Funny thing is I am in my thirties and both my grandparents, who started as lower middle class to lower class backgrounds had all those things by 26 except maybe the luxury car but one of my grand parents had a bulldozer around the same age. My grandparents house cost $4000 to build in 1956 on two acres of land. It is worth in the neighborhood of $300k today. In their fifties another grandparent had a private airplane and multiple properties and comercial real estate. My parents went to college and got cushy middle class jobs and had houses that they paid off early. My generation has had it harder. But mind you my grandfather on one side grew up in the depression and lived in a rural house without running water or electricity for a time. My feeling is these kind of opportunities for intelligent Americans to build a successful life and enter the upper middle class or upper class are structurally less available today. I think that it has to do with credentialism and inflation of the costs of living and litigiousness and over regulation.

In 1956 you could build a decent house for the price of a year's income. Not that it was paid off in a year. But now to build a house may be 2-3+ years income depending on the size.