Also it would be sad for those people ordered the $275 mystery box and received 6 bottles of wine only worth the mystery box @125.Yeah it's very strange. Best guess is that they set these prices without considering what the previous mystery box was listed for?
As far as I can tell, the wines in the "Item" link should be identical, and from a quick check they seem to share stock levels, so yes, I would probably gamble on ordering the cheaper box if interested. Since that box technically is not listed on the deals page, though, I'm not 100% sure how cellardoor would respond if there were a bunch of orders for them.