People movers are at airports and new technological innovations are being pumped out at an exponentially faster rate than in the 1950's. Walt was a visionary, and a lot of the ideals of Tomorrowland will no doubt show up in the 1952/Tesla/Tomorrowland movie.
BUT, I would argue that from an aesthetic point of view, stuff like Rolley Crump's Tomorrowland Terrace stage (sans the multicolored walls) still looks futuristic in that most of America can't afford to put stuff like this in, but perhaps in the future newer construction methods will allow for such urban design:
It looks like it belongs in 'Cloud City' in Star Wars.
Last time I looked, urban centers around the US don't look like Cloud City. I think that the big white and beautiful looking Tomorrowland is much preferable over Blade Runner as I want an inspirational/optimistic look on Tomorrow, though I think a "space port" area could be built entirely inside of a showbuilding and could house the queues for perhaps 2 E-Tickets and a restaurant. I don't anybody who if they visited a detailed recreation of a world in Star Wars would say that it didn't look futuristic.
I also don't think that Space Mountain looks terribly dated, though they could update the queue with special effects.
Given how high-tech today already is, you'd think it would be hard to do a Tomorrowland upgrade. Though as far as I know, nobody is hopping in a spaceship and visiting other planets. Just peruse Star Wars films, even the new Star Trek films, and there is tons of material for inspiration.