diff --git a/public/language/en-GB/admin/manage/uploads.json b/public/language/en-GB/admin/manage/uploads.json
index 33d9914403..21bc8201fc 100644
--- a/public/language/en-GB/admin/manage/uploads.json
+++ b/public/language/en-GB/admin/manage/uploads.json
@@ -2,6 +2,7 @@
     "upload-file": "Upload File",
     "filename": "Filename",
     "usage": "Post Usage",
+    "orphaned": "Orphaned",
     "size/filecount": "Size / Filecount",
     "confirm-delete": "Do you really want to delete this file?",
     "filecount": "%1 files"
diff --git a/src/controllers/admin/uploads.js b/src/controllers/admin/uploads.js
index 7a71ccf617..1722be48f6 100644
--- a/src/controllers/admin/uploads.js
+++ b/src/controllers/admin/uploads.js
@@ -43,12 +43,16 @@ uploadsController.get = function (req, res, next) {
 			filesToData(currentFolder, files, next);
 		},
 		function (files, next) {
+			// Float directories to the top
 			files.sort(function (a, b) {
 				if (a.isDirectory && !b.isDirectory) {
 					return -1;
 				} else if (!a.isDirectory && b.isDirectory) {
 					return 1;
+				} else if (!a.isDirectory && !b.isDirectory) {
+					return a.mtime < b.mtime ? -1 : 1;
 				}
+
 				return 0;
 			});
 
@@ -122,6 +126,7 @@ function filesToData(currentDir, files, callback) {
 					sizeHumanReadable: (stat.size / 1024).toFixed(1) + 'KiB',
 					isDirectory: stat.isDirectory(),
 					isFile: stat.isFile(),
+					mtime: stat.mtimeMs,
 				});
 			},
 		], next);