Hi! Ct realtor here. Odd circumstance - I previously lived in West Hartford (Elmwood section) and my wife commuted to Darien/New Canaan. Let me tell you now - there are no easy solutions.

We ultimately moved to Milford - very, very happy here. Along the train line for commuting toward NYC, and still accessible to West Hartford, albeit, not necessarily easy. It's either the Wilbur Cross to 691 or straight up 91 to hit 84.

Let me know if you need help finding a place. Trumbull is nice, albeit a little more expensive. Depends on your finances, really.

Milford has had multiple years of decreasing mill rates and has been dubbed "the next Westport," for what that's worth...