I have a extra AR that my brother wants to trade his boat for.

14' aluminium hull
Live well
Foot steer trolling motor
Deep marine battery
2 seats
Trailer

Condition is fair-good.

I bought one off the EE here in similar condition, with a jacked up 6hp Johnson, for $500.

I sold it to my buddy for the same amount.

Been cruising the boats section of CL lately.

Jon boats with gas outboards and trailers in OK shape that don't have a lot of whiz bangs or emotion tied up in them seem to have asking prices in the $1500 +/- range.  Figure People are selling them for $1250 and that the outboard if in good shape is worth $400.  IMO for the boat you described that would put you in the $800 range.

Edit:

Boat, trolling motor, trailer for $1K
http://richmond.craigslist.org/boa/4525365949.html

Boat, trolling motor, trailer for $700
http://richmond.craigslist.org/boa/4533806374.html

Id need $700 to break even

I'd put that near $500 if the trailer tires are in great condition.     Personally, I'd walk away from that deal.

$500.00 Jon Boat/trailer at best.....And I would get shed of half the stuff on it now.

I'm wondering if you would do better to part it out.