I found a modern version of my old boots on the REI website for $170, but the thought of a brand new pair of boots makes me cringe. I want a new-to-me pair that looks like they have a story to tell.

Scarpa still makes real old-school boots. Their SL M3s ($250) have silicon-impregnated one-piece leather uppers, flexible cuffs to keep out debris, Cambrelle liners, and Vibram soles.