You can get cherokees pretty darn cheap, and some wranglers are pretty cheap. The question is, can you turn a wrench? If your budjet is $5k you might want to steer clear of wranglers unless you can do your own work. You will find a cherokee in much better condition for the same price. However, I love my wrangler and would not trade it for the world, but I would also love to have a beefy Cherokee Sport or classic.
Hope this helps.
Welcome to the world of J.E.E.P (just empty every pocket)