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#1 Jul 5, 2007
Hello. My husband and I live in Midtown Manhattan. We are looking to move to the burbs and have noticed that Ossining has some great houses at great prices. It also appears that there is a train to Grand Central. What is Ossining like? Good schools? Town square? Shopping? We plan to take a drive to see the town, but are hoping for some info. Thanks!
Mr Ossoning

Watchung, NJ

#2 Jul 6, 2007
well i think that it is great that you guys are moving to ossining it is a great town with great schools and all the kids around there are awsome and it has good shoping near and great parks, food all other sort i think its an awsome place to move!

Peekskill, NY

#3 Jan 19, 2008
You'd be nuts to move to Ossining. Real estate taxes are extremely high because this government spends money on everything and anything THEY want, government does not communicate with people or return phone calls, many stabbings over the past few years, muggings and robberies. But you don't read about it papers because government doesn't tell the perss. Most of the police force are new on job and very young. Arrogant bunch of kids. But if you want your lawn mowed easy to find someone. School system is below average.
The O

Riverhead, NY

#4 Jul 3, 2008
Safe haven for illegals....Brush up on your high school spanish....
gianna girl

New Rochelle, NY

#5 Jul 5, 2008
Lived in Ossining my whole life. High taxes. No amenities. No bookstores, no shoestores, no shopping of anykind worth going to. No movietheaters, no family restaurants, no entertainment of anykind. Many illegals. Downtown not safe. Hilly and not conducive to walking (not safe anyway). Nice library. Schools mediocre. Did I mention high taxes? Oh yeah, you'll need a car to go to neighboring towns for basic necessities.

Brooklyn, NY

#6 Jul 5, 2008
hahah you guys are funny.. i've lived in ossining my whole life. i'll agree with the illegals and all. but come on, downtown is not safe?
there are stabbings.. there could be a stabbing at rockys, in the middle of chappaqua, briarcliff .. anywhere around here, whenever if there are a few bad people.. the schools or underrated .. been through the school system. really not bad, there are very nice areas of ossining, ur full of shit.
mr ossining

Ossining, NY

#7 Oct 9, 2008
ossining is a big waste of time to look at its really stupid gangs like bloods and crips and espesially spring street and around there i dont think it is safe because there is a singsing state prision near by and just recently someone has escaped from there people get killed alot by pasing by rout 9 and there are no bike stores and no movies and everything is dead and closed down

Seaside Park, NJ

#8 Oct 16, 2008
I'm sick of Ossining getting a bad rap. As a 20 yr long resident, I have grown to love Ossining as a multi-cultural mecca with restaurants of all types to meet all tastes. I have NEVER had one incident nor have my sons. I don't even lock my cars in my driveway and have the greatest neighbors one can find. Yes, it's economically and socially diverse -- it's a CIty !!!! NOT a small village like Pelham (btw, I grew up in Pelham) so if you like real life diversity, consider Ossining. If you choose a small village look elsewhere. As for the taxes, I noticed a chappaqua resident commenting on that - now that is funny with their homes being 4xs our and their taxes insanely overpriced. My suggestion is to get in your car, and take a drive. But please make sure you come look at all the lovely cul de sace streets tucked away -- they are pristine and inviting. I found Ossining to be a great place to raise my family vs. the lilly white towns of chappaqua, briarcliff and the like. Which by the way, crime happens but it is hushed by the political machine to maintain the overpriced housing. Come see for yourself.


#9 Oct 20, 2008
I have lived in this culturally diverse town for over twenty years. Both my children have graduated from the high school and both recieved top notch educations and went on to prestigious schools. We have graduates that go to Ivy League Schools just like our neighboring towns. We have true diversity that allows children to appreciate other cultures and teaches to see past cultural barriers. Houses can be found in all different price ranges and neighborhoods. We live in Indian Village and I would highly recommend it. Grand Central Station is just an hour train ride away. Come check us out!

