelectionChanged",
                 RoutingStrategies.Bubble);
 
         private static readonly IList Empty = new object[0];
@@ -521,7 +521,7 @@ namespace Avalonia.Controls.Primitives
                     else if (multi && range)
                     {
                         SynchronizeItems(
-                            SelectedItems, 
+                            SelectedItems,
                             GetRange(Items, SelectedIndex, index));
                     }
                     else
@@ -583,7 +583,7 @@ namespace Avalonia.Controls.Primitives
         }
 
         /// <summary>
-        /// Updates the selection based on an event that may have originated in a container that 
+        /// Updates the selection based on an event that may have originated in a container that
         /// belongs to the control.
         /// </summary>
         /// <param name="eventSource">The control that raised the event.</param>
@@ -595,7 +595,7 @@ namespace Avalonia.Controls.Primitives
         /// false.
         /// </returns>
         protected bool UpdateSelectionFromEventSource(
-            IInteractive eventSource, 
+            IInteractive eventSource,
             bool select = true,
             bool rangeModifier = false,
             bool toggleModifier = false)
@@ -807,12 +807,10 @@ namespace Avalonia.Controls.Primitives
                             SelectedIndex = -1;
                         }
                     }
-                    else
+
+                    foreach (var item in e.OldItems)
                     {
-                        foreach (var item in e.OldItems)
-                        {
-                            MarkItemSelected(item, false);
-                        }
+                        MarkItemSelected(item, false);
                     }
 
                     removed = e.OldItems;
diff --git a/tests/Avalonia.Controls.UnitTests/ListBoxTests.cs b/tests/Avalonia.Controls.UnitTests/ListBoxTests.cs
index bc563c25e2..b6f7c9ec96 100644
--- a/tests/Avalonia.Controls.UnitTests/ListBoxTests.cs
+++ b/tests/Avalonia.Controls.UnitTests/ListBoxTests.cs
@@ -1,13 +1,11 @@
 // Copyright (c) The Avalonia Project. All rights reserved.
 // Licensed under the MIT license. See licence.md file in the project root for full license information.
 
-using System;
-using System.Collections.ObjectModel;
 using System.Linq;
 using Avalonia.Collections;
 using Avalonia.Controls.Presenters;
 using Avalonia.Controls.Templates;
-using Avalonia.Data;
+using Avalonia.Input;
 using Avalonia.LogicalTree;
 using Avalonia.Styling;
 using Avalonia.UnitTests;
@@ -196,6 +194,44 @@ namespace Avalonia.Controls.UnitTests
                 target.Presenter.Panel.Children.Cast<ListBoxItem>().Select(x => (string)x.Content));
         }
 
+        [Fact]
+        public void Toggle_Selection_Should_Update_Containers()
+        {
+            var items = Enumerable.Range(0, 10).Select(x => $"Item {x}").ToArray();
+            var target = new ListBox
+            {
+                Template = ListBoxTemplate(),
+                Items = items,
+                SelectionMode = SelectionMode.Toggle,
+                ItemTemplate = new FuncDataTemplate<string>(x => new TextBlock { Height = 10 })
+            };
+
+            Prepare(target);
+
+            var lbItems = target.GetLogicalChildren().OfType<ListBoxItem>().ToArray();
+
+            var item = lbItems[0];
+
+            Assert.Equal(false, item.IsSelected);
+
+            RaisePressedEvent(target, item, MouseButton.Left);
+
+            Assert.Equal(true, item.IsSelected);
+
+            RaisePressedEvent(target, item, MouseButton.Left);
+
+            Assert.Equal(false, item.IsSelected);
+        }
+
+        private void RaisePressedEvent(ListBox listBox, ListBoxItem item, MouseButton mouseButton)
+        {
+            listBox.RaiseEvent(new PointerPressedEventArgs
+            {
+                Source = item,
+                RoutedEvent = InputElement.PointerPressedEvent,
+                MouseButton = mouseButton
+            });
+        }
 
         [Fact]
         public void ListBox_After_Scroll_IndexOutOfRangeException_Shouldnt_Be_Thrown()