I don't think there will be too many people up north that feel like going sailing right now, so if you want to sell it this winter I would think Florida
would be your best bet. However, if you have a trailer that may not be as important.
People may be willing to drive to pick it up. On the other hand, they may not want to haul a boat trailer through the snow.
That size boat I would try to sell myself on The Sailboat Trader or Craig's list or similar. Don't tell my broker friends I said that.