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Starter Sailboat advise needed. Have detail profile of need.
You''d be better off defining whether you will trailer the boat or not. Lake Michigan is a big difference than Lake Geneva. The boats you mentioned are not easily trailerable and would be a pain to set up.
Your budget is good for a used boat in the mid to upper 20 ft range. And they all should be easily single-handed. Forget about no maintenance; they all need some maintenance. Just get a survey before you buy to detect any major repairs.
Before you buy you might want to talk with your sailing instructor this spring to get further suggestions.
Good luck
Chet
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