Brooklyn, NY

#10 Nov 14, 2008
I just moved to Ossining about 3 months ago from Brooklyn. People are friendly and I love the house I'm in. I rent so NO TAXES! Yay! It's a hell of a lot better than midtown i bet. I just wished I would have moved out of the city earlier and stopped being scared of the unknown. Now I know and I'm not committed here. True' there isn't a lot to do here but it's only a 5 minute drive to anything you need. I grew up in the South where it was a 25 minute drive to the grocery store. Things aren't really that inconvenient up here. Cheers!

Yonkers, NY

#11 Nov 21, 2008
I have lived in Ossining my entire life, born and raised! My family has lived here for generations. Its a great place to grow up. The schools are great and I have remained friends with people I grew up with that is the benefit of living in a small town environment. Ossining is NOT a city what so ever! I totally disagree and it will never be a city. If you want a city like atmosphere look elsewhere. We have a great library and great restaurants and a great waterfront. A beautiful location on the Hudson river. The train station is very nice and easy commute to the city. We are filled with history and downtown is lacking but hopefully in the future it will get better. We are very much culturally-diverse. There are many great neighborhoods in many different price ranges. In terms of violence that can happen anywhere not just in Ossining its all over Westchester County. Take a drive and see for yourselves! Come visit Ossining and form your own opinion!
Familyman Joe

Astoria, NY

#12 Feb 2, 2009
Having moved to Ossining a few years ago from New York City was a bad idea. The town is boring with nothing to do. Restaurants? Forget about it. I posted on another site a few years ago that real estate prices were expected to drop by upwards of 30 %(Google Familyman Joe). It turns out I was too conservative. I was told to now expect an additional 25-40% drop in real estate prices. The economic crisis will only make things worse with less state aid and higher taxes. Overcrowded schools are getting worse and filled with immigrant kids. The schools are so overcrowded that they just changed the class structure under the "ossining plan". The town and Village are filled with people who just could not afford to live in New York City and had NO CHOICE but to move to Ossining. Expect to enjoy a freezing train platform (if you commute to NYC), thats if you even want to take the train from Ossining which does not run that often. Or you can partk at Croton and have your car flooded. My take is things are only going to get worse. By the way, I can afford to speak the truth about real estate prices since I have given up trying to sell my place do do ZERO demand.
Up The River

Bound Brook, NJ

#13 Feb 2, 2009
Ossining is the grand home of Sing Sing. The schools are bad (it is true however that some graduates have gone on to Harvard and other good schools, the smart don't consort w/ the scum but they do have to aviod them in the halls). Taxes are high. There is nothing to do, but that's Westchester in general. Besides Peekskill, Ossining has the highest crime rate in upper Westchester.

I suggest you take the train to Ossining and walk up the hill. My guess is that you'll be on the next train back to the city.

Morganville, NJ

#14 Mar 8, 2009
My husband and I moved to Ossining over 4 years ago from the city. At first, it did take getting used to because it obviously doesn't have the same conveniences. Yes, you do need a car to go places, but it's like that in the surrounding towns. The downtown area does not compare to towns like Tarrytown or Pleasantville, but it does have a farmer's market, a few good restaurants, a good coffee shop, and the people are nice. The town has a lot of potential and I'm sure will evolve in time. If you can't find it in Ossining, then you can drive over to one of the other towns. It's like when I lived in Greenich Village, but did my grocery shopping in Union Square. We love our water views, the diversity, and the proximity to the city. The commute into the city is less than an hour and there are 2 to 3 trains an hour that leave for the city (depending on whether it's peak or off-peak). The train ride is scenic because it runs along the Hudson River and as for the train station, it's in the middle of a renovation. Ossining has a brand new library and a town pool. The schools are good too. It unfairly gets a bad reputation because of the fact that it's diverse. A lot of the high school graduates have gone on to very respected schools. There have even been several acceptances to Harvard in one year. I would rather my child attend a school where she will be exposed to different cultures than attend a school that is predominantly one race. I have heard and seen children, in one of the other towns, say some racist comments towards the few minorities in their schools. As for the taxes, it's Westchester!

