Woodbridge. Great schools. Lots of open space, hiking, etc. Depending on where you are in Woodbridge it’s about a 20 minute commute to New Haven/Yale. You can get to RT 1 in about that to mention all the stores and whatnot you mentioned as well.

I currently live in Charlottesville, but am originally from CT and will be moving back relatively soon. What part of town do you live in? Towns in CT are basically the equivalent to the different ‘sides of town’ or neighborhoods here (Ivy, Downtown,Pantops, etc).

Madison, Guilford, Cheshire, Woodbridge, Orange/Milford, and Fairfield are all within 25/30 minutes of everything you mentioned. Milford is more commercial and not as quaint. All towns offer excellent public school systems, especially compared to Charlottesville/Albemarle. These places are essentially the equivalent to Ivy.

What I miss most about CT/New England is the ability to take weekend trips to all different types of destinations (mountains, ocean, cities). Being in central Virginia, I feel rather isolated and miss that freedom.

Milford or Stratford.

Wherever you can get a better deal.

I second anyone who has said Milford

Milford. We came from Charlotte and also was looking for regular ol’ suburbia. Schools are decent, not the worst, not the best but comparable to the South. Sometimes you just wanna eat at Chili’s lol

Milford, Branford, Guilford, North Haven

Cheshire, Guilford, Madison, Fairfield

Orange

Yeah if you want land vs beach orange is just so much more. And really good schools

So I’m in Milford. We kinda have everything. Beach, smaller businesses, but then you have the post road with target, Walgreens, Whole Foods, Trader Joe’s ect. I’ve lived in several towns in the general area but Milford is by far my favorite. And our taxes are some of the lowest around

Orange

Was gonna say this, I’m in Milford

If the Trader Joe’s/Whole Foods aspect is super important to you then I’d look in the Orange/Milford area as CT doesn’t have that many of those particular chains but they do have them in that area!

If it’s less important then I’d recommend Guilford. My husband grew up there and they have a great school system, very safe, and there’s a train station in town. Only about 30 minute drive to Yale.

We currently live in Hamden now in the Spring Glen/Whitneyville area. We love it for now, however, I’ve heard the high school is just okay and we’ll likely move when we have kids.

My husband happens to be a realtor who works with a lot of incoming Yale staff. Yale often will connect people moving to the area with possible realtors who are very knowledgeable and can help you look at the best spots. My husband takes people of tours of towns all the time which I think helps give a good feel for the area. May be worth connecting to the hiring team to see if they might offer that to your wife!

I think Milford would check all of those boxes. Worth a look.

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Just be in the parade. No need to park.

I grew up in north milford. They've bought most of the farms. Put in ugly office buildings and housing developments (people don't realize that the ones they built on east rutland (Lexington Greens) are on swamp lands...lol!) We used to ice skate there.

Yes. I'd rather see single family, privately owned homes. They tend to care more about where they live and take care of them. I have renters near me and they don't care. Oh they originally say "it's beautiful and quiet" few months later, they throw their papers and bottles on the ground. Play their music so loud it rattles windows. So, no......no more rentals.

If you’re looking for a cheap apartment I’d say West Haven is your best choice, it’s not bad & it’s the closest to New Haven. If you’re looking for a house & don’t mind spending more and driving a bit more, Milford is your go to.

We ended up in the crown/temple garage.

Ah damn, that showed me that the rest if the way was mostly flat. Missed opportunity. But thanks for the link, i didnt know about it.

Ill get to banging on the next outing.

Only one way to find out if the bike can handle it.

There's usually parking all up prospect street and it's free because it's Sunday 🤷🏻‍♂️

Orange

They tend to at the very least split the difference between what you and landlord are asking for IME. Wildaliz the new head of the commission is very pro tenant.