"Over the past five years" - I feel that in order to formulate "a historical price index per generation" you need to look at inflation over the entire life of the generation. Baby boomers went through the seventies, when inflation was significantly higher than now.
I was coming here to say that. Inflation rates in the double digits is something millennials have never gone through.
By historical standards it was actually a great time, a single wage family could afford their own house. Such similar circumstances is impossible today in the same city.