diff --git a/chrome/browser/web_applications/os_integration/web_app_shortcut_win.cc b/chrome/browser/web_applications/os_integration/web_app_shortcut_win.cc
--- a/chrome/browser/web_applications/os_integration/web_app_shortcut_win.cc
+++ b/chrome/browser/web_applications/os_integration/web_app_shortcut_win.cc
@@ -345,10 +345,18 @@ Result UpdateShortcuts(const base::FilePath& web_app_path,
   const bool title_change = old_app_title != shortcut_info.title;
   Result result = Result::kOk;
   for (const auto& shortcut : all_shortcuts) {
-    const base::FilePath new_shortcut =
+    base::FilePath new_shortcut =
         shortcut.DirName()
             .Append(GetSanitizedFileName(shortcut_info.title))
             .AddExtension(installer::kLnkExt);
+    // Do not overwrite an unrelated shortcut that already has the new name.
+    if (new_shortcut != shortcut) {
+      new_shortcut = base::GetUniquePath(new_shortcut);
+      if (new_shortcut.empty()) {
+        result = Result::kError;
+        continue;
+      }
+    }
     if (title_change) {
       // When the title changes, it is not enough to rename the shortcut file,
       // because it still points to the old icon. Update the icon file before
@@ -411,10 +419,18 @@ Result UpdateShortcuts(const base::FilePath& web_app_path,
   // like PKEY_ItemName on the shortcut does not seem to change the shortcut's
   // properties, as determined by shortcut_properties.py.
   for (const auto& shortcut : pinned_shortcuts) {
-    const base::FilePath new_shortcut =
+    base::FilePath new_shortcut =
         shortcut.DirName()
             .Append(GetSanitizedFileName(shortcut_info.title))
             .AddExtension(installer::kLnkExt);
+    // Do not overwrite an unrelated pinned shortcut that already has the new
+    // name.
+    if (new_shortcut != shortcut) {
+      new_shortcut = base::GetUniquePath(new_shortcut);
+      if (new_shortcut.empty()) {
+        result = Result::kError;
+        continue;
+      }
+    }

     if (title_change) {
       UpdateIconFileForShortcut(web_app_path, shortcut, shortcut_info.title);