diff --git a/src/Avalonia.Diagnostics/Diagnostics/ViewModels/ControlDetailsViewModel.cs b/src/Avalonia.Diagnostics/Diagnostics/ViewModels/ControlDetailsViewModel.cs
index 915ba9eeee..d4b988acd4 100644
--- a/src/Avalonia.Diagnostics/Diagnostics/ViewModels/ControlDetailsViewModel.cs
+++ b/src/Avalonia.Diagnostics/Diagnostics/ViewModels/ControlDetailsViewModel.cs
@@ -12,12 +12,13 @@ namespace Avalonia.Diagnostics.ViewModels
         private readonly IVisual _control;
         private readonly IDictionary<object, List<PropertyViewModel>> _propertyIndex;
         private AvaloniaPropertyViewModel _selectedProperty;
-        private string _propertyFilter;
 
-        public ControlDetailsViewModel(IVisual control, string propertyFilter)
+        public ControlDetailsViewModel(TreePageViewModel treePage, IVisual control)
         {
             _control = control;
 
+            TreePage = treePage;
+
             var properties = GetAvaloniaProperties(control)
                 .Concat(GetClrProperties(control))
                 .OrderBy(x => x, PropertyComparer.Instance)
@@ -25,7 +26,6 @@ namespace Avalonia.Diagnostics.ViewModels
                 .ToList();
 
             _propertyIndex = properties.GroupBy(x => x.Key).ToDictionary(x => x.Key, x => x.ToList());
-            _propertyFilter = propertyFilter;
 
             var view = new DataGridCollectionView(properties);
             view.GroupDescriptions.Add(new DataGridPathGroupDescription(nameof(AvaloniaPropertyViewModel.Group)));
@@ -43,19 +43,9 @@ namespace Avalonia.Diagnostics.ViewModels
             }
         }
 
-        public DataGridCollectionView PropertiesView { get; }
+        public TreePageViewModel TreePage { get; }
 
-        public string PropertyFilter
-        {
-            get => _propertyFilter;
-            set
-            {
-                if (RaiseAndSetIfChanged(ref _propertyFilter, value))
-                {
-                    PropertiesView.Refresh();
-                }
-            }
-        }
+        public DataGridCollectionView PropertiesView { get; }
 
         public AvaloniaPropertyViewModel SelectedProperty
         {
@@ -137,9 +127,14 @@ namespace Avalonia.Diagnostics.ViewModels
 
         private bool FilterProperty(object arg)
         {
-            if (!string.IsNullOrWhiteSpace(PropertyFilter) && arg is PropertyViewModel property)
+            if (!string.IsNullOrWhiteSpace(TreePage.PropertyFilter) && arg is PropertyViewModel property)
             {
-                return property.Name.IndexOf(PropertyFilter, StringComparison.OrdinalIgnoreCase) != -1;
+                if (TreePage.UseRegexFilter)
+                {
+                    return TreePage.FilterRegex?.IsMatch(property.Name) ?? true;
+                }
+
+                return property.Name.IndexOf(TreePage.PropertyFilter, StringComparison.OrdinalIgnoreCase) != -1;
             }
 
             return true;
diff --git a/src/Avalonia.Diagnostics/Diagnostics/ViewModels/TreePageViewModel.cs b/src/Avalonia.Diagnostics/Diagnostics/ViewModels/TreePageViewModel.cs
index d02c8994eb..bd65a3b06b 100644
--- a/src/Avalonia.Diagnostics/Diagnostics/ViewModels/TreePageViewModel.cs
+++ b/src/Avalonia.Diagnostics/Diagnostics/ViewModels/TreePageViewModel.cs
@@ -1,15 +1,20 @@
 using System;
+using System.Collections;
+using System.Collections.Generic;
+using System.ComponentModel;
+using System.Text.RegularExpressions;
 using Avalonia.Controls;
-using Avalonia.Controls.Selection;
 using Avalonia.VisualTree;
 
 namespace Avalonia.Diagnostics.ViewModels
 {
-    internal class TreePageViewModel : ViewModelBase, IDisposable
+    internal class TreePageViewModel : ViewModelBase, IDisposable, INotifyDataErrorInfo
     {
+        private readonly Dictionary<string, string> _errors = new Dictionary<string, string>();
         private TreeNode _selectedNode;
         private ControlDetailsViewModel _details;
-        private string _propertyFilter;
+        private string _propertyFilter = string.Empty;
+        private bool _useRegexFilter;
 
         public TreePageViewModel(MainViewModel mainView, TreeNode[] nodes)
         {
@@ -26,15 +31,10 @@ namespace Avalonia.Diagnostics.ViewModels
             get => _selectedNode;
             private set
             {
-                if (Details != null)
-                {
-                    _propertyFilter = Details.PropertyFilter;
-                }
-
                 if (RaiseAndSetIfChanged(ref _selectedNode, value))
                 {
                     Details = value != null ?
-                        new ControlDetailsViewModel(value.Visual, _propertyFilter) :
+                        new ControlDetailsViewModel(this, value.Visual) :
                         null;
                 }
             }
@@ -54,6 +54,63 @@ namespace Avalonia.Diagnostics.ViewModels
             }
         }
 
