Many people will put nothing down on a new trailer then want someone else to pay off their loan after a couple years. Great dream if they can get someone to bite!
Once you know what you are looking for you have to search multiple Craigslist locations and be willing to travel a bit. Once you know what you are looking for it is easier to spot a deal when one comes by. If you spot a good deal you have to jump on it pretty quick. You will need a good list to use when checking out a new trailer. Pay attention to how a seller answers questions as to much as what their answer is. If you get a bad feeling from a seller it is best to pass... especially if the deal it too good to be true.
I would never buy a new trailer and am very happy with a 6-8 year old trailer that has been taken care of. But if you know exactly what you want and don't mind paying for it then go ahead and get new. Just don't expect any calls when you try to sell it for 85% of the new price in a few years. If I bought a new trailer I would start by getting a quote from one of the wholesalers before even starting to talk to a dealer. Options (Up sells) are a great source of revenue for dealers. So is financing... a dealer can make a pretty penny by selling you a loan at a higher than market interest rate.
