#1 I find this problem only happens with the tracklist that appears underneath an album when you click an album cover,
#2 and only when play now is set to 'clear list and play selected tracks only'.
Are you sure you mentioned the right setting in #2 there?
In my testing, the above option as well as "clear list and play album only" works as intended:
Album tracks play in the selected order after using the Enter key - which seems to be the default key for that command.
For me, the problem you described arises when the option "clear list and play all tracks" is selected.
With that on and irrespective of which track is selected, playback always initiates from Track #1 when the Enter/Play Now hotkey is used.
Double-clicking though, and changing the PlayNow action to any other key but Enter, works fine as you said.
I already spend hours on end on social media. Might as well spare a few of those to a greater purpose here.