Chester, NY VA-Eligible Homes & Real Estate for Sale

Page 2 of 3
47 listings
5 Gabriels Drive, Chester, NY 10918
Single-Family Home For Sale

$899,000

  • 4 bed |
  • 3 bath |
  • 2,722 sqft |
  • 3.2 acre lot
5 Gabriels Drive Chester, NY 10918

#952148 - Keller Williams Realty

2113 Whispering Hills, Chester, NY 10918
Condominium For Sale

$275,000

  • 2 bed |
  • 1 bath |
  • 1,084 sqft |
2113 Whispering Hills Chester, NY 10918

#950534 - Keller Williams Realty

4508 Whispering Hills, Chester, NY 10918
Pending

$299,999

  • 2 bed |
  • 2 bath |
  • 1,072 sqft |
4508 Whispering Hills Chester, NY 10918

#951306 - eXp Realty

108 Pine Hill Road, Chester, NY 10918
Single-Family Home For Sale

$429,000

  • 4 bed |
  • 2 bath |
  • 1,780 sqft |
  • 0.36 acre lot
108 Pine Hill Road Chester, NY 10918

#944582 - Avion

12 Damian Court, Chester, NY 10918
Single-Family Home For Sale

$999,000

  • 5 bed |
  • 4 bath |
  • 3,136 sqft |
  • 3 acre lot
12 Damian Court Chester, NY 10918

#950640 - MS Realty Group USA, Inc

3308 Whispering Hills Drive, Chester, NY 10918
Pending

$289,000

  • 2 bed |
  • 2 bath |
  • 1,072 sqft |
3308 Whispering Hills Drive Chester, NY 10918

#924165 - Howard Hanna Rand Realty

3910 Whispering Hills, Chester, NY 10918
Pending

$369,900

  • 3 bed |
  • 3 bath |
  • 1,331 sqft |
3910 Whispering Hills Chester, NY 10918

#946789 - eXp Realty

2 Garnett Hill Road, Chester, NY 10918
Single-Family Home For Sale

$999,999

  • 5 bed |
  • 3 bath |
  • 4,772 sqft |
  • 3.6 acre lot
2 Garnett Hill Road Chester, NY 10918

#931380 - Platinum Realty Associates

360 Prospect Road, Chester, NY 10918
Single-Family Home For Sale

$699,000

  • 3 bed |
  • 3 bath |
  • 3,000 sqft |
  • 3.2 acre lot
360 Prospect Road Chester, NY 10918

#944607 - eRealty Advisors, Inc

3120 Whispering Hills, Chester, NY 10918
Pending

$299,000

  • 2 bed |
  • 2 bath |
  • 1,072 sqft |
3120 Whispering Hills Chester, NY 10918

#941582 - John J Lease REALTORS Inc

101 Oxford Road, Chester, NY 10918
Single-Family Home For Sale

$639,000

  • 3 bed |
  • 2 bath |
  • 1,816 sqft |
  • 10.5 acre lot
101 Oxford Road Chester, NY 10918

#943068 - Loop Realty Inc

3917 Whispering Hills, Chester, NY 10918
Condominium For Sale

$305,000

  • 2 bed |
  • 2 bath |
  • 1,072 sqft |
3917 Whispering Hills Chester, NY 10918

#942965 - Keller Williams Hudson Valley

2948 State Route 94, Chester, NY 10918
Single-Family Home For Sale

$1,300,000

  • 4 bed |
  • 3 bath |
  • 3,866 sqft |
  • 5.2 acre lot
2948 State Route 94 Chester, NY 10918

#940751 - Tuxedo Hudson Realty Corp

16 Oakland Avenue, Chester, NY 10918
Pending

$425,000

  • 4 bed |
  • 3 bath |
  • 2,090 sqft |
  • 0.43 acre lot
16 Oakland Avenue Chester, NY 10918

#939522 - BHG Real Estate Green Team

1503 Whispering Hills, Chester, NY 10918
Pending

$309,900

  • 3 bed |
  • 3 bath |
  • 1,331 sqft |
1503 Whispering Hills Chester, NY 10918

#937839 - Century 21 E & M Williams Rlty

16 Oxford Springs Road, Chester, NY 10918
Pending

$750,000

  • 3 bed |
  • 3 bath |
  • 2,870 sqft |
  • 4.1 acre lot
16 Oxford Springs Road Chester, NY 10918

#935115 - RE/MAX Benchmark Realty Group

69 Shore Drive, Blooming Grove, NY 10914
Pending

$449,000

  • 1 bed |
  • 1 bath |
  • 1,192 sqft |
  • 0.46 acre lot
69 Shore Drive Blooming Grove, NY 10914

#936181 - Corcoran Baer & McIntosh

1401 Whispering Hills, Chester, NY 10918
Condominium For Sale

$289,500

  • 2 bed |
  • 1 bath |
  • 1,084 sqft |
1401 Whispering Hills Chester, NY 10918

#935471 - Howard Hanna Rand Realty

10 Damian Court, Chester, NY 10918
Pending

$1,375,000

  • 11 bed |
  • 7 bath |
  • 4,327 sqft |
  • 2.6 acre lot
10 Damian Court Chester, NY 10918

#930372 - MS Realty Group USA, Inc

2915 Whispering Hills, Chester, NY 10918
Pending

$369,000

  • 3 bed |
  • 3 bath |
  • 1,331 sqft |
2915 Whispering Hills Chester, NY 10918

#927990 - Century 21 Full Service Realty

Presented by Kasandra Carda - Veterans United Realty

Veterans United Homefront
IDX Listings courtesy of OneKey MLS as distributed by MLS GRID. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The use of the MLS GRID Data may be subject to an end user license agreement prescribed by the applicable MLS if any and as amended from time to time

Based on information submitted to the MLS GRID as of date and time noted. 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. Some IDX listings have been excluded from this website.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

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. 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 2026, 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 © 2026 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.

Connect with an Agent
Get paired with a top VA-friendly agentGet an Agent