Crossbow:
Hard to tell from the pics, but if I had to guess, here is what it would be.
The top photo is a Madison Mitchell. A guy from your part of the world who made the Chesapeake style very popular back in the 30's. I have some of his redheads, and will not part with them. The fact that they have the original paint job and weighted keel is good. His swooping tails, and the signature keel placed heavily forward, are usually indicators of his work. But, he trained many people, so it could be something else.
The can in the middle pic is harder to tell, as it does not have the characteristic swooping tail of the MM blocks, and a different keel. It could be a MM, but probably not. MM carved with many other guys, and trained many of them, so it could be from one of his proteges, and given the paint jobs are very similar, I suspect some connection to MM.
You live in the waterfowl carving mecca of the world, so I bet someone nearby, or the folks at the Ward waterfowl museum can tell you.
Good find. Hold on to them, if you can.