Join Date: Nov 2002
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The Hunter 26 would fit your requirements, most can be had for around $15K. The cockpit is roomy, fractional rig on a boat designed to sail flat. Needs a reef after 12 knots and all lines are in easy reach of the cockpit. For a bit more, you could get the newer 260. Both have enclosed heads (always a plus with the ladies), usable galley, and enough space for overnighting, or weekends.
I singlehand mine, and fine it pretty easy to do so. Good luck in your search.