you can definitely beat that asking price, by a long shot.
as for the 22re, I had a 93 (2wd) pickup with the 22re. Delivered to me with 36 miles on the odometer. I decided to sell it after turning over 300,000. 18 years later, and I just wanted something with 4wd (and am absolutely in love with my 1st-gen Tundra with 225k on the clock). The 22re is definitely not a high-power beast. I spent my first several years in NW NM/SW CO with that truck, and almost always had a couple or three hundred extra pounds worth of stuff in it, and I never felt underpowered, but I definitely had to gear down A LOT in the mountains. It wasn't at all odd to end up in second gear on some of the tighter/twistier highway passes. If you know how to actually drive a stick, you won't have problems milking the little motor. I never had to do a damn thing to that engine. At all. I was really bad about not even doing some of the everyday basics. 10,000 mile oil changes were pretty normal (conventional oil, of course). I had to replace the starter twice and the alternator once, which of course isn't a reflection on the engine. After enough time, those things die sometimes.
I wouldn't hesitate to pick a truck with the 22re as my daily driver and fun-mobile. Don't overdo it with big tires and you'll be fine, and have a lot of fun.
edit: I didn't have power steering, so I didn't have to worry about that leaking.