I bought a 30 footer for 500.00.....
FWIW, I personally like to work on boats. I bought a "turnkey" boat, and still have replaced many of the systems--to get more functionality, to upgrade, etc. You have the structural work figured out, with your skills. Wiring and most other jobs are simple, just time-consuming. The rig and sails are nearly new.
Personally, I offer lots of encouragement. I think this is a project with a lot of potential satisfaction and pride built in. When you buy a used boat, say for $22K or whatever, half or more of the life of the various systems is gone. Most people sell a boat when things are about ready to crap out anyway. You will have a virtually new boat, set up the way you want, and you will know it inside and out.
So go for it. You are not looking for a profit or to make a ton of money, and you will undoubtedly not make any money. But you''ll end up with the boat you want, and who can beat $500 for a starting point?