Really interesting topic @StaceyPowers! I find that 2D games like Super Mario, Super Metroid, Castlevania etc. have all aged incredibly well. I think that 2D games of this ilk will likely forever have an audience/appeal. They're just timeless, you know.
On the other hand, 3D games from the PS1 era have aged arguably the worst. OG Silent Hill and Resident Evil look and play like relics from on older past (not saying you can't have fun with them - I'm still very fond of those games). They just seem clunkier when looked at through a modern lens. And I guess that's why they may be getting the remake treatments that they're getting, i.e. with Resident Evil with last year's excellent Resident Evil 2 remake and this year's Resident Evil 3 remake. And hopefully a remake of Silent Hill (which is rumoured to be in the works too).