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I think you will ultimately be happier if you determine your maximum budget and then find accommodations within a reasonable driving distance of your home base that fit your budget. You'll use the boat a lot more and maintain it better if it's closer. Keeping it one or two states away for the sole purpose of saving a couple hundred bucks a year seems a false economy. There are several marinas on the Chesapeake under $60/foot/year. Private docks behind a waterfront home can be even cheaper. Lots of people store in water through the winter in the Chesapeake. Wind/wave protection and how often you can check on the boat during the winter are important factors to consider.
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