+        public Regex FilterRegex { get; set; }
+
+        private void UpdateFilterRegex()
+        {
+            void ClearError()
+            {
+                if (_errors.Remove(nameof(PropertyFilter)))
+                {
+                    ErrorsChanged?.Invoke(this, new DataErrorsChangedEventArgs(nameof(PropertyFilter)));
+                }
+            }
+
+            if (UseRegexFilter)
+            {
+                try
+                {
+                    FilterRegex = new Regex(PropertyFilter, RegexOptions.Compiled);
+                    ClearError();
+                }
+                catch (Exception exception)
+                {
+                    _errors[nameof(PropertyFilter)] = exception.Message;
+                    ErrorsChanged?.Invoke(this, new DataErrorsChangedEventArgs(nameof(PropertyFilter)));
+                }
+            }
+            else
+            {
+                ClearError();
+            }
+        }
+
+        public string PropertyFilter
+        {
+            get => _propertyFilter;
+            set
+            {
+                if (RaiseAndSetIfChanged(ref _propertyFilter, value))
+                {
+                    UpdateFilterRegex();
+                    Details.PropertiesView.Refresh();
+                }
+            }
+        }
+
+        public bool UseRegexFilter
+        {
+            get => _useRegexFilter;
+            set
+            {
+                if (RaiseAndSetIfChanged(ref _useRegexFilter, value))
+                {
+                    UpdateFilterRegex();
+                    Details.PropertiesView.Refresh();
+                }
+            }
+        }
+
         public void Dispose()
         {
             foreach (var node in Nodes)
@@ -130,5 +187,17 @@ namespace Avalonia.Diagnostics.ViewModels
 
             return null;
         }
+
+        public IEnumerable GetErrors(string propertyName)
+        {
+            if (_errors.TryGetValue(propertyName, out var error))
+            {
+                yield return error;
+            }
+        }
+
+        public bool HasErrors => _errors.Count > 0;
+
+        public event EventHandler<DataErrorsChangedEventArgs> ErrorsChanged;
     }
 }
diff --git a/src/Avalonia.Diagnostics/Diagnostics/Views/ControlDetailsView.xaml b/src/Avalonia.Diagnostics/Diagnostics/Views/ControlDetailsView.xaml
index 29ce26fcdf..b2d3a8bddb 100644
--- a/src/Avalonia.Diagnostics/Diagnostics/Views/ControlDetailsView.xaml
+++ b/src/Avalonia.Diagnostics/Diagnostics/Views/ControlDetailsView.xaml
@@ -2,24 +2,31 @@
              xmlns:x="http://schemas.microsoft.com/winfx/2006/xaml"
              xmlns:conv="clr-namespace:Avalonia.Diagnostics.Converters"
              x:Class="Avalonia.Diagnostics.Views.ControlDetailsView">
-  <Grid ColumnDefinitions="*">
-    <DockPanel Grid.Column="0">
-      <TextBox DockPanel.Dock="Top"
-               BorderThickness="0"
-               Text="{Binding PropertyFilter}"
-               Watermark="Filter properties"/>
-      <DataGrid Items="{Binding PropertiesView}"
-                BorderThickness="0"
-                RowBackground="Transparent"
-                SelectedItem="{Binding SelectedProperty, Mode=TwoWay}"
-                CanUserResizeColumns="true">
-        <DataGrid.Columns>
-          <DataGridTextColumn Header="Property" Binding="{Binding Name}" IsReadOnly="True"/>
-          <DataGridTextColumn Header="Value" Binding="{Binding Value}"/>
-          <DataGridTextColumn Header="Type" Binding="{Binding Type}"/>
-          <DataGridTextColumn Header="Priority" Binding="{Binding Priority}" IsReadOnly="True"/>
-        </DataGrid.Columns>
-      </DataGrid>
-    </DockPanel>
+  <Grid ColumnDefinitions="*,Auto" RowDefinitions="Auto,*">
+
+    <TextBox Grid.Row="0" Grid.Column="0"
+             BorderThickness="0"
+             Text="{Binding TreePage.PropertyFilter}"
+             Watermark="Filter properties" />
+
+    <CheckBox Grid.Row="0" 
+              Grid.Column="1" 
+              Content="Regex" 
+              IsChecked="{Binding TreePage.UseRegexFilter}"/>
+
+    <DataGrid Items="{Binding PropertiesView}"
+              Grid.Row="1" Grid.ColumnSpan="2"
+              BorderThickness="0"
+              RowBackground="Transparent"
+              SelectedItem="{Binding SelectedProperty, Mode=TwoWay}"
+              CanUserResizeColumns="true">
+      <DataGrid.Columns>
+        <DataGridTextColumn Header="Property" Binding="{Binding Name}" IsReadOnly="True" />
+        <DataGridTextColumn Header="Value" Binding="{Binding Value}" />
+        <DataGridTextColumn Header="Type" Binding="{Binding Type}" />
+        <DataGridTextColumn Header="Priority" Binding="{Binding Priority}" IsReadOnly="True" />
+      </DataGrid.Columns>
+    </DataGrid>
+
   </Grid>
 </UserControl>