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Originally posted by Porsche-O-Phile
5. Possibly nuts, but I'm seriously looking at buying a sailboat. The local marina is a 10-minute walk from my place now. For the price difference between renting my current place and what it would cost on a mortgage to buy it, I can easily afford a 36-foot sailboat and slip fees. It'd be like a bank account and would be the cheapest waterfront property I could ever own, especially if I pursued a liveaboard permit. It's crazy when one can seriously consider a boat to be an equal or better play than real estate. But that's the state of reality in this market. When I start running numbers, I find (repeatedly) that this idea it isn't as nuts as one might initially be inclined to think. . . And when I'm ready to cash out, I sell for basically no loss (you really only lose lots of $$$ on depreciation of new boats - used ones actually hold value reasonably well). It'd be a sort of floating bank account.
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I think you'd find a 36 foot sailboat a bit small. It's a great size for a few days or weeks aboard, but you might find it cramped year round.
If you watch carefully, you can often get fantastic deals on boats that have outstanding debts at marinas. They have often sat unused for a couple years, so will require a throrough cleaning. There are folks who buy these up and flip them, so you'd need to get in the loop with marinas and boatyards