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Updated over 6 years ago on . Most recent reply
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Bridgeport or new haven Connecticut.which to choose
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@Ricardo Diaz I think both are good options for different reasons. I see New Haven as a long term play, with Yale and the other schools there continuing to expand/buy up more property and improve the area. This has already happened in the past 20 years (to New Haven's great benefit), and will definitely continue. The #2 largest endowed university in the nation is going to wealthy and around for a very long time, and will continue to expand. If you can buy cheaply in a somewhat less desirable area now, but still arguably within the someday-Yale bubble, and cash flow OK for now, I think that's great (and you can probably do better than "OK" if you are patient, though the market is competitive).
Bridgeport's proximity to NYC is a huge boon. As more and more people get displaced from from NYC due to high rents, CT and NJ are going to benefit, and have been already. CT's relatively lower taxes than Westchester or NJ are also a big advantage. I'm not entirely sure if there's a similar "thesis" for Bridgeport as there is with New Haven and the universities, except for its proximity to NYC (which, obviously, is super great).
If I were you, I'd probably look to New Haven, just because I think essentially betting on Yale long term is a strong play... but I think both offer compelling options. Good luck!