VirtualCoffee3 t1_j2dnk19 wrote on December 31, 2022 at 2:07 PM

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.

VirtualCoffee3 t1_j2do0o6 wrote on December 31, 2022 at 2:11 PM

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

moneynerd OP t1_j2dtv6g wrote on December 31, 2022 at 2:58 PM

Does Westport have a downtown with a good school district/ family homes? Or is it more a large shopping type area? We'll go for a visit eventually but it'll be a trip.

FutureDot7 t1_j2dxskv wrote on December 31, 2022 at 3:28 PM

Westport has a lovely downtown. Food shopping would be a drive but there’s lots of nice restaurants and shops. Excellent schools and nice homes

VirtualCoffee3 t1_j2f8lpi wrote on December 31, 2022 at 8:53 PM

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

VirtualCoffee3 t1_j2f82gq wrote on December 31, 2022 at 8:49 PM

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.