Wow, that's some pretty decent money for that trailer. My parents have a 63 Scotsman trailer that we used when I was growing up, a bit smaller than that one, but about the same weight. My dad just passed a few months ago, and my siblings and I are trying to figure out what to do with the trailer, since we know my Mom won't use it. With a bit of sprucing up, we could get it to look like this one, and if it will get $3K or so, might be worthwhile doing....
My dad didn't sell many of his cars when he was done using them. He had a 71 Suburban (my sister got that one running and is using it as a local run-around vehicle), a 67 Plymouth Valiant Slant Six (a friend was interested in it as a project car with his 12 year old son, so my Mom traded it for some work around the house), and a 60 Rambler Super 4 door, push button automatic that we've owned since 1966; my Mom learned to drive in that car (haven't decided what to do with that one, would like to find somebody who would get it back on the road, but likely won't find anybody that will want it for more than parts).
Keith