I can't help you on what to do with yours, but I can answer your value question with a comparison to my pickup.
I bought my 2000 F-250 Extended cab 6speed manual from Decorah auto in April last year with 202,000 miles for $6,500. It now has 215,000 miles on it and I have only replaced the water pump and changed the oil 3 times. It has rotted out cab corners and a rusting front fender, but doesn't look terrible yet (give it about three years). I just took it 4 hours into IL yesterday to buy a tractor. The engine has been reliable and powerful. I regularly pull a 25 foot dual tandem gooseneck trailer with it. It does thoroughly mark it's territory with oil leaks, though. The picture was taken the day I bought it. The second picture is from yesterday, and doesn't really show the pickup, but does show the trailer it's almost always on.
I'd buy another 7.3 in a heartbeat. In fact, I am sort of looking, but I'm particular on what I want - F350, 7.3l, standard cab, manual transmission, dually, 4wd. I'll pry never find it, but I'll keep looking
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