From all of the promotional material and videos I have seen, Disney has always mentioned a story behind what they did with Disney Springs (like they always do with any new area), but also if I recall they also say "harkens back to" quiet often when referring to the Disney Springs town. So this is the morden day version of the old Disney Springs of yesterday.
If you look in the Guest Relations building they have a large mural or painting of Disney Springs from a supposed 1950's Expo. It shows the train tracks still in tact and the train running across it. This is clearly not true today as plants are growing on the elevated tracks now.
What this tells me is that those days are the past, and we are in Disney Springs of the present, today. So you have an old style with modern features built on top of it, like you would see in many old cities becoming modernized (like areas of Japan or China have, for example). Here it is:
I also specifically remembering Disney mention why the water tower has a new modern font logo on it, even though the water tower is old, and it had to do with it being modern day or something along those lines. In fact, behind the logo on the tower there is printing on the tower itself... watch this: