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The price of a new 26' sailboat is roughly $80,000. A used one costs on average $20,000. The price of a new 36' cruiser is about $150,000. A used one costs roughly $40,000. The annual maintenance cost is between $2,000 - $3,000 for most boats, but the actual total annual cost is $3,000 to $7,000.

A modest, used sailboat can be as cheap as $1,500 and an additional $1,400 per year. 

Link: https://improvesailing.com/guides/average-sailboat-cost