I agree with your idea of the general Walt-era nostalgia, and it would work as such if the attraction were still in it's original state. It would also work, to some degree, if the final scene were updated to something reasonably current, but as it stands now, it's a very dis-jointed joke unto itself, poking a little good-natured fun at the old times compared to "modern" 1990's era appliances and video games, while simultaneously and unintentionally poking fun at itself for being hilariously outdated, by multiple decades now, all while occupying real estate in "Tomorrowland." I shouldn't have to explain to my kids about the primitive old times in the current/near-future scene at the end. It kind of reminds me of how Back to the Future makes fun of the 1950's in 1985, complete with a super-modern Walkman cassette player, Pepsi-Free, and the luxury of TWO TV's in his house.
