I have looked at few of these and have to admit they handle better than their appearance suggests.
This gun is worth quite a bit because most guys that like Winchesters have disposable incomes. I would say given configuration and condition $2750+/-250. Personally I would rather buy 3" Wildfowler from the famous Birmingham Small Arms factory. Even model Deluxe with basic scroll engraving and ejectors would cost much less than field grade Model 21.