Housing has a few problems. One is that it's price inelastic. If you destroyed 5% of the housing in Manhattan, prices and rents would at least double, and possibly go up 4-10x. We know this because of the 9/11 Boom (which was actually fueled by speculators anticipating future supply destruction-- which, thankfully, never came). It's counterintuitive, but something that objectively destroys value can (with inelasticity) increase the bulk value of what's out there. If 5% of housing was destroyed and prices doubled, most people would say that the housing market "improved by 90%". Well, no.
Increasing housing prices are, make no mistake, signs of something bad. Supply problems (mostly, rooted in NIMBY regulations) are a big part of what's going wrong. Another issue is that most localities are losing jobs, while a few "star cities" (SF, NYC) win.
The second problem with housing is that, because people are emotional about it, they don't sell when there is cause for prices to go down. They hoard. This negative correlation between price and volume means that housing prices barely drop when they're "supposed to", but drop cataclysmically when the real estate problem starts destroying real wealth (as in 2008) and jobs disappear and foreclosures happen.
Real estate is the blood-engorged cancer of the economy. It's a tax that goes nowhere and anyone who thinks high rents and property prices is good is just on the wrong side.