I did not know the value on the Rolands. Did a quick look and the last FJ-52 in ebay in great shape (ecosol converted) went for $4350 and apparently the CJ500 is worth even more since it has a cutter too.
There are sever JV3-160SP models on eBay all sitting for quite a while due to being way overpriced. The 2 recent that actually sold went for $2500 and $3000. Not much on recent 130 models - last one sold was missing all 4 heads so it only went for $250 bucks. lol
Everyone is upgrading to the much better JV33 models from Mimaki now or going to HP latex machines. Few want to invest in the somewhat tedious to mantain outdated 4 head designs anymore. JV3 machines have been tanking in value for the past couple of years. I sold our 160SP (needing at least 2 heads and a firewire board) a few months ago for $1250 and that was a very hard sell.
I think some of the higher pricing on the older Rolands is noobs getting into the print side of the business. It's simply a name they recognize.