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

Page 1 of 2
33 listings
158 Millwood Road, Chappaqua, NY 10514New listing icon New - 3 days ago
Single-Family Home For Sale

$778,000

  • 3 bed |
  • 2 bath |
  • 1,408 sqft |
  • 0.3 acre lot
158 Millwood Road Chappaqua, NY 10514

#955851 - William Raveis-New York, LLC

110 Marcourt Drive, Chappaqua, NY 10514
Single-Family Home For Sale

$1,425,000

  • 4 bed |
  • 3 bath |
  • 2,921 sqft |
  • 0.69 acre lot
110 Marcourt Drive Chappaqua, NY 10514

#946678 - Houlihan Lawrence Inc.

9 Whitlaw Lane, Chappaqua, NY 10514
Single-Family Home For Sale

$1,475,000

  • 4 bed |
  • 3 bath |
  • 2,932 sqft |
  • 1.05 acre lot
9 Whitlaw Lane Chappaqua, NY 10514

#950742 - William Raveis-New York, LLC

148 Devoe Road, Chappaqua, NY 10514
Single-Family Home For Sale

$1,336,000

  • 3 bed |
  • 3 bath |
  • 2,417 sqft |
  • 1 acre lot
148 Devoe Road Chappaqua, NY 10514

#901089 - William Raveis-New York, LLC

200 S Bedford Road, Chappaqua, NY 10514
Single-Family Home For Sale

$1,150,000

  • 3 bed |
  • 3 bath |
  • 2,364 sqft |
  • 0.6 acre lot
200 S Bedford Road Chappaqua, NY 10514

#954785 - Keller Williams Realty Partner

276 Quaker Road, Chappaqua, NY 10514
Single-Family Home For Sale

$2,750,000

  • 6 bed |
  • 4 bath |
  • 6,532 sqft |
  • 2.68 acre lot
276 Quaker Road Chappaqua, NY 10514

#944162 - Compass Greater NY, LLC

23 Waters Edge, Chappaqua, NY 10514
Pending

$849,000

  • 3 bed |
  • 3 bath |
  • 1,569 sqft |
23 Waters Edge Chappaqua, NY 10514

#949100 - Julia B Fee Sothebys Int. Rlty

29 Meadow Lane, Chappaqua, NY 10514
Pending

$1,100,000

  • 4 bed |
  • 3 bath |
  • 2,445 sqft |
  • 0.56 acre lot
29 Meadow Lane Chappaqua, NY 10514

#945176 - Houlihan Lawrence Inc.

17 Byram Meadows Road, Chappaqua, NY 10514
Single-Family Home For Sale

$2,599,000

  • 4 bed |
  • 5 bath |
  • 6,640 sqft |
  • 1.02 acre lot
17 Byram Meadows Road Chappaqua, NY 10514

#953370 - Compass Greater NY, LLC

636 Quaker Road, Chappaqua, NY 10514
Pending

$1,550,000

  • 4 bed |
  • 4 bath |
  • 3,029 sqft |
  • 0.6 acre lot
636 Quaker Road Chappaqua, NY 10514

#953344 - Compass Greater NY, LLC

26 Wallace Way, Chappaqua, NY 10514
Condominium For Sale

$1,780,000

  • 2 bed |
  • 4 bath |
  • 2,945 sqft |
26 Wallace Way Chappaqua, NY 10514

#951859 - Corcoran Legends Realty

11 Pondview Close, Chappaqua, NY 10514
Condominium For Sale

$839,000

  • 3 bed |
  • 3 bath |
  • 1,648 sqft |
11 Pondview Close Chappaqua, NY 10514

#951356 - Houlihan Lawrence Inc.

14 Valley Lane, Chappaqua, NY 10514
Pending

$1,250,000

  • 3 bed |
  • 4 bath |
  • 2,900 sqft |
  • 2.3 acre lot
14 Valley Lane Chappaqua, NY 10514

#930895 - Houlihan Lawrence Inc.

35 Hamilton Road, Chappaqua, NY 10514
Pending

$1,149,000

  • 4 bed |
  • 2 bath |
  • 2,139 sqft |
  • 1 acre lot
35 Hamilton Road Chappaqua, NY 10514

#950170 - Houlihan Lawrence Inc.

2 Whippoorwill Close, Chappaqua, NY 10514
Pending

$1,749,000

  • 4 bed |
  • 4 bath |
  • 3,022 sqft |
  • 1.59 acre lot
2 Whippoorwill Close Chappaqua, NY 10514

#946807 - Compass Greater NY, LLC

00 Gray Rock Lane, Chappaqua, NY 10514
Single-Family Home For Sale

$2,000,000

  • 4 bed |
  • 3 bath |
  • 4,500 sqft |
  • 0.97 acre lot
00 Gray Rock Lane Chappaqua, NY 10514

#943867 - Houlihan Lawrence Inc.

124 Seven Bridges Road, Chappaqua, NY 10514
Pending

$1,099,000

  • 3 bed |
  • 2 bath |
  • 1,918 sqft |
  • 3.25 acre lot
124 Seven Bridges Road Chappaqua, NY 10514

#942771 - Compass Greater NY, LLC

105 Douglas Road, Chappaqua, NY 10514
Pending

$999,999

  • 3 bed |
  • 3 bath |
  • 2,220 sqft |
  • 0.69 acre lot
105 Douglas Road Chappaqua, NY 10514

#940113 - Keller Williams Realty Group

150 Bedford Road 12A, Chappaqua, NY 10514
Condominium For Sale

$599,000

  • 2 bed |
  • 2 bath |
  • 924 sqft |
  • 26 sqft lot
150 Bedford Road 12A Chappaqua, NY 10514

#933709 - Compass Greater NY, LLC

221 N Greeley Avenue, Chappaqua, NY 10514
Pending

$649,000

  • 3 bed |
  • 2 bath |
  • 1,292 sqft |
  • 0.33 acre lot
221 N Greeley Avenue Chappaqua, NY 10514

#927684 - Julia B Fee Sothebys Int. Rlty

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 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