@lazyboy97o , I think you are right on why it is cold to me. I mean, the only way I would EVER consider buying one of these places if I had crazy amounts of money were if I could justify it by often bringing people to stay for the vacation of a lifetime for people who would never otherwise be able to do it (or maybe like the kids who have terminal diseases). But the sad fact is that the homeowners' association in such a community would probably disallow such sharing of it. Too much riff-raff and too many "guest passes" through the security gate. Not certain, but it would seem that would be the case for such an exclusive community wishing to keep up their property values -- which fits in with your statement. Exclusivity was the opposite of Walt's dream. He did, in fact, recognize that there would be suburbs of EPCOT (in the outer circles), but they still participated in the whole. Which is not really the case in an exclusive, gated community of McMansions with piped-in "magic" and paid services to decorate your house for you during the holidays.
I don't think that the family in the Carousel of Progress would recognize their home in Golden Oak, no matter what year it is. But maybe I am wrong.
I know that this has sounded like I just have a stump to grind against the rich, but that is not the case. (In that case I would have something against The Grand Floridian.) But I have really tried to figure out why Golden Oak itself so disappoints and unsetttles me as a fan of Disney and WDW. And I think that LazyBoy97 is right in a lot of it. It is not any one thing within it, but more the concept and whole of it. It is contrary completely to Walt Disney World's original purpose and vision, even as flawed as it might have become over the years.