diff --git a/src/CommandLine/Text/HelpText.cs b/src/CommandLine/Text/HelpText.cs
index 1306e969..b287a6e8 100644
--- a/src/CommandLine/Text/HelpText.cs
+++ b/src/CommandLine/Text/HelpText.cs
@@ -17,8 +17,72 @@ namespace CommandLine.Text
     /// Provides means to format an help screen.
     /// You can assign it in place of a <see cref="System.String"/> instance.
     /// </summary>
+    
+    
+    
+    public struct ComparableOption
+    {
+        public bool Required;
+        public bool IsOption;
+        public bool IsValue;
+        public string LongName;
+        public string ShortName;
+        public int Index;
+    }
+    
     public class HelpText
     {
+
+        #region ordering
+
+        ComparableOption ToComparableOption(Specification spec, int index)
+        {
+            OptionSpecification option = spec as OptionSpecification;
+            ValueSpecification value = spec as ValueSpecification;
+            bool required = option?.Required ?? false;
+
+            return new ComparableOption()
+            {
+                Required = required,
+                IsOption = option != null,
+                IsValue = value != null,
+                LongName = option?.LongName ?? value?.MetaName,
+                ShortName = option?.ShortName,
+                Index = index
+            };
+        }
+
+
+        public Comparison<ComparableOption> OptionComparison { get; set; } = null;
+
+        public static Comparison<ComparableOption> RequiredThenAlphaComparison  = (ComparableOption attr1, ComparableOption attr2) =>
+        {
+            if (attr1.IsOption && attr2.IsOption)
+            {
+                if (attr1.Required && !attr2.Required)
+                {
+                    return -1;
+                }
+                else if (!attr1.Required && attr2.Required)
+                {
+                    return 1;
+                }
+                
+                return String.Compare(attr1.LongName, attr2.LongName, StringComparison.Ordinal);
+                
+            }
+            else if (attr1.IsOption && attr2.IsValue)
+            {
+                return -1;
+            }
+            else
+            {
+                return 1;
+            }
+        };
+        
+        #endregion
+        
         private const int BuilderCapacity = 128;
         private const int DefaultMaximumLength = 80; // default console width
         /// <summary>
@@ -240,6 +304,7 @@ public SentenceBuilder SentenceBuilder
         /// <param name='onExample'>A delegate used to customize <see cref="CommandLine.Text.Example"/> model used to render text block of usage examples.</param>
         /// <param name="verbsIndex">If true the output style is consistent with verb commands (no dashes), otherwise it outputs options.</param>
         /// <param name="maxDisplayWidth">The maximum width of the display.</param>
+        /// <param name="comparison">a comparison lambda to order options in help text</param>
         /// <remarks>The parameter <paramref name="verbsIndex"/> is not ontly a metter of formatting, it controls whether to handle verbs or options.</remarks>
         public static HelpText AutoBuild<T>(
             ParserResult<T> parserResult,
@@ -736,14 +801,37 @@ private HelpText AddOptionsImpl(
             int maximumLength)
         {
             var maxLength = GetMaxLength(specifications);
+            
+            
 
             optionsHelp = new StringBuilder(BuilderCapacity);
 
             var remainingSpace = maximumLength - (maxLength + TotalOptionPadding);
 
-            specifications.ForEach(
-                option =>
-                    AddOption(requiredWord, maxLength, option, remainingSpace));
+            if (OptionComparison != null)
+            {
+                int i = -1;
+                var comparables = specifications.ToList().Select(s =>
+                {
+                    i++;
+                    return ToComparableOption(s, i);
+                }).ToList();
+                comparables.Sort(OptionComparison);
+
+
+                foreach (var comparable in comparables)
+                {
+                    Specification spec = specifications.ElementAt(comparable.Index);
+                    AddOption(requiredWord, maxLength, spec, remainingSpace);
+                }
+            }
+            else
+            {
+                specifications.ForEach(
+                    option =>
+                        AddOption(requiredWord, maxLength, option, remainingSpace));
+
+            }
 
             return this;
         }
@@ -953,5 +1041,3 @@ private static string FormatDefaultValue<T>(T value)
 
