Although I have a Yamaha 2-stroke and have had it since 2000, I suggest you look for a 4-stroke in the age group you are considering. They are more fuel efficient and have a quieter ride. I would check the compression on each cylinder to make sure the cylinders and valves are in good shape. Also check the oil quality (has it been changed routinely), inspect the keel for wear (excessive beaching), and look for cracks in the hull (too much wave jumping). I would also look for a freshwater boat and trailer that have not seen any salt water.
Best shopping is probably now as prices should be dropping as winter approaches.
erie_guy
Port Clinton, OH