New Castle, Chappaqua, NY Homes for Sale & Real Estate
1-41 of 55 Homes
![$2,199,999 | 66 Hilltop Drive | Chappaqua](http://www.compass.com/m/2817a50842f29dcc4362b9002dee6958806ee138_img_0_12278/640x480.jpg)
Compass Coming Soon
Virtual Tour
![](/https/www.compass.com/ucfe-assets/listing-assets/latest/img/compliance/complianceONEKEY.png)
$2,199,999
66 Hilltop Drive
Chappaqua, NY 10546
4
Beds
4.5
Baths
5,395
Sq. Ft.
![$4,150,000 | 16 Hollow Ridge Road | Chappaqua](http://www.compass.com/m/7432d5494636f75ad0e59255a3712de56d6a712b_img_0_17a97/640x480.jpg)
Listed By Compass
Virtual Tour
![](/https/www.compass.com/ucfe-assets/listing-assets/latest/img/compliance/complianceONEKEY.png)
5
Beds
5.5
Baths
7,200
Sq. Ft.
![$879,000 | 33 Kipp Street | Chappaqua](http://www.compass.com/m/49ce48c5edfca11bd0ad9210bbeaee0dc0801f70_img_0_bda6d/640x480.jpg)
Coming Soon
Open: 9/14 12:30PM - 02:30PM
![](/https/www.compass.com/ucfe-assets/listing-assets/latest/img/compliance/complianceONEKEY.png)
3
Beds
1.5
Baths
1,507
Sq. Ft.
![$1,350,000 | 19 Cross Ridge Road | Chappaqua](http://www.compass.com/m/11d1ef9506c2cc95a6c3ff08159ada4f83b1d8e5_img_0_82eb1/640x480.jpg)
New
![](/https/www.compass.com/ucfe-assets/listing-assets/latest/img/compliance/complianceONEKEY.png)
$1,350,000
19 Cross Ridge Road
Chappaqua, NY 10514
3
Beds
3
Baths
2,645
Sq. Ft.
![$439,000 | 140 Deer Run | Chappaqua](http://www.compass.com/m/10aa54ad04519657e4c7ee2f6e12c2ae95a36999_img_0_1d885/640x480.jpg)
New
![](/https/www.compass.com/ucfe-assets/listing-assets/latest/img/compliance/complianceONEKEY.png)
$439,000
140 Deer Run
Chappaqua, NY 10514
1
Bed
1
Bath
837
Sq. Ft.
![$1,100,000 | 5 Brevoort Road | Chappaqua](http://www.compass.com/m/f221ff98836cb3664c3f3f4678c2dcf2c2bd51cd_img_0_3562d/640x480.jpg)
![](/https/www.compass.com/ucfe-assets/listing-assets/latest/img/compliance/complianceONEKEY.png)
$1,100,000
5 Brevoort Road
Chappaqua, NY 10514
4
Beds
3
Baths
3,208
Sq. Ft.
![$1,798,000 | 14 Alta Lane | Chappaqua](http://www.compass.com/m/cb564a9e3f4381c5dd63aedabfe7ef49a249b6b1_img_0_59821/640x480.jpg)
![](/https/www.compass.com/ucfe-assets/listing-assets/latest/img/compliance/complianceONEKEY.png)
$1,798,000
14 Alta Lane
Chappaqua, NY 10514
5
Beds
5
Baths
5,111
Sq. Ft.
![$899,000 | 9-11 Elm Street | Chappaqua](http://www.compass.com/m/c9ec8ad59b79bb4e5b8bf4e15a0394cd6f0398ad_img_0_40b88/640x480.jpg)
![](/https/www.compass.com/ucfe-assets/listing-assets/latest/img/compliance/complianceONEKEY.png)
4
Beds
2
Baths
1,440
Sq. Ft.
![$1,545,000 | 93 Pinesbridge Road | Chappaqua](http://www.compass.com/m/121437fc942f3fb6eb893072057fe4f7391ac6a2_img_0_ec924/640x480.jpg)
![](/https/www.compass.com/ucfe-assets/listing-assets/latest/img/compliance/complianceONEKEY.png)
$1,545,000
93 Pinesbridge Road
Ossining, NY 10562
4
Beds
3.5
Baths
4,884
Sq. Ft.
