Well, probably one of the fuel experts can give you more specific's on any actual chemical property differences , but there are a couple of that are known...
First, the off-road would be dyed "Red" to designate it as "off road". This is done as a tracing mechanism to ensure "off-road" diesel does not end up in "on road" trucks, cars etc...Truck stops frequently take fuel samples and if red dyed diesel is found in road vehicles, the federal penalties are stiff.....
The reason is the off road diesel does not have the associated road taxes and while you did not state it in your post, it should be much cheaper than the regulardiesel you will find at the truck stop or gas station...
Currently, winterized off road diesel here in Nebraska is $1.08 per gallon at my local Cenex Co-op, and the last time I noticed at the local truck stop, road diesel was around $1.45 per gallon... Most all of the difference is your Federal and State road tax. If you are not seeing a similar difference in price, someone is making alot of money on the off road fuel, ... I generally load up with an extra 5 gallons of diesel before the winter and I am still using $.82 cent off road diesel I bought in October before the latest fuel price run up...
I do not worry about the winterized as I use Power Service Diesel fuel supplement that adds an anti-gelling agent and also other additives to lubricate the fuel system etc...
I personally will not buy the road diesel due to the price but also would not mix the two either.... I would presume the properties are similar... not sure how the winterized diesel plays into this as I am not sure what the road diesel does for winterzation ie: mixing diesel grades....
I am sure one of the experts can jump in a clarify the actual performance or chemical differences, if any, other than price....