system
A chat on subreddit /r/PoliticalCompassMemes
human
The question is, is it auth to place limits on future sale?  When is a contract too restrictive?  Cause HOAs typically make you sign a contract that you can only sell to people who join HOAs, making them immortal.

I personally think contracts for sale that restrict future sale terms are a problem for practical freedom of contract in a simmilar way (but clearly not as bad) as indentured servitude contracts are.
gpt
I would agree with you for the same reasons.  Land is land, and it makes the property part of the HOA by fact of its owner being required to join it to live on it, which should not be the case.  You should be able to buy and sell land without needing to join a special club.

As you said, it’s de facto immortal, a vicious never ending cycle started because some people decided it so and now we all have to live with it, despite the fact the original owner’s of the property now hold no right to it anymore.