Taking into account purchasing power, level of education, and length/quality of life for the average free citizen/subject, what would be the best region/city would be the best place to live in Westeros, Essos, and Planetos respectively in your opinion? If you have time, where would be the worst in your opinion?

Westeros: Oldtown. The Reach generally. 

Essos: Braavos. Lys would be quite nice if it wasn’t a slave state. 

Planetos: of the places we know well enough about – Oldtown, Braavos, the Summer Isles. Yi Ti might be quite nice but we don’t have enough detail, Leng would be nice except for the Old Ones living in the subterranean ruins who mate with the God-Empresses and command the population to massacre outsiders every so often.