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curbthemeplays t1_j2e7v5s wrote

Unfortunately 1 million doesn’t go very far in the family friendly towns from Westport to Greenwich.

Fairfield is a solid option. You have Bridgeport Hospital nearby which is part of Yale. To me, it’s a more down to earth and friendly town than Westport, and I’ve spent a ton of time in both.

For Hospital access, AND NYC within 2 hours, AND a friendly community feel, AND walkability, I’d find it hard to beat Milford. It’s ~15-20 minutes from Yale New Haven and all the ancillary medical infrastructure in New Haven. That is our medical center of the state, without a doubt. If you want the best specialist access, that’s it. You can take a train or Uber.

Your money will also go further than in Fairfield, too.

For walkable neighborhoods I’d recommend Fort Trumbull, South of the Green (literally right below the green), the duck pond area north of downtown, Gulf St, and Woodmont.

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moneynerd OP t1_j2e96pu wrote

Thanks. Appreciate the details there and I can add the neighborhoods to my list. Anything in this area seems to be $1.5-$2.5M for this size house.

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curbthemeplays t1_j2e9nfr wrote

It will be 600-1 in Milford, unless on waterfront, then a bit more. It’s also very laid back. I love that I know so many shop owners downtown by name.

I was going to say, another suggestion that might be crazy is to live IN New Haven. Again, medical capital of CT. Very walkable. East Rock is a pretty family friendly area in particular. You’d probably want private school, but that may even out with saving some on a house. Just a thought.

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moneynerd OP t1_j2e9wtc wrote

Thanks. I'll add that back to the list with private school.

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moneynerd OP t1_j2e99y8 wrote

Honestly, I'm going to check these areas out since my husband is hoping for a real house like this, but I still enjoy where we live now... which is extremely walkable for elementary school, activities, lunch etc and has houses in the $1.5-$2.5M range and has access to NYU in 45 minutes. Middle school and high school get harder.

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curbthemeplays t1_j2eacv2 wrote

I wish I could suggest some houses in good spots, but the inventory is abysmal right now. Hopefully some good homes pop up in Spring.

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