Jeeps are popular around here so they have good resale generally. Pay more, but then you don't really loose too much later. Kinda always been that way.

Most the Durangos and Dakotas have a lot of miles and bad clear coat issues. The last of them can still be had with good cosmetics, but the engines in them can be trouble so I have heard. Met a mechanic a few years ago who worked for the local GMC dealer tell me when they got anything 4.7 as a trade-in it went to the auction. That dealership offers used car warranties and had a few in that needed major engine work/total replacement so the sales manager decided they were not worth having on the lot. I think if you found one that has been taken care of you may be ok?

Toyotas are popular and priced that way.

Lady at the bank I talked to a few years ago said it's possible to save quite a bit of money by traveling outside the area and driving something back home instead. C-19 made prices on the sought after stuff go way up and that is where it has stayed.