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$5500 isn't out of line I don't think. You are getting approximately $1500 in recent services. I've got 268k on mine and I wouldn't hesitate to drive it anywhere.
Front seat is pretty normal for that age. Southern truck, so underside should be clean. Have you asked about headrest or third row seats? The "wood trim" on these trucks were port installed add ons that most Mud members find annoying and they remove it. It's simple peel & stick crap. On a hot Florida afternoon, you can pull it off with a little effort.
Steering wheel recover will run about $325. Several options for seat recover. Lseats.com, leatherseats.com, landcruiserheaven.com all have DIY kits if you are handy. Roadwire.com will sell you a installed kit. All three rows are listed on Roadwire's site, you can contact them for a front row only quote.
I would contact some of the vendors or members on Mud who are parting out trucks. Shouldn't be hard to find headrests. Third row seats are also around... with a little patience, you can find the parts you need.
The rear crossmember in front of the spare tire and the body at the lower front and rear edge of the rear wheel well (behind the running board and mud flap).
If that rig drives well, $5k would be a bargain and $5.5k would be fair. But you will want to invest in a few tools and learn some basic repairs if you want to keep the high mileage budget Cruiser a budget Cruiser. I have to question why you are overly concerned about a few blemishes for a budget rig. But if you want to do a little refurbishing or basic maintenance, Mud is a very good place to learn from
If you find yourself in Kansas, you can have my 3rd row seats
I bought my Cruiser 1/16 @ 246k miles. I drove it 24K miles by the end of the year and am sitting at 275K. My steering wheel cover was in much worse shape than the one posted. It was worn through, so I simply removed it. Has worked well for 16 months and looks much better. My rear spoiler was in the same shape as well. I simply unbolted the mounting brackets from the tailgate then reinstalled the bolts with some clear RTV to keep the water out. You can check out what I went through with my first year of ownership by following the link in my signature.