| Ridgefield, CT |
| Saugertoes NY |
|
Woodstock and that whole area of "upstate" will be easier to break into socially because there are so many city people there.
Coney Island and NJ Shore are a lot of people who have been there for generations. I might try Hamptons and do an offseason-only rental, which is very cheap. Try renting your place in th city on a school-year basis or rent for a year and do Labor Day to Memorial Day out east and summer elsewhere. Maybe try NJ shore. Or Mystic. Or Maine. Or Portugal |
We own in mv, which we swear by, but driving through that part of Connecticut… the light hits different. It’s gorgeous. |
| We have a house in Sag Harbor and I agree with the Watermill poster that the Hamptons get a bad rep but feel very peaceful while you’re there. The restaurants in Sag Harbor are great and mainly year round, the locals are more down to earth in my experience, and there’s a strong sense of community. We go out a lot and genuinely love it. You can take the train or jitney back to the city easily which has made it a very flexible choice for us. |
|
Asbury Park is amazing! I was shocked at how nice it was -- I know it has been very gentrified and I'm sure old-timers don't like it.
Another option for you is the Hudson Valley--Hudson, Rhinebeck etc. Lots of shops, culture etc. |
| Greenwich, Darien, Westport… |
| Westhampton/Quogue/Remsenburg. Low key, peaceful, family-friendly, ocean beaches + access to both North Fork and further out East. 1.5 hrs from the city, several LIRR stops to choose from, and you avoid the horrible traffic east of the canal. It’s been perfect for us. |
| This is what we want when kids are older but isn’t it more practical to get a place close to their college town? |
NP here and we bought near there a decade ago and are SO glad we did. Planning to retire there in a few years. Property taxes in the shore towns aren’t bad at all because the schools aren’t great and there’s so much commercial business adding to the pot that they don’t need to soak homeowners like they do in the all little all-residential towns with stellar schools. Rent for a week this summer and check it out! |
You were very wise. That area was extremely hit or miss but has really gentrified. As is often the case (and please note that I am saying this in a very positive way, not negative), I believe that gay buyers were the trend setters and leaders in moving there, then others are now following. Though as much as it has improved, I'm not sure if that is where I would want to raise my family - depends on the town and I don't know the nuances well enough. And the commute is brutal if you have to be in the city fairly often. |
Did you forget what thread you’re on? About second homes with kids out of the house? Or were you just so excited to try to sh!t on someone’s town that you couldn’t help yourself? You are a sad human being |