i like the first one (white sport) because new paint, new KM2s, MT classics are sweet, matching full size spare, gears, and lockers? you can't go wrong. overpriced? perhaps, but i wouldn't know if $8k is overpriced for that kind of shape, especially with that kind of mileage. question is, how hard were those 176,000 miles driven, and would it make a difference if they were interstate or city miles? to what extent is the tow package? does that mean tow hitch and dana 44 rear or just the tow hitch? either way, i'd take the time to look into it in person if i were you.
the sahara; i see you having to change tires in the near future, although the Baja ATZ is nicer on the road and has a good tread wear review. has a wench (guessing it comes with the gf, who's probably a swamp donkey...jk i saw that WINCH), and front bumper.
i have a '99 sahara and, truthfully, i'm sick of looking at a green and beige interior with a beige and black dash and black gauge cluster. and black bumpers don't look right with a green body and beige hardtop.
to me, anything bought used will have some squirrels running around in there. our good friend Murphy and his Quantum Law shall explain: "Anything that can, could have, or will go wrong, is going wrong, all at once."