There will be no inflection point. The process is gradual and is long under way.
To clean a house in the area can cost ~$150. Good nannies can make $50-60K a year. Plumbers are expensive. Gardeners are expensive. And so on. This is just basic economics.
Also, I think the commutes are somewhat blown-up. Plenty of cheap places in San Jose that aren't much more than 40 minutes away if you avoid rush hour.