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Chester Real Estate Search

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Chester NY Real Estate

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You can search for all Chester and Orange County NY homes, condos, co-ops, and foreclosures for sale. Sign up to get new property listings daily that meet your search criteria. 

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Living in Chester NY

Population (2010 census): 11,981
Median Age: 40.9 
Median Income: $92,750 
% of Population with Bachelor's Degree or Higher: 35%
% Households with Children Under 18: 41.5%

Chester is a town in Orange County, New York, named after a location in England. The town includes the Village of Chester, in the Northern park of the town, and the hamlet of Sugar Loaf in the Southern part. 

Chester is a beautiful suburban area with farmlands and parks throughout the town. It used to be a large diary producing community (it still has lots of farms). It is the birthplace of Philadelphia style cream cheese. 

There are a few strip malls and drug stores in the town. For more extensive shopping, there are malls in the Middletown and Woodbury area, which are about 15-20 minutes away. 

The Goosepond Mountain State Park in Chester offers hiking and horseback riding opportunities. The beautiful Glenmere Lake is home to many species of wildlife, including some endangered ones. The Glenmere mansion, built in 1912, still stands and overlooks the lake. It is now operating as a luxury resort and spa. 

The hamlet of Sugar Loaf is an arts and crafts village. Some artists live and work there in the original barns and buildings that date back to the 1700s, and sell a range of jewelry, paintings, pottery and more at the shops. The popular Sugar Loaf Arts and Crafts festivals are held in the hamlet, and you can find big name musical acts at the Sugar Loaf Performance Center. 

Chester Commute

The Town of Chester is located approximately 60 miles North of New York City. Driving to New York City, you will have to cross the Hudson River, and it takes approximately 1 hour and 30 minutes. You can take NY-17 to other towns in Orange County, which connects to I-84 and I-87. 

Chester Schools

Most of the students in Chester go to the Chester Union Free School District. It has one school for students K-5, and another for Grades 6-12. Click here to see more information about all Orange County school districts. 

Chester Real Estate

64.2% of the properties in Chester are detached single family homes, and another 15.3% of the properties are attached single family homes. Most of the development came in the 1960s: 13.7% of the homes were built between 1960-1970, 13.5% from 1970-1980, 25% of the homes were built between 1980-1990, and over 27% were built after 1990.

Approximately 80.6% of the homes in Chester are owner-occupied, and 19.4% are being rented.  

There were 74 single family homes sold in Chester in 2014, with a median sales price of $282,000. There were also 34 condos sold for a median sales price of $166,750.

There are several popular townhouse communities, including Whispering Hills and Windridge. Both developments have amenities for residents like swimming pool, tennis courts and playgrounds. Some of the popular neighborhoods including Creamery Pond and Eagle Crest, a newer single family homes development. 

Chester NY Links

The town of Chester website: http://www.chester-ny.gov/

The Village of Chester website: www.villageofchesterny.com

Looking for more communities like this?

  • See all Chester School District Homes for Sale
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Orange County NY Resources

  • Orange County NY Area Map
  • Orange County NY School District Map
  • Commute Information
  • 2014 Real Estate Stats
  • Orange County New Homes for Sale
  • Orange County Condos for Sale
  • Orange County Adult 55+ Homes for Sale
  • Orange County Homes with First Floor Master Suite
  • Orange County Homes with Swimming Pools
  • Orange County Multi-Family Properties for Sale
  • Orange County Commercial Properties
  • Orange County Land for Sale
  • Orange County Horse Properties
  • Orange County Foreclosures for Sale
  • Orange County Homes with Water Views
  • Orange County Golf Properties

Orange County Towns

  • Blooming Grove
  • Campbell Hall
  • Central Valley
  • Chester
  • Cornwall
  • Crawford
  • Deer Park
  • Florida
  • Fort Montgomery
  • Goshen
  • Greenville
  • Greenwood Lake
  • Hamptonburgh
  • Highland Falls
  • Highland Mills
  • Middletown
  • Minisink
  • Monroe
  • Montgomery
  • Mount Hope
  • New Windsor
  • Newburgh (City)
  • Newburgh (Town)
  • Pine Bush
  • Port Jervis
  • Tuxedo
  • Walden
  • Warwick
  • Wallkill
  • Washingtonville
  • Wawayanda
  • Woodbury

Orange County School Districts

  • Chester
  • Cornwall
  • Florida
  • Goshen
  • Greenwood Lake
  • Highland Falls
  • Middletown
  • Minisink Valley
  • Monroe-Woodbury
  • Newburgh
  • Pine Bush
  • Port Jervis
  • Tuxedo
  • Valley Central
  • Warwick Valley
  • Washingtonville

Community Info by County

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  • Putnam
  • Dutchess
  • Rockland
  • Orange
  • Ulster

School District Info by County

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