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In my circumstance as a starry-eyed buyer, I traveled just over 1000 miles to buy my boat and did NOT hire a surveyor ahead of time. Mine was a similar price range as the one you're looking at, except from a private party.
The boat showed VERY well. Brightwork was shiny and varnished, the hull was glossy, only two small scratches on the whole boat. Motor purred like a kitten and started right up. It literally looked like a NEW boat.
Here were the things that subsequently failed over the next season that may or may not have been caught by a surveyor:
After a week of sailing, the belt flew off the alternator. Wrong size installed.
First rainfall, both starboard and port cushions were completely soaked. Chainplates leaking like a sieve, cured with 4200.
Another month goes by and I find out one battery is leaking all over and the other is almost completely shot. They were wired in parallel and had different brands/dates/etc.
(As a sidenote, I circumvented the gassing issue by installing AGM batteries. I _love_ them.)
After two months of sailing, I found out the rudder was completely rotten and actually flexing between the gudgeons. Ordered a new replacement from Hake.
Before winter storage, I discovered that all 4 bearings on the trailer were blown.
During fall decommissioning, I discovered that most of the diesel maintenance had been, well, never done. The thermostat, zinc, etc were all original on a 17 year old boat.
I also now have three scratches in the boat, but that was my fault.
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