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HOW BIG A TOW VEHICLE?
and where will she be stored (wet/dry) and mast up or down.
fwiw, I have a waterballast macgregor 26 (d) and, I'd call it a big little boat. biggest berth in anything I've seen under 40' (cal king aft berth).
-not to be confused with the later model macgregor power sailors.
venture 19 - 22 would also fit you size range... and there were a ton built, and seem to hold their values.
(but the answer the Original post, the FS. or maybe a 470 or FJ) but you can flip any of them, so a heavy keel boat would probably be better..
OH, single handing?
(cat 22-25 would also be good choices).