It's possible that you can find an obvious chip in the hull or around the gudgeon that could be the source of the water. The only real way to test it is to hook up a very low volume air pump to it and walk around it with soapy water.

Most importantly, as mentioned before, check for any soft spots anywhere and find out if it was stored inside. We hear about sailors finding unused boats in very good conditions, but very dirty for around $500. Your check of the sails should be another sign of care and treatment.

Wyatt