RealEstateHudsonValleyNY.com
  • Home Search
  • North of NYC
  • Long Island
  • Resources
  • Blog
  • Contact
Login
Call or Text: 914-267-6171

Sign in to your account

Need to reset your phone number?

Don't have an account with us?

Click here to sign up.

Chester Union Free School District Real Estate Search

TO
Advanced Search

Address Search

Chester School District Homes for Sale

4108 Whispering Hills, Chester image
4108 Whispering Hills, Chester $325,900
board logo
  • 2 Beds
  • 2 Baths
  • 1069532 MLS
  • COMING SOON Status
board logo
14 School Street, Chester image
14 School Street, Chester $299,999
board logo
  • 3 Beds
  • 1 Baths
  • 1069090 MLS
  • COMING SOON Status
board logo
33 Meadow Avenue, Chester image
33 Meadow Avenue, Chester $360,000
board logo
  • 3 Beds
  • 1 Baths
  • 1068790 MLS
  • ACTIVE Status
board logo
82 Goosepond Mountain Road, Chester image
82 Goosepond Mountain Road, Chester $939,000
board logo
  • 4 Beds
  • 3 Baths
  • 1034493 MLS
  • ACTIVE Status
board logo
2 Periwinkle Court, Chester image
2 Periwinkle Court, Chester $880,000
board logo
  • 5 Beds
  • 3 Baths
  • 1062146 MLS
  • ACTIVE Status
board logo
2313 Whispering Hills, Chester image
2313 Whispering Hills, Chester $239,900
board logo
  • 2 Beds
  • 1 Baths
  • 1061960 MLS
  • ACTIVE Status
board logo
TBD Rt-17M, Chester image
TBD Rt-17M, Chester $399,999
board logo
  • 1059544 MLS
  • ACTIVE Status
board logo
3706 Whispering Hills, Chester image
3706 Whispering Hills, Chester $339,900
board logo
  • 2 Beds
  • 2 Baths
  • 1039289 MLS
  • ACTIVE Status
board logo
2107 Whispering Hills, Chester image
2107 Whispering Hills, Chester $299,000 ▼
board logo
  • 2 Beds
  • 2 Baths
  • 1050213 MLS
  • ACTIVE Status
board logo
147 Main Street, Chester image
147 Main Street, Chester $549,000
board logo
  • 4 Beds
  • 2 Baths
  • 1052484 MLS
  • ACTIVE Status
board logo
1212 Whispering Hills, Chester image
1212 Whispering Hills, Chester $269,000
board logo
  • 2 Beds
  • 1 Baths
  • 1048656 MLS
  • ACTIVE Status
board logo
63-73 Old Chester Road, Goshen image
63-73 Old Chester Road, Goshen $2,999,999
board logo
  • 17 Beds
  • 10 Baths
  • 1051458 MLS
  • ACTIVE Status
board logo
63-73 Old Chester rd Old Chester Road, Goshen image
63-73 Old Chester rd Old Chester Road, Goshen $2,999,999
board logo
  • 1051246 MLS
  • ACTIVE Status
board logo
19 Meadow Avenue, Chester image
19 Meadow Avenue, Chester $499,999 ▼
board logo
  • 2 Beds
  • 2 Baths
  • 1050131 MLS
  • ACTIVE Status
board logo
4704 Whispering Hills, Chester image
4704 Whispering Hills, Chester $370,000 ▼
board logo
  • 3 Beds
  • 3 Baths
  • 1038636 MLS
  • ACTIVE Status
board logo
2921 Whispering Hills, Chester image
2921 Whispering Hills, Chester $354,900 ▼
board logo
  • 3 Beds
  • 3 Baths
  • 1043986 MLS
  • ACTIVE Status
board logo
6 Main Street, Chester image
6 Main Street, Chester $25,000
board logo
  • 1043650 MLS
  • ACTIVE Status
board logo
1005 Whispering Hills, Chester image
1005 Whispering Hills, Chester $290,000
board logo
  • 2 Beds
  • 2 Baths
  • 1043197 MLS
  • ACTIVE Status
board logo
2124 Whispering Hills, Chester image
2124 Whispering Hills, Chester $289,000 ▼
board logo
  • 2 Beds
  • 1 Baths
  • 1042658 MLS
  • ACTIVE Status
board logo
