One option that can save you a bundle over the long run is finding a sailing club where membership requires a certain number of days work. Hempstead Harbor Club comes to mind but it is on L.I. It works something like this: you buy a cradle and mooring for your boat (both of which you are responsible for maintaining), the first year you pay an initiation fee but subsequent years your annual costs (for summer and winter) should go down to less then $4K (perhaps even less). In a scenario like this you would have to be ready to launch and take out your boat when the club schedules it. HHC uses their parking lot for winter storage of cruising boats and hires the heavy equipment needed for launching and hauling.
There must be a similar kind of club somewhere along the CT coast.
The cheapest route might be to pay for a mooring permit in some municipality and buy a mooring. I know some folks who pay to have their boat hauled to their driveway over the winter. Since boatyard winter storage has risen in cost this is more of a realistic option, if you have the space for it and the neighbors who wont complain.
"The cure for anything is salt water~ sweat, tears, or the sea." ~Isak Denesen
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