I bought our 1975 O'Day 27 late last summer for $7800 but that included a quicksilver inflatable with 3hp engine along with the bargain. The PO left everything on board including tools, loads of lines, anchors, kitchenware, pfd's (even one for the dog!). It's a well equipped boat that was in sail away condition and mechanically well cared for. The finish is oxidized and gel wearing thin on the nonskid, and brightwork needed some TLC. So we sailed her well until the season ended, and I've spent many hours sprucing her up. She'll look grand as we start this season (as soon as the upholsterer finishes with re-doing the cushions) and I finish the Poliglow application. I found her on Craigslist, which is what I recommend for boats in this price range. I have since continued looking at the classifieds, etc. and yes, based on the pictures and descriptions there is a LOT of junk out there, but turning over the rocks......you'll find one. And definitely consider an O'Day. I like the performance and the layout with plenty of room for a 27 footer. The only thing missing on this baby is roller furling. Oh well....can't have everything on a first boat! Good luck.
S/V Don't Panic!
“Navigare necesse est, vivere non est necesse” To Sail is vital, to live is not.