3561 Rte 94, Chester image
3561 Rte 94, Chester $599,999 ▼
board logo
  • 3 Beds
  • 3 Baths
  • 1041906 MLS
  • ACTIVE Status
board logo
1 Sanford Avenue, Chester image
1 Sanford Avenue, Chester $725,000 ▼
board logo
  • 4 Beds
  • 3 Baths
  • 1041533 MLS
  • ACTIVE Status
board logo
13 Bianca Boulevard, Chester image
13 Bianca Boulevard, Chester $690,000 ▼
board logo
  • 4 Beds
  • 3 Baths
  • 1040084 MLS
  • ACTIVE Status
board logo
20 Mountainside Drive, Chester image
20 Mountainside Drive, Chester $739,900 ▼
board logo
  • 4 Beds
  • 4 Baths
  • 1037562 MLS
  • ACTIVE Status
board logo
70 Main Street, Chester image
70 Main Street, Chester $419,000 ▼
board logo
  • 3 Beds
  • 3 Baths
  • 1034449 MLS
  • ACTIVE Status
board logo
2522 Whispering Hills, Chester image
2522 Whispering Hills, Chester $355,000 ▼
board logo
  • 3 Beds
  • 3 Baths
  • 1027103 MLS
  • ACTIVE Status
board logo
3 Hilltop Lane, Chester image
3 Hilltop Lane, Chester $750,000
board logo
  • 5 Beds
  • 3 Baths
  • 1031147 MLS
  • ACTIVE Status
board logo
151 Main Street, Chester image
151 Main Street, Chester $299,000 ▼
board logo
  • 4 Beds
  • 1 Baths
  • 1031155 MLS
  • ACTIVE Status
board logo
1 Hilltop Lane, Chester image
1 Hilltop Lane, Chester $760,000 ▲
board logo
  • 5 Beds
  • 3 Baths
  • 1031045 MLS
  • ACTIVE Status
board logo
68 Conklingtown Road Unit #1&2, Chester image
68 Conklingtown Road Unit #1&2, Chester $575,000
board logo
  • 6 Beds
  • 2 Baths
  • 992189 MLS
  • ACTIVE Status
board logo
241 Meadow Avenue, Chester image
241 Meadow Avenue, Chester $349,999 ▼
board logo
  • 4 Beds
  • 2 Baths
  • 1024779 MLS
  • ACTIVE Status
board logo
5 Walnut Court, Goshen image
5 Walnut Court, Goshen $499,000 ▼
board logo
  • 4 Beds
  • 2 Baths
  • 963560 MLS
  • ACTIVE Status
board logo
19 Grand View Terrace, Chester image
19 Grand View Terrace, Chester $769,900 ▼
board logo
  • 5 Beds
  • 4 Baths
  • 1012919 MLS
  • ACTIVE Status
board logo
1 Oakland Avenue, Chester image
1 Oakland Avenue, Chester $910,000 ▼
board logo
  • 4 Beds
  • 3 Baths
  • 1006113 MLS
  • ACTIVE Status
board logo
24 Walnut Street, Chester image
24 Walnut Street, Chester $525,000 ▼
board logo
  • 4 Beds
  • 3 Baths
  • 1004369 MLS
  • ACTIVE Status
board logo
492 Black Meadow Road, Chester image
492 Black Meadow Road, Chester $349,000 ▼
board logo
  • 1002697 MLS
  • ACTIVE Status
board logo
95 Jersey Avenue, Greenwood Lake image
95 Jersey Avenue, Greenwood Lake $2,800,000 ▼
board logo
  • 5 Beds
  • 4 Baths
  • 956598 MLS
  • ACTIVE Status
board logo
58 Nancy Lane, Chester image
58 Nancy Lane, Chester $744,999 ▼
board logo
  • 4 Beds
  • 3 Baths
  • 995624 MLS
  • ACTIVE Status
board logo
19 High Street, Chester image
19 High Street, Chester $1,145,000 ▼
board logo
  • 9 Beds
  • 7 Baths
  • 995148 MLS
  • ACTIVE Status
board logo
19 Greentree Lane, Chester image
19 Greentree Lane, Chester $3,400,000
board logo
  • 4 Beds
  • 4 Baths
  • 988789 MLS
  • ACTIVE Status
board logo
552 Pine Hill Road, Chester image
552 Pine Hill Road, Chester $299,000 ▼
board logo
  • 958740 MLS
  • ACTIVE Status
board logo
2113 Whispering Hills, Chester image
2113 Whispering Hills, Chester $275,000 ▼
board logo
  • 2 Beds
  • 1 Baths
  • 950534 MLS
  • ACTIVE Status
board logo

