Have to agree. I grew up in Chicago and moved to New York about 4 years ago. My W2 income in NYC is about 3x higher than it was in Chicago, though I am better at my job now than I was then so it's not all a cost-of-living adjustment.
Anyway, I've begun the house search in New York City. I'm looking for a 1 bedroom apartment, in some place like Brooklyn Heights, Carrol Gardens, Gowanus, etc. Not Midtown Manhattan or Tribeca. Setting the budget to $700,000, literally everything available is a tiny shithole. I did find a small 1 bedroom apartment in Brooklyn Heights that's nice. 3 million dollars.
I did the same search in Chicago. For half the money, you can get 1500 square feet, with nice modern finishings, 13 foot ceilings, etc. right downtown. If I were buying in Chicago, my conundrum would be "this is really too much space, my house is going to feel _empty_".
The NYC and SF housing situation is really quite insane. The best career move I can imagine making is keeping my current salary and literally moving anywhere else in the world, except maybe London. The rest of the world is dirt cheap compared to NYC and the bay area. It's so crazy.