diff --git a/Emby.Naming/Video/VideoListResolver.cs b/Emby.Naming/Video/VideoListResolver.cs
index 51f29cf088..12bc22a6ac 100644
--- a/Emby.Naming/Video/VideoListResolver.cs
+++ b/Emby.Naming/Video/VideoListResolver.cs
@@ -141,7 +141,9 @@ namespace Emby.Naming.Video
                 {
                     if (group.Key)
                     {
-                        videos.InsertRange(0, group.OrderByDescending(x => x.Files[0].FileNameWithoutExtension.ToString(), new AlphanumericComparator()));
+                        videos.InsertRange(0, group
+                            .OrderByDescending(x => ResolutionRegex().Match(x.Files[0].FileNameWithoutExtension.ToString()).Value, new AlphanumericComparator())
+                            .ThenBy(x => x.Files[0].FileNameWithoutExtension.ToString(), new AlphanumericComparator()));
                     }
                     else
                     {
diff --git a/tests/Jellyfin.Naming.Tests/Video/MultiVersionTests.cs b/tests/Jellyfin.Naming.Tests/Video/MultiVersionTests.cs
index 183ec89848..3005a4416c 100644
--- a/tests/Jellyfin.Naming.Tests/Video/MultiVersionTests.cs
+++ b/tests/Jellyfin.Naming.Tests/Video/MultiVersionTests.cs
@@ -356,6 +356,45 @@ namespace Jellyfin.Naming.Tests.Video
             Assert.Equal("/movies/X-Men Apocalypse (2016)/X-Men Apocalypse (2016) - Theatrical Release.mkv", result[0].AlternateVersions[4].Path);
         }
 
+        [Fact]
+        public void TestMultiVersion13()
+        {
+            var files = new[]
+            {
+                "/movies/X-Men Apocalypse (2016)/X-Men Apocalypse (2016) - Theatrical Release.mkv",
+                "/movies/X-Men Apocalypse (2016)/X-Men Apocalypse (2016) - Directors Cut.mkv",
+                "/movies/X-Men Apocalypse (2016)/X-Men Apocalypse (2016) - 1080p.mkv",
+                "/movies/X-Men Apocalypse (2016)/X-Men Apocalypse (2016) - 2160p.mkv",
+                "/movies/X-Men Apocalypse (2016)/X-Men Apocalypse (2016) - 1080p Directors Cut.mkv",
+                "/movies/X-Men Apocalypse (2016)/X-Men Apocalypse (2016) - 2160p Remux.mkv",
+                "/movies/X-Men Apocalypse (2016)/X-Men Apocalypse (2016) - 1080p Theatrical Release.mkv",
+                "/movies/X-Men Apocalypse (2016)/X-Men Apocalypse (2016) - 720p.mkv",
+                "/movies/X-Men Apocalypse (2016)/X-Men Apocalypse (2016) - 1080p Remux.mkv",
+                "/movies/X-Men Apocalypse (2016)/X-Men Apocalypse (2016) - 720p Directors Cut.mkv",
+                "/movies/X-Men Apocalypse (2016)/X-Men Apocalypse (2016) - 1080p High Bitrate.mkv",
+                "/movies/X-Men Apocalypse (2016)/X-Men Apocalypse (2016).mkv",
+            };
+
+            var result = VideoListResolver.Resolve(
+                files.Select(i => VideoResolver.Resolve(i, false, _namingOptions)).OfType<VideoFileInfo>().ToList(),
+                _namingOptions).ToList();
+
+            Assert.Single(result);
+            Assert.Equal("/movies/X-Men Apocalypse (2016)/X-Men Apocalypse (2016).mkv", result[0].Files[0].Path);
+            Assert.Equal(11, result[0].AlternateVersions.Count);
+            Assert.Equal("/movies/X-Men Apocalypse (2016)/X-Men Apocalypse (2016) - 2160p.mkv", result[0].AlternateVersions[0].Path);
+            Assert.Equal("/movies/X-Men Apocalypse (2016)/X-Men Apocalypse (2016) - 2160p Remux.mkv", result[0].AlternateVersions[1].Path);
+            Assert.Equal("/movies/X-Men Apocalypse (2016)/X-Men Apocalypse (2016) - 1080p.mkv", result[0].AlternateVersions[2].Path);
+            Assert.Equal("/movies/X-Men Apocalypse (2016)/X-Men Apocalypse (2016) - 1080p Directors Cut.mkv", result[0].AlternateVersions[3].Path);
+            Assert.Equal("/movies/X-Men Apocalypse (2016)/X-Men Apocalypse (2016) - 1080p High Bitrate.mkv", result[0].AlternateVersions[4].Path);
+            Assert.Equal("/movies/X-Men Apocalypse (2016)/X-Men Apocalypse (2016) - 1080p Remux.mkv", result[0].AlternateVersions[5].Path);
+            Assert.Equal("/movies/X-Men Apocalypse (2016)/X-Men Apocalypse (2016) - 1080p Theatrical Release.mkv", result[0].AlternateVersions[6].Path);
+            Assert.Equal("/movies/X-Men Apocalypse (2016)/X-Men Apocalypse (2016) - 720p.mkv", result[0].AlternateVersions[7].Path);
+            Assert.Equal("/movies/X-Men Apocalypse (2016)/X-Men Apocalypse (2016) - 720p Directors Cut.mkv", result[0].AlternateVersions[8].Path);
+            Assert.Equal("/movies/X-Men Apocalypse (2016)/X-Men Apocalypse (2016) - Directors Cut.mkv", result[0].AlternateVersions[9].Path);
+            Assert.Equal("/movies/X-Men Apocalypse (2016)/X-Men Apocalypse (2016) - Theatrical Release.mkv", result[0].AlternateVersions[10].Path);
+        }
+
         [Fact]
         public void Resolve_GivenFolderNameWithBracketsAndHyphens_GroupsBasedOnFolderName()
         {