Quoted By:
Gen 1 - 2 Kanto :
Hey, don't take the blocky appearance of our region seriously. It's there because of the hardware limitations, it's actually a wide and wonderful world. Use your imagination.
Gen 3 onwards :
Huuh. Kanto is literally a square, yep.
Game Freak's peak creativity was Gen 2. It's the gen that added the most concept. Gen 3 to 5 were simply polishing the basics until it was perfect but never added anything substantial.
Look at pic related. It's a city from Earthbound, a SNES game that got a GBA port in 2002
Game freak has NO excuse for not making the pokemon world look like something alive and not a bunch of legos