I've owned a Carolina Skiff and As I've posted before it's good for what it is.(a fiberglass john boat) The problem is you sound like your looking for the same thing I was and won't be happy with that. I'd recommend you save your money and buy a good used bay boat. If you keep your eyes open a good deal will come along. The 19 Frontiers with a 90 or 115 4stroke would fall right in the price range your talking about.
Another thing to think about is what you will pull it with. Don't overload your tow vehicle.
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