I deal with selling and buying trailers all the time now and with the looks of that first trailer I would not even go above $2500 on it....to much work to be done on it....we also redeck horse trailer floors and that's a big factor whether I can get a better price on a trailer
I just paid $7000 for a 3 horse slant Logan Coach gooseneck, no rust, no leaks, inside with padded dividers, rear and front tack room. New tires. Drop down windows. We bought it in Colorado and drove from Wyoming to get it.