So if you are really considering Ossining, then you should come up and see it for yourself. Ossining is not limited to Spring Street or Route 9. There are a lot of beautiful parts to it and it's unlike any other town. There are good areas and bad. There is crime, but it is exaggerated and once again gets a bad rap because of the high population of immigrants. There is crime in the surrounding towns too, but it rarely makes it on to the news. Since you are from the city, than I don't see how you'll have a problem with the different cultures. As for immigrants, weren't we all immigrants at some point?! I'm sorry, unless your descendants were American Indian!

So good luck to you and hopefully we'll be neighbors. You can enjoy the beautiful parks, the Hudson River, and different cultures!!:)
Truth Teller

United States

#15 Jun 15, 2009
There are many many beautiful homes in Ossining. And the prices right now are cheap. Cheap because no one but an illegal wants to live in Ossining. If you speak Spanish this is the place to live. If you don't have a driver's license this is the place to drive. If you don't own a home this is the place to own a lawn mower. If you like living in overcrowded apartments, come to Ossining. No one cares, not the mayor, not the police, and not your neighbor because they're overcrowded also. And crime isn't too bad if you stay locked up in your overcrowded apartment or house. Most peaky panish in Ossining, the ghetto of Westchester.

Bronx, NY

#16 Jun 21, 2009
I can't believe my eyes when I read some of these postings about Ossining...that tells you that racism still exists in our country. I was raised here in Ossining, my child goes to the Oss.School District and I can tell you that it's not as bad as many ignorant people say it is. Yes there will always be a good and bad to every place you go to live in.
No hair on tongue

Ossining, NY

#17 Aug 3, 2009
Ossining is a big ghetto.


#18 Aug 7, 2009
Ossining actually has a lot of positive attributes and yes it has its fair share of "townies" who are racists. Overall it is a great community, very diverse, great schools with students who have won national awards in science and more than its fair share who have gone on to IVY LEAGUE schools. The opportunities for sailing abound with three marinas and the widest part of the Hudson River and great views of the Palisades. Hiking in Rockerfeller State Park, biking on the Old Croton Aqueduct, fishing in several municipal owned lakes and the Hudson, a huge number of restaurants that are great, the new municipal indoor pool for year round swimming, many golf courses in close proximity and a huge number of very well educated and wildliy diverse residents who get along just fine and love the community. Please forgive the very few but unfortunately loud townie racists who love to knock a nice place and always seem to be alarmed that it is not all lilly white. Many of us say THANK God for that. Come to Ossining with an open mind and you will love the place. If you sail you will fall in love with it as it has the best views on the Hudson River. The Shattemuc Yacht Club is very very nice, Westerly Marina is large with great services and Ossining Boat and Canoe Club is down to earth and amazingly friendly and affordable.

Briarcliff Manor, NY

#19 Oct 20, 2009
Truth Teller wrote:
There are many many beautiful homes in Ossining. And the prices right now are cheap. Cheap because no one but an illegal wants to live in Ossining. If you speak Spanish this is the place to live. If you don't have a driver's license this is the place to drive. If you don't own a home this is the place to own a lawn mower. If you like living in overcrowded apartments, come to Ossining. No one cares, not the mayor, not the police, and not your neighbor because they're overcrowded also. And crime isn't too bad if you stay locked up in your overcrowded apartment or house. Most peaky panish in Ossining, the ghetto of Westchester.
we dont need people like you,racist,xenofobic,stay there in your fantastic world!

Trenton, NJ

#20 Oct 24, 2009
ossining has nothing to do and everyone smokes a lot of weed. schools: lots of weed/underage drinking/ immigrants. move to white plains they have malls and movie theaters and restraunts. I hate ossining and can't wait to move far away!

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