Snes to N64. Not just because we went from 2d to 3d but because of how stupidly well many Nintendo games translated into 3d. Even today I sometimes go back to OoT or Mario 64 and play them because they aged very well.
PC Specs: CPU: 7800X3D || GPU: Strix 4090 || RAM: 32GB DDR5 6000 || Main SSD: WD 2TB SN850