This article crystalizes a point that was vague in my mind: "megacities have a problem making it affordable to raise large or even medium-size families. How many of us could live in San Francisco, London or New York City and bring up three children in a decent neighborhood with good schools? Only the already well-to-do can manage such a feat.".
As a mid-30s person with a new baby, I don't see how the numbers work for new entrants to the housing market - unless you were a gambler. Your gamble would be that (a) you don't ever take a hit on your income, and (b) property prices continue to rise. We've been unable to take that gamble .. and homes have increase 40% in the blink of an eye.
In Canada, we have a lot of family in the GTA. We're basically priced out of areas as far away as Mississauga and Milton (Milton went up 20% since Nov 2016). An option we are considering is to move to BC and just rent for a few years in Vancouver. At least we get a better city out of it. For any Canucks, are there any other decent places with tech jobs, and somewhat affordable housing?