diff --git a/src/System.CommandLine.Tests/HelpOptionTests.cs b/src/System.CommandLine.Tests/HelpOptionTests.cs
index 922fc159e..98fff4cee 100644
--- a/src/System.CommandLine.Tests/HelpOptionTests.cs
+++ b/src/System.CommandLine.Tests/HelpOptionTests.cs
@@ -6,6 +6,7 @@
 using System.CommandLine.Invocation;
 using System.CommandLine.Tests.Utility;
 using System.IO;
+using System.Linq;
 using System.Threading;
 using System.Threading.Tasks;
 using Xunit;
@@ -239,9 +240,9 @@ public void The_users_can_set_max_width()
 
         RootCommand rootCommand = new(description);
         rootCommand.Options.Clear();
-        rootCommand.Options.Add(new HelpOption()
+        rootCommand.Options.Add(new HelpOption
         {
-            Action = new HelpAction()
+            Action = new HelpAction
             {
                 MaxWidth = 2 /* each line starts with two spaces */ + description.Length / 2
             }
@@ -286,6 +287,79 @@ public void DefaultValueFactory_does_not_throw_when_help_is_invoked()
         invocationConfiguration.Error.ToString().Should().Be("");
     }
 
+    [Fact] // https://github.com/dotnet/command-line-api/issues/2589
+    public void Help_and_version_options_are_displayed_after_other_options_on_root_command()
+    {
+        var command = new RootCommand
+        {
+            Subcommands =
+            {
+                new Command("subcommand")
+                {
+                    Description = "The subcommand"
+                }
+            },
+            Options =
+            {
+                new Option<int>("-i")
+                {
+                    Description = "The option"
+                }
+            }
+        };
+
+        var output = new StringWriter();
+
+
+        command.Parse("-h").Invoke(new() { Output = output });
+
+        output.ToString()
+              .Split(['\n', '\r'], StringSplitOptions.RemoveEmptyEntries)
+              .Select(line => line.Trim())
+              .Should()
+              .ContainInOrder([
+                  "Options:",
+                  "-i              The option",
+                  "-?, -h, --help  Show help and usage information",
+                  "--version       Show version information",
+                  "Commands:"
+              ]);
+    }
+
+    [Fact] // https://github.com/dotnet/command-line-api/issues/2589
+    public void Help_and_version_options_are_displayed_after_other_options_on_subcommand()
+    {
+        var command = new RootCommand
+        {
+            Subcommands =
+            {
+                new Command("subcommand")
+                {
+                    Description = "The subcommand", Options =
+                    {
+                        new Option<int>("-i")
+                        {
+                            Description = "The option"
+                        }
+                    }
+                }
+            }
+        };
+
+        var output = new StringWriter();
+
+        command.Parse("subcommand -h").Invoke(new() { Output = output });
+
+        output.ToString()
+              .Split(['\n', '\r'], StringSplitOptions.RemoveEmptyEntries)
+              .Select(line => line.Trim())
+              .Should()
+              .ContainInOrder([
+                  "Options:",
+                  "-i              The option",
+                  "-?, -h, --help  Show help and usage information",
+              ]);
+    }
 
     private sealed class CustomizedHelpAction : SynchronousCommandLineAction
     {
diff --git a/src/System.CommandLine/Help/HelpBuilder.Default.cs b/src/System.CommandLine/Help/HelpBuilder.Default.cs
index 33e53c0da..83e9150ae 100644
--- a/src/System.CommandLine/Help/HelpBuilder.Default.cs
+++ b/src/System.CommandLine/Help/HelpBuilder.Default.cs
@@ -215,15 +215,16 @@ public static Func<HelpContext, bool> OptionsSection() =>
             {
                 List<TwoColumnHelpRow> optionRows = new();
                 bool addedHelpOption = false;
-                foreach (Option option in ctx.Command.Options)
+                foreach (Option option in ctx.Command.Options.OrderBy(o => o is HelpOption or VersionOption))
                 {
                     if (!option.Hidden)
                     {
-                        optionRows.Add(ctx.HelpBuilder.GetTwoColumnRow(option, ctx));
                         if (option is HelpOption)
                         {
                             addedHelpOption = true;
                         }
+
+                        optionRows.Add(ctx.HelpBuilder.GetTwoColumnRow(option, ctx));
                     }
                 }