I like all the advice above. I think it is spot on.
The only thing that comes to mind is the amount of money you mention is in about where I've spent a lot on guns. IMO, this is the prime price range where there are lots of guns that are problem guns and the buyer is most likely to get something that is really a money pit. IMO, there are, arguably, more problem guns in this range than good guns. The buyer has to be very savy and a bit lucky to get a decent buy that doesn't require additional money to repair it or find out it's not original.
The small bore Parkers have long since passed the sum you mentioned. You may pick up a small bore field grade Fox in that range that is of decent condition. Also some of the Iver Johnson Skeeters can be found in this range and have a proven history of value appreciation due to their American target game heritage.