As food for thought, i have been in the same position with my shotgun, a Browning B25 (i think) about a grands worth when it was bought 20 odd years ago. Its a pretty standard OU with multi chokes which only get changed for cleaning if i put them in the wrong way round.
It functions reliably and with the addition of a short section to the butt, fits me well, and i shoot reasonably well with it.
I could afford to spend a lot more on a gun, something more unique/bespoke, but i am always brought back to the point that would it make me shoot any better?
My feeling is that there is a small chance a new gun would, although it would cost me somewhat, primarily have something on my arm that would probably be a talking point and that's about it.
On the other hand, when i shoulder my gun it goes where its supposed to as does my eye, would the new gun do the same?
The point is if there isn't anything wrong with what you have then boring it may be, but if you shoot well with it why change?
If you want something to talk about 'show off', nothing wrong with that plenty of us have things that cost a lot for no other reason than they're relatively rare but otherwise performs no better than a "Timex". Both my watch and car fall into the 'relatively rare' category, my watch doesn't keep time as well as a Timex, and my car is a lot faster than most saloons but spends most of its time commuting between home and my office at c.40mph

) .