Schools are definitely not near the downtown area if that’s what you meant! But I have seen some nice neighborhoods a few streets away from the downtown shopping area

I think there’s two middle schools but one high school, but from what I’ve heard all public schools there are great. There’s a really nice downtown shopping area with a few restaurants right on a river. If you Google maps the town library it’s right there. All very walkable! The town as a whole you need a car. I think Darien has a similar downtown area. I grew up in the town next to Westport so I know that area better.

Also not sure if the commute to NYC is by train or car but they used to have a small shuttle that would pick you up at your house and bring you to the train station.

Hospitals are pretty good in that area (Fairfield county) because there’s a lot of money but it’s also a quick trip to NYC hospitals too

Most CT towns depend on how close you are to the downtown area for walkability but Westport has some of the best public schools in the state and is about an hour on the commuter train to Grand Central.

Not sure about the price of homes there now but I know they can be $$$. Obviously the further out from the city you go the less homes cost.