That sounds sad!
Until you realize the reality writ large: The current tax scheme enables drives supply down and value endlessly up. So much so that most homeowners end up selling for more than the total lifetime cost of ownership. So the old man from 'Up' would be able to sell and recoup a lifetime of housing costs. Personal homeownership is just abstract landlording in that way.
We have a myth in the western world that we own our homes. You can argue it's a natural right, but that won't matter to the government if you don't pay your taxes. So ownership is a social construct, just like copyright; we've decided as a society that it's most beneficial to let people "own" land. But the current system has, by destroying housing supply, increased housing costs by double (in HCOL areas) over what they would be if supply met demand. So renters and first time homeowners are subsidizing homeowners in a huge way. As a result, people are putting off having kids, or not having them at all, and taking a job they hate just to exist. It's abstract, but it's still feudalism; land owners extracting value from land merely from holding the social contract to it.
So no, my empathy does not extend to sympathy for Mr. Carl Fredrickson. I'll save it for the people laboring to pay his fair share.