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06.11.20, 20:59 PM General Topics
11 replies
Westport vs Chappaqua? Vibe, elementary schools, diversity (or lack of), 'downtown' area? Commute, housing and cost not important. In the end they might be boring suburbs to NYC urbanites, but there have to be some differences. [ Reply | Watch | Flag ]
General Topics 06.11.20, 08:59 PM Flag
 

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I would do Westport. [ Reply | More ]
General Topics 06.11.20, 09:09 PM Flag
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Why not Riverside? [ Reply | More ]
General Topics 06.11.20, 09:21 PM Flag
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Neither are diverse. Westport is more blonde. Chappaqua is more Jewish. Westport has a beach which is nice. Chappaqua has a great school district, very impressive high schoolers. I feel Chap is more tiger-mom type educators. [ Reply | More ]
General Topics 06.11.20, 10:41 PM Flag
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Westport has a large and active Jewish community. “Jewish History, POI & Kosher Establishments in Westport: There are thought to be anywhere between 11,000 and 15,000 Jewish people living in Westport and Norwalk, which means the population is well over one quarter Jewish. There are ten synagogues within these towns, which often are joined for Jewish communal activities. There is also a Chabad in Westport. Many of the Jews are professionals. Some work locally and many commute to neighboring New York City. There are a few kosher establishments in the area.” [ Reply | More ]
General Topics 06.11.20, 10:48 PM Flag
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Interesting. I didn't mean to insinuate that there were NO jewish people in westport. [ Reply | More ]
General Topics 06.11.20, 11:07 PM Flag
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You have no idea about what you are talking about. Southport is blonde. Westport has its blondes but I don't view the town as blonde. And yes, significant Jewish population. I have brown hair and am Jewish fwiw. Parents couldn't be more involved in the schools, and the schools are excellent. [ Reply | More ]
General Topics 06.11.20, 11:53 PM Flag
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Westport is by the water, Chap is landlocked and not as happening. [ Reply | More ]
General Topics 06.11.20, 10:56 PM Flag
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Westport- the beach, restuarants, etc. Also there is a theater there and a nice cultural scene. [ Reply | More ]
General Topics 06.11.20, 11:11 PM Flag
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Do you like men with sweaters around their necks and nautical outfits. If so, Westport is for you. [ Reply | More ]
General Topics 06.11.20, 11:29 PM Flag
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I live in Westport and I just don't see that look you are describing. And to answer op's question, obviously Westport! [ Reply | More ]
General Topics 06.11.20, 11:50 PM Flag
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I went to several parties in Westport and the dads all looked like the bad boyfriends from 80s movies. I have no experience with chappaqua but do not like CT towns. I grew up in NYC and CT seemed so different to me. That is not for me at all. I have family in Larchmont, North Salem and Pleasantville and would choose any of those areas over Greenwich, Fairfield and Westport. I am a NYer and I am staying but if I left, I would choose Westchester. [ Reply | More ]
General Topics 06.12.20, 01:07 AM Flag
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