For anyone who wants to attain the vaunted title of “being well-read,” it’s more about breadth than depth.
To “feel” well-read in literature, it’s all about the categories, not the books themselves. Read a few books in a few different genres, time periods, points of views. I’ve thrown in a few controversial books, just so you know what all of the fuss is about.
Postscript: since this question is more about sentiment than reality … I hate to break it to you, but if you’re truly a well-read person, you will never feel well-read. They’re always on the lookout for their next book—that category that they’re missing—to add to their impressive list. It’s a Sisyphean goal, really.
If you feel well-read, you’re probably not.