I grew up in this area. There is nothing in Wilton unless he finds some old lady renting a room above her garage. Nothing. Westport is a cool town, but very, very expensive.
There are lots of reasonable rents in Norwalk, but be very careful about the area. It can cross from nice to scary in half a block when you get down near the water. Norwalk is overbuilt and there are a lot of condos for rent. He should be able to find something reasonable (by FFC standards).
As others have said, Danbury is not that far, and with the work that has been done on Route 7, the commute is a lot better than it used to be, although it still slows to a crawl at the Ridgefield/Wilton line.