Clearing outdated search results comes down to one question: do you own the...

https://magic-wiki.win/index.php/How_Do_I_Clear_a_Cached_Result_When_the_Page_Is_Already_404%3F

Clearing outdated search results comes down to one question: do you own the site? If you control it, delete the page and use Google’s "Refresh Outdated Content" tool to clear the cache