> We really don't have any direct, past precedent for this type of situation
Yeah, we do. Massive housing speculation in the mid-2000s.
> The fact that Zillow failed on their initial attempt does not imply that this can't work
I'm reminded of Gamestop here. Around the time $GME first spiked and then fell you saw lots of people trying to encourage everyone to hold. What this ignored is that someone would be left holding the bag and the long interest holders knew it so it was a question of not being left holding the bag.
This is classic Prisoner's Dilemma, basic human nature (ie to act in self interest) and exactly why markets work long term.
The boom and bust cycle reflects basic human psychology of fear and greed.
Asset bubbles aren't new. Attempting to corner or even just manipulating markets isn't new. Ultimately these things always revert to mean. Sometimes you can predict the reason. Often you can't.
I personally favour fairly radical and progressive real estate reform. This includes (much) higher property taxes for non-resident owners, treating owners as tax residents and thus taxing their income, ending special treatment for real estate assets in asset reporting and withholding taxes at source on real estate income.
Cities should be for those that live in them, first and foremost. Having landlords is fine as long as those landlords themselves are residents of the same city. Residential property shouldn't be for investment funds or oligarchs hiding money from governments.
Concentrating on the likes of Zillow however is largely unnecessary and a diversion. The focus should be on the game not the players.
But I also firmly believe that the prisoner's dilemma and human psychology will limit the impact of institutional real estate buying just as in any other market.