When I have finder open and I click on Window and then select a previous Window, it will pop up from the dock and then appear to pop back down to the dock. My only work around is to open a new finder window. Not sure how to close all of the windows as I can’t get them to stay up. Sometimes Merge all windows will clean things up a bit but not ideal.
I have been living with this awhile now, it is just getting frustrating. I keep thinking that the next update will fix it but I have been having this problem since before Catalina.
I was hoping that “Clean my Mac” would help, I run the Disk Utility regularly.
Noticed that you have something that creates number shortcuts sort of things on the left of the menu when you mouse trough it; if it’s a third party app it might conflict