I always buy guitars used. In the 500 range from what you are talking I would consider a small bodied Yamaha FG-180 from the 80s. Also I would look at Guild older guitars. If you like Wilco guitar sounds dont be afraid of all Mahogany wood.
Thanks for all your hard work in this place, Let me know if its a matter of money I would be more than willing to contribute my fair share financially, cheers,