     }
 }
-
-
diff --git a/tests/CommandLine.Tests/Fakes/OPtions_HelpText_Ordering.cs b/tests/CommandLine.Tests/Fakes/OPtions_HelpText_Ordering.cs
new file mode 100644
index 00000000..3896ab67
--- /dev/null
+++ b/tests/CommandLine.Tests/Fakes/OPtions_HelpText_Ordering.cs
@@ -0,0 +1,48 @@
+// Copyright 2005-2015 Giacomo Stelluti Scala & Contributors. All rights reserved. See License.md in the project root for license information.
+
+using System.Collections.Generic;
+using System.Runtime.CompilerServices;
+
+namespace CommandLine.Tests.Fakes
+{
+    
+    [Verb("verb1")]
+    class Options_HelpText_Ordering_Verb1
+    {
+        [Option('a', "alpha", Required = true)]
+        public string alphaOption { get; set; }
+
+        [Option('b', "alpha2", Required = true)]
+        public string alphaTwoOption { get; set; }
+
+        [Option('d', "charlie", Required = false)]
+        public string deltaOption { get; set; }
+
+        [Option('c', "bravo", Required = false)]
+        public string charlieOption { get; set; }
+
+        [Option('f', "foxtrot", Required = false)]
+        public string foxOption { get; set; }
+
+        [Option('e', "echo", Required = false)]
+        public string echoOption { get; set; }
+
+        [Value(0)] public string someExtraOption { get; set; }
+    }
+
+    [Verb("verb2")]
+    class Options_HelpText_Ordering_Verb2
+    {
+        [Option('a', "alpha", Required = true)]
+        public string alphaOption { get; set; }
+
+        [Option('b', "alpha2", Required = true)]
+        public string alphaTwoOption { get; set; }
+
+        [Option('c', "bravo", Required = false)]
+        public string charlieOption { get; set; }
+
+        [Option('d', "charlie", Required = false)]
+        public string deltaOption { get; set; }
+    }
+}
diff --git a/tests/CommandLine.Tests/Unit/Issue482Tests.cs b/tests/CommandLine.Tests/Unit/Issue482Tests.cs
new file mode 100644
index 00000000..61bc1f25
--- /dev/null
+++ b/tests/CommandLine.Tests/Unit/Issue482Tests.cs
@@ -0,0 +1,192 @@
+using System;
+using System.Collections.Generic;
+using System.Globalization;
+using CommandLine.Core;
+using System.Linq;
+using System.Reflection;
+using CommandLine.Infrastructure;
+using CommandLine.Tests.Fakes;
+using CommandLine.Text;
+using FluentAssertions;
+using Xunit;
+using System.Text;
+using Xunit.Sdk;
+
+namespace CommandLine.Tests.Unit
+{
+    public class Issue482Tests
+    {
+        [Fact]
+        public void AutoBuild_without_ordering()
+        {
+            string expectedCompany = "Company";
+
+
+            var parser = Parser.Default;
+            var parseResult = parser.ParseArguments<Options_HelpText_Ordering_Verb1, Options_HelpText_Ordering_Verb2>(
+                    new[] {  "verb1", "--help" })
+                .WithNotParsed(errors => { ; })
+                .WithParsed(args => {; });
+
+            var message = HelpText.AutoBuild(parseResult,
+                error =>error,
+                ex => ex
+            );
+
+            string helpMessage = message.ToString();
+            var helps = helpMessage.Split(new[] { '\r', '\n' }, StringSplitOptions.RemoveEmptyEntries).Skip(2).ToList<string>();
+            List<string> expected = new List<string>()
+            {
+                "  -a, --alpha      Required.",
+                "  -b, --alpha2     Required.",
+                "  -d, --charlie",
+                "  -c, --bravo",
+                "-f, --foxtrot",
+                "-e, --echo",
+                "--help           Display this help screen.",
+                "--version        Display version information.",
+                "value pos. 0"
+            };
+            Assert.Equal(expected.Count, helps.Count);
+            int i = 0;
+            foreach (var expect in expected)
+            {
+                Assert.Equal(expect.Trim(), helps[i].Trim());
+                i++;
+            }
+
+            ;
+        }
+
+        [Fact]
+        public void AutoBuild_with_ordering()
+        {
+            string expectedCompany = "Company";
+
+
+            var parser = Parser.Default;
+            var parseResult = parser.ParseArguments<Options_HelpText_Ordering_Verb1, Options_HelpText_Ordering_Verb2>(
+                    new[] { "verb1", "--help" })
+                .WithNotParsed(errors => { ; })
+                .WithParsed(args => {; });
+
+            Comparison<ComparableOption> comparison = HelpText.RequiredThenAlphaComparison;
+
