Expect to Pay: $10,000 - $24,000 There's a used-car bargain to be found in a Jeep Wrangler, because a Jeep Wrangler is a true off-roader. That means that some buyers will get a Wrangler, thinking they want to go off-roading. Then they learn they have to go off road to go off-roading. Then they buy a soft-road vehicle and sell the Jeep Wrangler, almost unused -- that's your cue to buy it at a used-car discount.