Chester, NY Homes & Real Estate for Sale

Page 1 of 5
89 listings
11 Saddle Hill Road, Chester, NY 10918New listing icon New - 1 day ago
Single-Family Home For Sale

$879,000

  • 4 bed |
  • 4 bath |
  • 4,489 sqft |
  • 2.3 acre lot
11 Saddle Hill Road Chester, NY 10918

#899626 - Keller Williams Realty

47 Greycourt Avenue, Chester, NY 10918New listing icon New - 2 days ago
Single-Family Home For Sale

$449,000

  • 4 bed |
  • 2 bath |
  • 1,386 sqft |
  • 1.3 acre lot
47 Greycourt Avenue Chester, NY 10918

#901280 - Curasi Realty, Inc.

3 Grand View Terrace, Chester, NY 10918New listing icon New - 2 days ago
Rental Available

$5,500 /mo

  • 4 bed |
  • 3 bath |
  • 3,066 sqft |
  • 0.36 acre lot
3 Grand View Terrace Chester, NY 10918

#901267 - eRealty Advisors, Inc

4013 Whispering Hills, Chester, NY 10918New listing icon New - 2 days ago
Rental Available

$2,300 /mo

  • 2 bed |
  • 1 bath |
  • 1,084 sqft
4013 Whispering Hills Chester, NY 10918

#901272 - HomeSmart Homes & Estates

3708 Whispering Hills, Chester, NY 10918
Condominium For Sale

$295,000

  • 2 bed |
  • 2 bath |
  • 1,072 sqft
3708 Whispering Hills Chester, NY 10918

#899213 - Keller Williams Realty

000 Rt 17m Route, Chester, NY 10918
Land For Sale

$195,000

  • 3,400 sqft |
  • 1 acre lot
000 Rt 17m Route Chester, NY 10918

#898978 - Keller Williams Realty

3915 Whispering Hills, Chester, NY 10918
Condominium For Sale

$369,000

  • 3 bed |
  • 3 bath |
  • 1,331 sqft
3915 Whispering Hills Chester, NY 10918

#898608 - Century 21 Full Service Realty

114 Old Mansion Road, Chester, NY 10918
Rental Available

$3,950 /mo

  • 4 bed |
  • 2 bath |
  • 3,330 sqft |
  • 0.92 acre lot
114 Old Mansion Road Chester, NY 10918

#899009 - Master Realty Group Inc.

2117 Whispering Hills, Chester, NY 10918
Rental Available

$2,400 /mo

  • 2 bed |
  • 2 bath |
  • 1,150 sqft
2117 Whispering Hills Chester, NY 10918

#898523 - Weichert Realtors

2317 Whispering Hills, Chester, NY 10918
Condominium For Sale

$299,999

  • 2 bed |
  • 2 bath |
  • 1,072 sqft
2317 Whispering Hills Chester, NY 10918

#897839 - HomeSmart Homes & Estates

4001 Whispering Hills, Chester, NY 10918
Rental Available

$2,300 /mo

  • 2 bed |
  • 1 bath |
  • 1,084 sqft
4001 Whispering Hills Chester, NY 10918

#896241 - Century 21 Full Service Realty

3404 Whispering Hills 44260, Chester, NY 10918
Rental Available

$3,000 /mo

  • 3 bed |
  • 3 bath |
  • 1,331 sqft
3404 Whispering Hills 44260 Chester, NY 10918

#896217 - Keller Williams Realty

34 Mountainside Drive, Chester, NY 10918
Single-Family Home For Sale

$799,999

  • 4 bed |
  • 3 bath |
  • 1,867 sqft |
  • 1 acre lot
34 Mountainside Drive Chester, NY 10918

#895079 - Our House Real Estate Group

507 Bull Mill Road, Chester, NY 10918
Single-Family Home For Sale

$700,000

  • 5 bed |
  • 3 bath |
  • 3,115 sqft |
  • 1.5 acre lot
507 Bull Mill Road Chester, NY 10918

#894259 - Keller Williams Hudson Valley

6 Sayer Road, Blooming Grove, NY 10914
Single-Family Home For Sale

$625,000

  • 4 bed |
  • 3 bath |
  • 3,012 sqft |
  • 0.46 acre lot
6 Sayer Road Blooming Grove, NY 10914

#894157 - Keller Williams Realty

15 Railroad Avenue 2, Chester, NY 10918
Rental Available

$1,900 /mo

  • 2 bed |
  • 1 bath |
  • 1,258 sqft |
  • 4,452 sqft lot
15 Railroad Avenue 2 Chester, NY 10918

#892948 - Keller Williams Realty

13 Railroad Avenue, Chester, NY 10918
Rental Available

$1,700 /mo

  • 1 bed |
  • 1 bath |
  • 900 sqft |
  • 4,452 sqft lot
13 Railroad Avenue Chester, NY 10918

#892870 - Keller Williams Realty

15 Old Dominion Road, Blooming Grove, NY 10914
Single-Family Home For Sale

$774,000

  • 4 bed |
  • 3 bath |
  • 3,112 sqft |
  • 7.5 acre lot
15 Old Dominion Road Blooming Grove, NY 10914

#891462 - Blooming Realty

284 Bull Mill Road, Chester, NY 10918
Pending

$849,900

  • 5 bed |
  • 3 bath |
  • 3,485 sqft |
  • 2.2 acre lot
284 Bull Mill Road Chester, NY 10918

#890925 - Keller Williams Valley Realty

74 Brookside Avenue, Chester, NY 10918
Commercial Property

$11

  • 17,605 sqft |
  • 3.3 acre lot
74 Brookside Avenue Chester, NY 10918

#890712 - Keller Williams Realty

Presented by Kasandra Carda - Veterans United Realty

Veterans United Homefront
IDX Listings courtesy of OneKey MLS as distributed by MLS GRID.

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.

IDXThe data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the OneKey™ MLS. Real Estate listings held by brokerage firms other than this broker are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers. This information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed.

Information Copyright 2025, OneKey™ MLS. All Rights Reserved. Data displayed may be a portion of, and not a complete set of all listings published in the MLS.

Fair Housing Notice

For questions call 1-833-252-8030

Copyright © 2025 Veterans United Realty and Did You Serve, LLC. Homefront.com is NOT affiliated with any government agencies, including the VA. Homefront.com is a service of Did You Serve, LLC. Veterans United and the Veterans United House logo are registered trademarks of Mortgage Research Center, LLC, used under license agreement. Terms of Use.