+            string message = HelpText.AutoBuild(parseResult,
+                error =>
+                {
+                    error.OptionComparison = HelpText.RequiredThenAlphaComparison;
+                    return error;
+                },
+                ex => ex);
+
+
+            string helpMessage = message.ToString();
+            var helps = helpMessage.Split(new[] { '\r', '\n' }, StringSplitOptions.RemoveEmptyEntries).Skip(2).ToList<string>();
+            List<string> expected = new List<string>()
+            {
+                "  -a, --alpha      Required.",
+                "  -b, --alpha2     Required.",
+                "  -c, --bravo",
+                "  -d, --charlie",
+                "-e, --echo",
+                "-f, --foxtrot",
+                "--help           Display this help screen.",
+                "--version        Display version information.",
+                "value pos. 0"
+            };
+            Assert.Equal(expected.Count, helps.Count);
+            int i = 0;
+            foreach (var expect in expected)
+            {
+                Assert.Equal(expect.Trim(), helps[i].Trim());
+                i++;
+            }
+
+            ;
+        }
+
+        [Fact]
+        public void AutoBuild_with_ordering_on_shortName()
+        {
+            string expectedCompany = "Company";
+
+
+            var parser = Parser.Default;
+            var parseResult = parser.ParseArguments<Options_HelpText_Ordering_Verb1, Options_HelpText_Ordering_Verb2>(
+                    new[] {  "verb1", "--help" })
+                .WithNotParsed(errors => { ; })
+                .WithParsed(args => {; });
+
+            Comparison<ComparableOption> orderOnShortName = (ComparableOption attr1, ComparableOption attr2) =>
+                   {
+                       if (attr1.IsOption && attr2.IsOption)
+                       {
+                           if (attr1.Required && !attr2.Required)
+                           {
+                               return -1;
+                           }
+                           else if (!attr1.Required && attr2.Required)
+                           {
+                               return 1;
+                           }
+                           else
+                           {
+                               if (string.IsNullOrEmpty(attr1.ShortName) && !string.IsNullOrEmpty(attr2.ShortName))
+                               {
+                                   return 1;
+                               }
+                               else if (!string.IsNullOrEmpty(attr1.ShortName) && string.IsNullOrEmpty(attr2.ShortName))
+                               {
+                                   return -1;
+                               }
+                               return String.Compare(attr1.ShortName, attr2.ShortName, StringComparison.Ordinal);
+                           }
+                       }
+                       else if (attr1.IsOption && attr2.IsValue)
+                       {
+                           return -1;
+                       }
+                       else
+                       {
+                           return 1;
+                       }
+                   };
+
+            string message = HelpText.AutoBuild(parseResult,
+                    error =>
+                    {
+                        error.OptionComparison = orderOnShortName;
+                        return error;
+                    },
+                    ex => ex,
+                        false,
+                        80
+                        );
+
+
+            var helps = message.Split(new[] { '\r', '\n' }, StringSplitOptions.RemoveEmptyEntries).Skip(2).ToList<string>();
+            List<string> expected = new List<string>()
+            {
+                "  -a, --alpha      Required.",
+                "  -b, --alpha2     Required.",
+                "  -c, --bravo",
+                "  -d, --charlie",
+                "-e, --echo",
+                "-f, --foxtrot",
+                 "--help           Display this help screen.",
+                "--version        Display version information.",
+                "value pos. 0"
+            };
+            Assert.Equal(expected.Count, helps.Count);
+            int i = 0;
+            foreach (var expect in expected)
+            {
+                Assert.Equal(expect.Trim(), helps[i].Trim());
+                i++;
+            }
+        }
+
+
+    }
+}