Well, looking at it purely from a story perspective, it'd be a good scene for them to have, but only if Vergil had gone through some numerous changes.
Like, let's say the story would be set post DMC 4, which would mean that some time has passed since DMC 1, when he was in the form of Nelo Angelo. I always say that the writers should say that his soul is inside Perfect Amulet, so that someone in the story can extract it and put in inside a clone of Dante's body, thus totally restoring Vergil to physical normal-ness. Then, maybe he goes through some other changes, like I don't know what, but anyway.
Then, it would make sense for them to duel again, and who would really get tired of that? Well, I wouldn't...