Nice! We have a pair of the Diamond C 48HDT that we use for deliveries. We went with the 22' only because we often have a backhoe and a rotary mower to deliver along with the tractor/loader and that takes up some deck space. Both of ours have the heavy duty fenders like yours, and we also went with the 17.5" wheels with HD tires and we mounted winches on both trailers. No doubt they are expensive, but that is a lot of trailer. With Diamond C, you can just keep checking boxes, pick your axles, your length, your cross member spacing, paint color and so forth. The painful part, if you get carried away, is it takes a while to get a custom trailer, and all of that hot rod customization does cost something.
We mounted the winches inside the toolbox. Out of sight, probably less likely to get stolen. Then we have a removable panel in the deck where the cable comes through for when we are using the winch.
You have a nice looking tractor - trailer package.