Sergio:
I live in NYC now and grew up in one of those suburbs, so I feel as though I have a pretty good handle on what's going on real estate wise.
And while there are always exceptions to the rule, the norm is that most rent stabilized apartments -(rent controlled apts are as you said and most people are not old enough to have been in the same apartment since early 70's when the law was changed), especially downtown..(the rare example of a large apartment rent stabilized is usually above 33rd if not further),- are former tenement buildings that owners chopped up to get as many people in as possible. So they are tiny. I have been in more than 100 different ones. (And there are only 1 million city wide for 8.xM people)
As for the professional couple that is "living comfortably", I know plenty of them with amazing salaries and not one of them I know would say they are "living comfortably". Yes, living better, but not comfortably. Because now that you have "made it" there is the more expensive restaurant to go to (easy $200 a night if you get wine or a drink), the more expensive beach house to rent or buy, the private school for kids which is considered a must for those "professional couples". (A friend pays $38K a year per child and they are 5 and 10..and this is the norm). Then nanny to watch to the children (another $40K a year). So living there is sort of like that math problem where X approaches zero but never gets there. Well its like that but inverted....you keep getting higher but you never quite get there as costs always start to outstrip income. As there is always something more in NYC. And if you make that kind of money you don't get there and survive by saying: oh but I will stay home and save my money and have a nice night playing Scrabble. You just don't, as for why, that's a separate thread.
As for the suburbs: the property taxes in NJ, Westchester, and Long Island not to mention real estate prices are staggering. Especially, for the towns with "good schools" along the train lines. Yes, real estate has come down in those areas more than the City, but I would not say cheap. Further, notwithstanding the news saying positive things, credit for a new home is still extremely tight at the moment. Which is why mortgage rates are still so low. And that is the Suburbs...San Isidro is nice too. I grew up in those suburbs and it is a huge difference from living in the City.
As for those real estate prices, maybe you are looking at at 20%-25% discount over past few years. But you are still looking at $300-650K for a studio to 1 bedroom, 700-$1.5M for a 1 bedroom to 2 bedroom. depending upon the neighborhood. Now come up with at least (at least 20%) for the down payment (not to mention closing and other costs...now furnish it too). Believe me..many of these people had to get the same "gift" or inheritance from their parents. Not many people save up 200-500K from salary in a few years. And many of the Co-Op boards want "hard" assets, "cash in hand", not future earnings or stock portfolio when assessing your "worthiness". That's not even the bank. All for a place that is 40 sqmeters, to 90 sq meters.
Now yes, do I know a few people making ridiculous Wall St. "stupid money", for sure. But out of all my friends, most of which are professionals, or business owners and such (and not fresh out of college)...NYC is a hyper-expensive struggle.