The answer may be that homelessness is not solely a problem of lack of houses and apartments for people. There may be a lot more factors involved. The discussion has been active on what that may be.

Rothbardian_fanatic

Politics_And_Law

What To Do about Homelessness

It really is a tough problem, but I think reducing regulation on building more homes, apartments, etc. 

Honestly I am here in the Phoenix Valley and there are well over 50,000 houses for sale, so why should there be homeless people on the street - when many of these homes sit vacant for months and years on end. The solution is a return to sound money, but also flooding the market with more homes so people stop treating homes as a financial asset, and instead as a place to stay. These homes need to be used for utility value, not as a way to preserve wealth. Bitcoin fixes this, but also we need alot more supply (as it will drive existing home values down). 