There's a thousand years between ESO and Oblivion. A lot is gonna change in the meantime.

Chorrol fills in that little pothole they've got in Main Street.

Bruma remodels the town square.

Kvatch manages to find it's way onto the map. Before getting obliterated of course.

The Imperial City finally collects enough revenue to fix a few of the bridges.

Most of the keeps that you fight and die and fight some more for and spend huge sums of currency rebuilding just end up abandoned ruins full of bandits or undead or assorted other nasties.

The lay of the land is different from Oblivion, and the towns and keeps are also different and a lot of the stuff is in a bit different location than where they were in Oblivion. Some of the differences are explainable by the difference in time between the two games, some due to the nature of the games in question - different needs, different design goals and all that.

However, there are several places that are instantly recognizable from Oblivion and they do bring back memories.

I find it quite interesting to think about the whole thing - about how my characters, separated by so much time, still traverse the same land and visit the same places.