Henry has a lot of drop. Some people don't like that. I think it's fine.
Depends what you want it for.
If I got a Winnie in good shape, I probably wouldn't shoot it. They're going up, not down, in value. I wouldn't use a 9422 as a truck gun any more, unless it was already in truck gun condition.
For a shooter, the Henry is a great little gun.
Does Browning make a WMR version? I'm not sure. It's sure worth a look if they do. The BL-22 is nice.
AFAIK Marlin does not make a WMR lever gun. Ruger does, but I've never seen one, and I'd probably puke if I actually did.