Westchester

The richest county in Ny State, that directly borders NYC to the north, and borders CT as well. Counties north from Westchester like Putnam, Dutchess and Ulster are EXTREMELY different from Westchester. Westchester pretty much owns LI.

The Breakdown.

Westchester is actually not a completely rich county. It has more racially diverse areas like Mt. Vernon, New Rochelle and Ossining and Yonkers. Yet there are extremely rich towns like Scarsdale, Armonk, Rye, Bronxville, Larchmont and Bedford which give Westchester its rich reputation.

Rich and Preppy
Scarsdale - quite possibly the most annoying town in Westchester as everyone there works in NYC and sends there kids to Scarsdale HS, which happens to have a great education. The old country-club town. Like a Greenwich of Westchester.
Larchmont - same as above as it borders scarsdale
Rye and Bronxville - Full of annoying stuck up rich kids who think they are ghetto.

Rich Towns in Southern Westchester
Pelham - a town w/ kids who think they are ghetto cause they live near Mt. Vernon and NYC.
Harrison - everyone there is rich although there are some actual middle class residents.

Northern Westchester
Bedford - Very rich town with a diverse HS with kids from Mt. Kisco, Bedford Hills, Pound Ridge, and Bedford.
Pound Ridge - nothing wrong here. old country town with nothing in it.
Mt. Kisco - called a "rough" town in N. Westchester but its nothing like that. The only town in the area with an actual town.
Armonk- 86% Jewish. Great HS. Great academics. Hot moms, nice houses. nice cars. Annoying Stuck up kids who wish they were black.
North Salem - Nothing happens here
Chappaqua - Bill Clintons town. Good HS. no crime.

Called "Ghetto"
White Plains - has a few gangs, nice small city with 2 malls and a growing city center.
New Rochelle
Ossining
Peekskill

Actually "Ghetto"
Mt. Vernon - Many murders and robberies. Amazing Basketball with most of the community being African-American.
Yonkers - closest town to NYC, has some crime and violence. Also the most highly populated town in Westchester.


Westchester is a highly populated county of suburbs from NYC. Much nicer than LI. Alot better than LI. Not a snobby as Fairfield. best county in the Metropolitan Area.
Annoying towns like Scarsdale, Armonk, Larchmont, and Pelham make up Westchesters reputation of being rich preppy wasps.
by wetchester boss123 February 19, 2009
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Westchester

-Hey where do you live?
-Westchester
-In NY?
-No, in Illinois. It's 30 min from chicago and is near oakbrook -and lagrange.
-ooh.

No one knows about westchester,IL
by c-unitt July 31, 2009
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Westchester

1. County directly north of the Bronx, New York. A very diverse place, it contains poor rundown areas like Mount Vernon, Yonkers and Port Chester and wealthy areas like Scarsdale and Chappaqua (home to Bill and Hillary). New Rochelle has both poor and rich neighborhoods and Port Chester is actually on the rebound, with its Costco downtown. With three Metro-North railroad lines running through the county as well as several parkways, many people in Westchester commute to NYC. Of course, Westchester is home to the HQ of many important companies like Kraft, Pepsi, IBM, Mastercard and ITT.
2. Neighborhood of Los Angeles near the Los Angeles Int'l Airport.
3. western suburb of Chicago
4. western suburb of Miami
5. West Chester -- town west of Philadelphia - not to be confused with Chester, PA, the most rundown city in the USA.
There are many Westchesters but there's only one Chicago.
by Nutmegger February 17, 2004
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Westchester

A slightly confusing insult hurled at people who might not quite be from the 'hood. Probably not used outside of New York City, much.
Person from the 'hood: Whatever, WESTCHESTER!

Person not from the 'hood: What? I'm not from Westchester, I'm from Ohio.

Person from the 'hood: Yeah, you definitely WESTCHESTER!

Person not from the 'hood: Ummm... okay... thanks?
by nyc14gauge September 23, 2009
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westchester

A less obnoxious version of Long Island. This isn't to say that most people there aren't jerks, however.
Westchester is Bill O'Reilly and Long Island is Sean Hannity
by Mwa December 22, 2004
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Westchester

A suburban area in NY that everybody from the Bronx moves to.
by Anonymous October 01, 2003
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westchester

A very clique-y county north of New York City, and whoever lives there, regardless if their small town is in fact an hour away, "live just outside the city." Westchester is divided strictly into two parts. Basically, the ultra-rich part, and the normal part. This division comes into affect around Bronxville...this is NOT the Bronx. ("ew, the bronx, are you eff-ing kidding me? I live in bronxVILLE.")
You know you live in Westchester when you refer to white plains as "so ghetto.", and no matter what, you belong to at least two shore clubs, not country clubs, and scoff at the thought of actually stepping into "the sound. ew." Also, you know it's a major risk going to the galleria, after all, you could get shot. The Westchester is the place to be, holler.
by katie March 04, 2005
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