Considering how much Rick was insistent that Eugene stay in/near the relative safety of the community in the earlier issues of this volume, I doubt he'd send Eugene out. I think Eugene is going to find a way out sooner or later though, it's just going to take something on the order of Rosita dying to set him on a path to do something about it.
At least in the sense that, the same materials they used to make the windmill could be used for making a sailboat, not the most stellar boat mind you, not winning any races or being Noah's Ark, but enough to take a few people (perhaps even a horse or two?). Or he could apply the same principles of a windmill to make a watermill. You get the idea, Eugene is their key to technological advancement. I wouldn't be surprised if he gets some scruffy kid to mentor so whenever he finally dies the group isn't completely lost with technological advancement.