It depends. If you're sharing the same URL, then it can take Facebook a while to update. They don't like updating the preview images from posts right away because that can be used as a type of bait and switch (put up good content, get a lot of shares and then change the content to something malicious so the shares show up differently, etc). If it's the same page, it can take a few weeks for them to 'trust' that the new content is accurate if it was shared a lot earlier.
If the URL changed, then you should run your URL through the
Facebook URL Debug Tool
to verify that your tags are correct.
I hope that helps,
Alex