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Chester Union Free School District Homes for Sale

Here you can see all the homes and real estate for sale in the Chester School District in New York:

Search for homes in Orange County NY

The Chester Union Free School District is one of the smaller school districts in Orange County, New York. It is located in Chester New York in Orange County. During the 2021-22 school year, there were 95 students in its graduating class. The high school graduation rate was 90%.

During the 2021-2022 school year, the New York State Education Department offered math and ELA (English language arts) assessment tests for students from 3rd to 8th Grade. For Math, 42% of the students in Chester School District scored proficient. The ELA proficiency score was 45%. The data is obtained from the NYS Education Department.

The school district has two campuses: the elementary school for Grades K-5, and the Chester Academy for Grades 6-12. The middle school section (grades 6-8) is housed at a separate section than the high school section (grades 9-12).

Chester Academy Middle/High School (Grades 6-12) Greatschools.org rating: 7/10

64 Hambletonian Ave, Chester, NY 10918

Chester Elementary School (Grades K-5) Greatschools.org rating: 6/10

2 Herbert Drive, Chester, NY 10918

Chester Union Free School District Real Estate Stats 

Want to find out the latest housing prices in Chester School District? Click on the button below to view the most up to date Chester School District Home Prices Report. You will see the all "Active Properties", "Properties Under Contract", and "Sold Properties" in the school district. 

Orange County NY Real Estate Market Report

 

Chester Union Free School District website: www.chesterufsd.org

Looking for more communities like this?

  • See all Orange County New Construction Homes for Sale
  • See all Orange County Condos and Townhouses for Sale
  • See all Orange County 55+ Active Adult Communities
  • See all Orange County Homes with Swimming Pools

 Orange County Towns | Orange County School Districts

Like or Share

Address Search

Follow Us:

Follow Us on Facebook Good Homes Hudson Valley  Follow @GoodhomesHV on Twitter!  Follow Us on Pinterest Good Homes Hudson Valley   Follow Us on Instagram Good Homes Hudson Valley  Follow Us on Youtube Good Homes Hudson Valley

 

Hudson Valley Resources

  • Hudson Valley Map
  • Hudson Valley Real Estate Market Report
  • Commute Information

Orange County NY Resources

  • Orange County NY School District Map
  • Orange County NY Area Map
  • Orange County New Homes for Sale
  • Orange County Condos and Townhouses 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 NY 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

Orange County Communities

  • 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

Community Info by County

  • Westchester
  • Putnam
  • Dutchess
  • Rockland
  • Orange
  • Ulster

School District Info by County

  • Westchester
  • Putnam
  • Dutchess
  • Rockland
  • Orange
  • Ulster
  • Home
  • Advanced Search
  • Towns and Schools
  • Local Resources
  • Foreclosures
  • Contact Us

NewYorkSuburbanHomes.com

Call or Text: 914.267.6171

Astor Lane Realty

531 Central Park Ave., Suite 305-B, 
Scarsdale, NY 10583


© 2025 - All Rights Reserved

 

Popular Home Searches

  • Dutchess County New Construction
  • Orange County New Construction
  • Putnam County New Construction
  • Rockland County New Construction
  • Westchester New Construction
IDX Real Estate Websites by
• Accessibility • Terms • Privacy