I think this was mentioned before, but really, ou could still drive the truck with a compression issues on the 8th cylinder with no MAJOR problems for years...trust me..i ve done it without even noticing.
so, remember, the motor isn't the only part of the truck you are looking at, you said yourself, that you like the body, and the other accessories... is the truck worth to you what you would have to spend to keep it running? imo, I buy vehicles based on what I Can do with them how much I like them and will they do what I need them to do... price is important, as I won't stand for getting ripped off, but at the same time, I am willing to take a little pain in the Arse in order to get what I want honestly.
you also said yourself that you have little options for trucks in your area for that price range...
just walk in the dealership with cash or a certified cheque for what you want to pay, and say take it or leave it if you wanna play hard ball.
you could also do the other route, and (if you have the 5500 for it ) tell them you want oil changes for life.... free extended warranty, tint, car starter/alarm, rims and wheels, stuff like that for paying that higher price.
the oil changes are nice to have
anyways good luck