diff --git a/source/blender/windowmanager/intern/wm_files.cc b/source/blender/windowmanager/intern/wm_files.cc
index 19ca178d5d5..1503510ed2d 100644
--- a/source/blender/windowmanager/intern/wm_files.cc
+++ b/source/blender/windowmanager/intern/wm_files.cc
@@ -3771,25 +3771,51 @@ void WM_OT_save_mainfile(wmOperatorType *ot)
 /** \name Clear Recent Files List Operator
  * \{ */
 
-static int wm_clear_recent_files_invoke(bContext *C, wmOperator *op, const wmEvent * /*event*/)
+enum ClearRecentInclude { CLEAR_RECENT_ALL, CLEAR_RECENT_MISSING };
+
+static const EnumPropertyItem prop_clear_recent_types[] = {
+    {CLEAR_RECENT_ALL, "ALL", 0, "All Items", ""},
+    {CLEAR_RECENT_MISSING, "MISSING", 0, "Items Not Found", ""},
+    {0, nullptr, 0, nullptr, nullptr},
+};
+
+static int wm_clear_recent_files_invoke(bContext *C, wmOperator *op, const wmEvent *event)
 {
-  return WM_operator_confirm_ex(C,
-                                op,
-                                nullptr,
-                                IFACE_("Remove all items from the recent files list"),
-                                IFACE_("Remove All"),
-                                ALERT_ICON_WARNING,
-                                false);
+  return WM_operator_props_popup_confirm_ex(
+      C, op, event, IFACE_("Clear Recent Files List"), IFACE_("Remove"));
 }
 
-static int wm_clear_recent_files_exec(bContext * /*C*/, wmOperator * /*op*/)
+static int wm_clear_recent_files_exec(bContext * /*C*/, wmOperator *op)
 {
-  wm_history_files_free();
+  ClearRecentInclude include = static_cast<ClearRecentInclude>(RNA_enum_get(op->ptr, "remove"));
+
+  if (include == CLEAR_RECENT_ALL) {
+    wm_history_files_free();
+  }
+  else if (include == CLEAR_RECENT_MISSING) {
+    LISTBASE_FOREACH_MUTABLE (RecentFile *, recent, &G.recent_files) {
+      if (!BLI_exists(recent->filepath)) {
+        BLI_freelinkN(&G.recent_files, recent);
+      }
+    }
+  }
+
   wm_history_file_write();
 
   return OPERATOR_FINISHED;
 }
 
+static void wm_clear_recent_files_ui(bContext * /*C*/, wmOperator *op)
+{
+  uiLayout *layout = op->layout;
+  uiLayoutSetPropSep(layout, true);
+  uiLayoutSetPropDecorate(layout, false);
+
+  uiItemS(layout);
+  uiItemR(layout, op->ptr, "remove", UI_ITEM_R_TOGGLE, nullptr, ICON_NONE);
+  uiItemS(layout);
+}
+
 void WM_OT_clear_recent_files(wmOperatorType *ot)
 {
   ot->name = "Clear Recent Files List";
@@ -3798,6 +3824,14 @@ void WM_OT_clear_recent_files(wmOperatorType *ot)
 
   ot->invoke = wm_clear_recent_files_invoke;
   ot->exec = wm_clear_recent_files_exec;
+  ot->ui = wm_clear_recent_files_ui;
+
+  /* flags */
+  ot->flag = OPTYPE_REGISTER;
+
+  /* props */
+  ot->prop = RNA_def_enum(
+      ot->srna, "remove", prop_clear_recent_types, CLEAR_RECENT_ALL, "Remove", "");
 }
 
 /** \} */