I have bought both new and used boats. The only absolute for me is I won't buy a boat that has been in salt water.
If you expand your search area there are some great deals. Many years ago I bought a 34 foot boat on the St Lawrence in upstate New York. I had it for 6 years and got everything I had into it back. That is the purchase price, trucking, and even adding air conditioning.
I look at used boats often and one of the ways I have found using sites like Boat Trader is to do a 500 mile radius search but use a zip code like Chicago (60606). That way almost every boat that meets your search criteria is a fresh water boat.
No rush. It is all about getting the right boat at the right price.
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