The 1101/1102 were designed for the HMMWV, so unless you make a hitch to raise the hitch up quite a bit it's going to be nose down. The affects how the surge brakes operate.
You can do things like smaller wheels/tires and some people have moved where the axle it underneath it, but it's not going to be right/look right without doing something to it.
It's also going to have a wider track than the CUCV, and I believe it's wider overall.
If it were me I'd probably try to find a nice M101A2 to match up with the CUCV, as the extra weight rating of the M1102 is kind of wasted behind a CUCV unless you put on a real hitch, and even then I've seen people recommend against towing much weight. They can also be found for less than the M1102's, but they are also older trailers.
As for value, it depends on your area. Personally for one in really good to near perfect shape $1k-$1500 sounds good, but more than that isn't unreasonable if they aren't common in your area and the demand is high. The opposite is true as well if your market is flooded. Around here on Craigslist I see them advertised in the $2500-3k range, but they don't move fast at those prices.
For comparison I just bought a frame from a DRASH type gen/ecu trailer for $1k and think I didn't do bad for that price, but I'll have to build my own bed for it. It does have the 55 gallon fuel tank still installed though. Frame needs cleaned and repainted, in excellent shape I could see spending $1500-2K on just this frame.
Just compare to what you'd pay for a civilian trailer to do the same job with the same specs, and even at $2k or more these trailers are a pretty good deal, but that's only if you actually need the capabilities of one of them, as opposed to using it like a standard civi on road trailer. Other than the coolness factor, for on road use there are better options that cost less, but don't match the military appeal. M1101/M1102 doesn't match the era of the CUCV anyway, but most non military nerds don't know that.