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I mean it has to be gen 4 to gen 5, whether you look at Sega Genesis to Sega Saturn or SNES to N64, both were massive leaps. Even disregarding the leap from mainly 2D games to mainly 3D games, the 3D leap was truly significant.

Here is Virtua Racing on Genesis, one of the few 3D games in gen 4, and below it Sega Rally on the Saturn:

Likewise here is a 3D leap from SNES to N64: