New
$5,750,000
6 Bed • 7.5 Bath • 9,247 Sq. Ft.
24 Trails End
Chappaqua, NY 10514
Listed with Compass Greater NY, LLC
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$5,750,000
6 Bed • 7.5 Bath • 9,247 Sq. Ft.
24 Trails End
Chappaqua, NY 10514
Listed with Compass Greater NY, LLC
$1,399,000
3 Bed • 3 Bath • 2,821 Sq. Ft.
10 Deborah Lane
Chappaqua, NY 10514
Listed with Houlihan Lawrence Inc.
$679,000
4 Bed • 2 Bath • 2,464 Sq. Ft.
10 Paula Place
Chappaqua, NY 10514
Listed with Compass Greater NY, LLC
$150,000
0.79 Acres
Chappaqua Road
Ossining, NY 10562
Listed with YourHomeSold Guaranteed Realty
$1,590,000
3 Bed • 3.5 Bath • 2,690 Sq. Ft.
131 Douglas Road
Chappaqua, NY 10514
Listed with Houlihan Lawrence Inc.
$839,999
3 Bed • 2.5 Bath • 1,586 Sq. Ft.
2 Timberland Pass
Chappaqua, NY 10514
Listed with Dorothy Jensen Realty, Inc.
$150,000
0.3 Acres
Chappaqua Road
Briarcliff Manor, NY 10510
Listed with YourHomeSold Guaranteed Realty
$4,500,000
5 Bed • 6 Bath • 7,608 Sq. Ft.
150 Old Farm Road N
Chappaqua, NY 10514
Listed with Julia B Fee Sothebys Int. Rlty
$849,999
4 Bed • 2 Bath • 2,100 Sq. Ft.
249 Mill River Road
Chappaqua, NY 10514
Listed with Town and Village Real Estate
$1,590,000
3 Bed • 3 Bath • 2,576 Sq. Ft.
17 Lila Lane
Chappaqua, NY 10514
Listed with Compass Greater NY, LLC
$749,000
3 Bed • 1.5 Bath • 1,414 Sq. Ft.
27 Mill River Road
Chappaqua, NY 10514
Listed with Houlihan Lawrence Inc.
$1,849,000
0.13 Acres
21 King Street
Chappaqua, NY 10514
Listed with Houlihan Lawrence Inc.
$725,000
3 Bed • 2 Bath • 1,986 Sq. Ft.
3 Chappaqua Road
Briarcliff Manor, NY 10510
Listed with Houlihan Lawrence Inc.
$2,249,000
3 Bed • 4 Bath • 6,115 Sq. Ft.
33 Greenbriar Drive
Chappaqua, NY 10514
Listed with Houlihan Lawrence Inc.
$2,995,000
4 Bed • 5.5 Bath • 4,589 Sq. Ft.
39 Barnes Lane
Chappaqua, NY 10514
Listed with Compass Greater NY, LLC
$1,800,000
4 Bed • 3.5 Bath • 2,913 Sq. Ft.
406 Bedford Road
Chappaqua, NY 10514
Listed with Howard Hanna Rand Realty
$2,489,222
5 Bed • 4.5 Bath • 5,391 Sq. Ft.
517A Old Chappaqua Road
Briarcliff Manor, NY 10510
Listed with Mark Seiden Real Estate Team
$1,725,000
4 Bed • 3.5 Bath • 3,581 Sq. Ft.
53 W Orchard Road
Chappaqua, NY 10514
Listed with Houlihan Lawrence Inc.
$1,594,000
3 Bed • 2.5 Bath • 2,420 Sq. Ft.
676 Hardscrabble Road
Chappaqua, NY 10514
Listed with Corcoran Legends Realty
$1,665,000
12.9 Acres
767 King Street
Chappaqua, NY 10514
Listed with William Raveis-New York, LLC
Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Sep 17, 2026, 2:09 PM ET. ©2026 One Key MLS.