Nah. I own a property in the gold coast area, and my property values have barely changed in the last 20 years. I only see an insane increase in real estate taxes and assessments. These are the things that price renters out, plus the Chicago housing regulations that leave the landlords without any leverage under pretty much any circumstances and force the risk to be reflected in the rent. Currently net profit from rental properties in that area is close to the interest on the equivalent amount of 10y bonds, without all the headache.
So sell and buy 10 year bonds. ¯\_(ツ)_/¯
The Gold Cost isn't suffering a shortage of landlords.
Well, I personally prefer having physical assets a lot more than cash. Just mentioning that to show that math does not favor ownership, provided that the rates stay high.
Note though that there is never a shortage of demand in that area for rentals either, so I'll keep increasing the rent following increases in property taxes and assessments, and people will pay. If anyone has a problem with that, let them bring this up with the City of Chicago and the Cook County.