Drawbacks of 272
I had a 272 (regular, with OB motor) and didn't particularly like it (and that's after moving up from a 23). The wing keel presents a few problems: boat slips sideways while pointing, and with the ballast that high up, the boat bobs around a lot every time you move around on the boat. I have a friend with an S2 27 footer, same weight but a fin keel, that hardly moves when you step on it. Mine also had blisters all over the bottom, and always floated bow-down, even with bone-dry bilges and tanks. This caused water to always collect in the front of the cockpit.On the positive side, it does have tons of room inside, a huge quarter berth, and the built in swim ladder was nice too.If it were me, I'd prefer the ODay 26 footer -- better looking boat and with that shoal keel/centerboard combo (same configuration my Oday 23 had), I expect it would sail much better. But if you're getting a deal....say 7-9 grand, it might be worth overlooking the shortcomings.