diff --git a/src/gui/src/UI/Dashboard/UIDashboard.js b/src/gui/src/UI/Dashboard/UIDashboard.js
index 1dc53338b..478cdf7ed 100644
--- a/src/gui/src/UI/Dashboard/UIDashboard.js
+++ b/src/gui/src/UI/Dashboard/UIDashboard.js
@@ -25,6 +25,7 @@ import UIAlert from '../UIAlert.js';
 import UIWindowSaveAccount from '../UIWindowSaveAccount.js';
 import UIWindowLogin from '../UIWindowLogin.js';
 import UIWindowFeedback from '../UIWindowFeedback.js';
+import apply_item_added_to_containers from '../../helpers/apply_item_added_to_containers.js';
 /**
  * Creates and displays the Dashboard window.
  *
@@ -364,6 +365,11 @@ async function UIDashboard (options) {
         if ( window.UIDashboardFileItem ) {
             window.UIDashboardFileItem(item);
         }
+
+        // The Files tab above is the dashboard's own listing; file dialogs and
+        // explorer windows opened over the dashboard are plain UIWindow item
+        // containers and need the same update the desktop gives them.
+        await apply_item_added_to_containers(item);
     });
 
     // Apply initial route from URL - activate the correct tab
diff --git a/src/gui/src/UI/UIDesktop.js b/src/gui/src/UI/UIDesktop.js
index cca9c081e..f22650251 100644
--- a/src/gui/src/UI/UIDesktop.js
+++ b/src/gui/src/UI/UIDesktop.js
@@ -41,6 +41,7 @@ import UINotification from './UINotification.js';
 import UIWindowWelcome from './UIWindowWelcome.js';
 import launch_app from '../helpers/launch_app.js';
 import item_icon from '../helpers/item_icon.js';
+import apply_item_added_to_containers from '../helpers/apply_item_added_to_containers.js';
 import UIWindowSearch from './UIWindowSearch.js';
 
 async function UIDesktop (options) {
@@ -627,48 +628,7 @@ async function UIDesktop (options) {
             return;
         }
 
-        // Update replaced items with matching uids
-        if ( item.overwritten_uid ) {
-            $(`.item[data-uid='${item.overwritten_uid}']`).attr({
-                'data-immutable': item.immutable,
-                'data-path': item.path,
-                'data-name': item.name,
-                'data-size': item.size,
-                'data-modified': item.modified,
-                'data-type': item.type,
-            });
-            // set new icon
-            const new_icon = (item.is_dir ? window.icons['folder.svg'] : (await item_icon(item)).image);
-            $(`.item[data-uid="${item.overwritten_uid}"]`).find('.item-icon > img').attr('src', new_icon);
-
-            //sort each window
-            $(`.item-container[data-path='${html_encode(item.dirpath)}' i]`).each(function () {
-                window.sort_items(this, $(this).attr('data-sort_by'), $(this).attr('data-sort_order'));
-            });
-        }
-        else {
-            UIItem({
-                appendTo: $(`.item-container[data-path='${html_encode(item.dirpath)}' i]`),
-                uid: item.uid,
-                immutable: item.immutable || item.writable === false,
-                associated_app_name: item.associated_app?.name,
-                path: item.path,
-                icon: await item_icon(item),
-                name: item.name,
-                size: item.size,
-                type: item.type,
-                modified: item.modified,
-                is_dir: item.is_dir,
-                is_shortcut: item.is_shortcut,
-                shortcut_to: item.shortcut_to,
-                shortcut_to_path: item.shortcut_to_path,
-            });
-
-            //sort each window
-            $(`.item-container[data-path='${html_encode(item.dirpath)}' i]`).each(function () {
-                window.sort_items(this, $(this).attr('data-sort_by'), $(this).attr('data-sort_order'));
-            });
-        }
+        await apply_item_added_to_containers(item);
     });
 
     // Hidden file dialog
diff --git a/src/gui/src/helpers/apply_item_added_to_containers.js b/src/gui/src/helpers/apply_item_added_to_containers.js
new file mode 100644
index 000000000..6d0bf5dbc
--- /dev/null
+++ b/src/gui/src/helpers/apply_item_added_to_containers.js
@@ -0,0 +1,80 @@
+/**
+ * Copyright (C) 2024-present Puter Technologies Inc.
+ *
+ * This file is part of Puter.
+ *
+ * Puter is free software: you can redistribute it and/or modify
+ * it under the terms of the GNU Affero General Public License as published
+ * by the Free Software Foundation, either version 3 of the License, or
+ * (at your option) any later version.
+ *
+ * This program is distributed in the hope that it will be useful,
+ * but WITHOUT ANY WARRANTY; without even the implied warranty of
+ * MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE.  See the
+ * GNU Affero General Public License for more details.
+ *
+ * You should have received a copy of the GNU Affero General Public License
+ * along with this program.  If not, see <https://www.gnu.org/licenses/>.
+ */
+
+import UIItem from '../UI/UIItem.js';
+import item_icon from './item_icon.js';
+
+/**
+ * Reflect an `item.added` socket event in every open UIWindow item container
+ * showing the item's directory — explorer windows and file dialogs.
+ *
+ * Shared by both shells: the desktop and the dashboard each own their
+ * chrome-specific listing (desktop icons / the dashboard's Files tab) but both
+ * can host UIWindow item containers, and those need the same treatment. When
+ * only the desktop did this, uploading through a file dialog's "Upload" button
+ * on the dashboard left the dialog looking empty until it was navigated.
+ *
+ * A dialog's `accept` filter needs no handling here — UIItem reads
+ * data-allowed_file_types off the container it is appended to.
+ *
+ * @param {object} item fsentry from the `item.added` event
+ */
+const apply_item_added_to_containers = async function (item) {
+    const $containers = $(`.item-container[data-path='${html_encode(item.dirpath)}' i]`);
+    if ( $containers.length === 0 ) {
+        return;
+    }
+
+    // An overwrite reuses the existing element rather than adding a second one.
+    if ( item.overwritten_uid ) {
+        $(`.item[data-uid='${item.overwritten_uid}']`).attr({
+            'data-immutable': item.immutable,
+            'data-path': item.path,
+            'data-name': item.name,
+            'data-size': item.size,
+            'data-modified': item.modified,
+            'data-type': item.type,
+        });
+        const new_icon = (item.is_dir ? window.icons['folder.svg'] : (await item_icon(item)).image);
+        $(`.item[data-uid="${item.overwritten_uid}"]`).find('.item-icon > img').attr('src', new_icon);
+    } else {
+        UIItem({
+            appendTo: $containers,
+            uid: item.uid,
+            immutable: item.immutable || item.writable === false,
+            associated_app_name: item.associated_app?.name,
+            path: item.path,
+            icon: await item_icon(item),
+            name: item.name,
+            size: item.size,
+            type: item.type,
+            modified: item.modified,
+            is_dir: item.is_dir,
+            is_shortcut: item.is_shortcut,
+            shortcut_to: item.shortcut_to,
+            shortcut_to_path: item.shortcut_to_path,
+        });
+    }
+
+    $containers.each(function () {
+        window.sort_items(this, $(this).attr('data-sort_by'), $(this).attr('data-sort_order'));
+    });
+};
+
+export default apply_item_added_to_containers;