A city in Illinois. Middle class for the most part.
-Hey where do you live?
-In NY?
-No, in Illinois. It's 30 min from chicago and is near oakbrook -and lagrange.

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

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 18, 2009
Most misunderstood county in New York, subject of many stereotypes.
There's a lot more to WC than rich kids and IBM.
People automatically assume things when you tell them you're from Westchester.

Yes, I'm of Eastern European descent. No, I'm not related to organized crime.
Yes, I am prescribed Prozac. No, I'm not addicted to prescription pills.
Yes, my family is "comfortable". No, we're not insanely "rich".
Yes, I enjoy nice things. No, I'm not a snob.

I drive a Volvo, not an Escalade.
I enjoy the cultural aspects of Westchester, I am not obsessed with popping my collar, my diamond encrusted iPhone, or my Beamer.

And I am not a "rich kid pretending to be poor" or "ghetto".
I never claim to be "hood" or "under privileged", I wear Versace AND clothes from Goodwill, because I like it all.
It's a WC thing.
-"Where are you from?"
-"Oh, that explains it."
by JoeySeven77 May 09, 2011
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 03, 2005
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 22, 2009
The county directly north of NYC bordering the Bronx. Westchester only seems as rich as it is because of the half of the towns/villages including Bronxville, Chappaqua, Scarsdale, Rye, Bedford, etc. The other half are mainly middle class but can't help but feel poor when they are always being compared to the places listed above when in fact as someone pointed out these towns would seem wealthy to the rest of the country but in the New York Metro area they are very middle class since the cost of living is so high that everything including income is higher in this area. It is a great place to live because there are many diverse places in WC, like Yonkers, White Plains etc. btw most of Yonkers is very middle class and liveable save the southwest corner which is very much so a ghetto. Also Eastchester is not "super rich" as stated above the median income there is lower than other towns considered "middle class" Hastings, Pleasantville, etc.
I was raised middle class but I felt poor in the town I lived in in upper Westchester.
by moconahhh August 05, 2013
No, this isn't the Westchester that your thinking of in New York. This is Westchester, Illinois. A small western suburb just 15 miles from the city of Chicago.
Here you have your mostly middle and upper middle class families.
Half the kids in the town think that they are ghetto, while the other half wish they were rich and hang out with Hinsdale, Western Springs, & Burr Ridge kids all the time.

If your a Westchester kid and you play baseball or softball, well then you know about 80% of the families in town.
A majority of the kids in Westchester end up going to the following high schools: St. Joes, Proviso West, PMSA, Montini. And then the preppier kids head on over to Naz.
In Westchester, every night is a party.

One of the most exciting things that happens in Westchester is THE FEST. This is the one event that every person in this town lives for. It happens only one weekend a year and occurs in July. The fest is a place where you can get food and slushies, listen to awful live bands, ride rides. Most importantly its a place where everyone is wasted and its perfectly normal.
OMG only 105 days till Westchester Fest!

Westchester always has parties
by Westchester Local March 06, 2011

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