As one who, a decade ago, made the choice to live 10 mins from work in a Portland suburb rather than live in the city and commute 40-60 mins each way, we don't regret the decision at all.

Sure I would love to live in one of the leafy old neighborhoods in Portland, but we can get there in less than 30 minutes on the weekends and I don't stress over voluntarily driving into the city midweek once in a while. It would be nice to be a bit less car dependent, but having two cars in our family is more a choice of convenience than a necessity.