Used boat budget and "investment" question
I have never posted here before but have lurked around for quite awhile. My wife and I are considering the possibility of buying our own boat but are totally unfamiliar with the market. Not being ready to buy for the next six months or so, didn't want to go really crawling through boats yet and wasting seller's time.
We are pretty much capping our budget at 20K, live in the SF Bay Area, and thinking in the 27 foot ballpark, something suitable for the bay and for coastal cruising.
In that price range, should we be expecting to find boats in pretty good shape or just adopting someone else's headache?
My other question is around upgrading the boat and selling for a profit. While we both have professional type jobs now, pretty young (34), in my teens and 20s I was a cabinetmaker and am very good with finish carpentry and could do a lot of interior upgrades myself (I would shy away from anything needing structural work) In the yacht market, is there much of a place for upgrading and selling for more than you paid?
We are totally new to the purchase market, or the process, so any advice would be very appreciated