![$875,000 | 1 Glen Wood Road | Millwood](http://www.compass.com/m/61eed86d55e6ed26bafe79fc7dfe1923bf389869_img_0_1be2d/640x480.jpg)
![](/https/www.compass.com/ucfe-assets/listing-assets/latest/img/compliance/complianceONEKEY.png)
3
Beds
2.5
Baths
1,917
Sq. Ft.
![$2,775,000 | 76 Valley Lane | Chappaqua](http://www.compass.com/m/0831459a05e2472b74bd9657b7379e8912f89889_img_0_16e66/640x480.jpg)
![](/https/www.compass.com/ucfe-assets/listing-assets/latest/img/compliance/complianceONEKEY.png)
$2,775,000
76 Valley Lane
Chappaqua, NY 10514
5
Beds
5.5
Baths
6,177
Sq. Ft.
![$275,000 | 181 Somerstown Road | Chappaqua](http://www.compass.com/m/33e2b061ab28725db7f8bc40c1e3dd37e0a26844_img_0_9d424/640x480.jpg)
![](/https/www.compass.com/ucfe-assets/listing-assets/latest/img/compliance/complianceONEKEY.png)
-
Beds
-
Baths
-
Sq. Ft.
![$749,000 | 166 Pinesbridge Road | Chappaqua](http://www.compass.com/m/b979adde2a720bff983c04a2d2c2fc02b6404ee0_img_0_c0163/640x480.jpg)
![](/https/www.compass.com/ucfe-assets/listing-assets/latest/img/compliance/complianceONEKEY.png)
3
Beds
2.5
Baths
1,598
Sq. Ft.
![$455,730 | 210 Seven Bridges Road | Chappaqua](http://www.compass.com/m/25231539ae55d6eeccaaadc2e2b61ab2fb96ba21_img_0_599f6/640x480.jpg)
![](/https/www.compass.com/ucfe-assets/listing-assets/latest/img/compliance/complianceONEKEY.png)
6
Beds
4
Baths
4,559
Sq. Ft.
![$3,900,000 | 13 Frog Rock Road | Chappaqua](http://www.compass.com/m/e58e30a7af3e0085a5991238906c252969abe7b5_img_0_873c5/640x480.jpg)
![](/https/www.compass.com/ucfe-assets/listing-assets/latest/img/compliance/complianceONEKEY.png)
$3,900,000
13 Frog Rock Road
Armonk, NY 10504
4
Beds
6
Baths
6,806
Sq. Ft.
![$899,000 | 160 Byram Lake Road | Chappaqua](http://www.compass.com/m/d88bc922aa569c3e141c9db80bc1a11d2dccc425_img_0_05686/640x480.jpg)
Open: 9/12 11:00AM - 01:00PM
![](/https/www.compass.com/ucfe-assets/listing-assets/latest/img/compliance/complianceONEKEY.png)
3
Beds
2.5
Baths
2,661
Sq. Ft.
![$950,000 | 1185 Hardscrabble Road | Chappaqua](http://www.compass.com/m/8bd50fc996dd3e32f49c90303324b7f257c58e5e_img_0_e8c50/640x480.jpg)
![](/https/www.compass.com/ucfe-assets/listing-assets/latest/img/compliance/complianceONEKEY.png)
2
Beds
1.5
Baths
1,303
Sq. Ft.
![$469,000 | 136 Harriman Road | Chappaqua](http://www.compass.com/m/5bd320f6edfa00813d33a5d864deb98294352149_img_0_9fc8c/640x480.jpg)
Open: 9/14 12:00PM - 02:00PM
![](/https/www.compass.com/ucfe-assets/listing-assets/latest/img/compliance/complianceONEKEY.png)
3
Beds
1.5
Baths
1,360
Sq. Ft.
![$515,000 | 59 Touchstone Way | Millwood](http://www.compass.com/m/722ff523ea73e1fcd5a4df55e92f9e6c21e2abc0_img_0_75fbf/640x480.jpg)
![](/https/www.compass.com/ucfe-assets/listing-assets/latest/img/compliance/complianceONEKEY.png)
1
Bed
1.5
Baths
1,146
Sq. Ft.
![$1,100,000 | 6 Paula Place | Chappaqua](http://www.compass.com/m/16f4d5ce4e9fc448a703da4617a9ba368de4f5eb_img_0_ec951/640x480.jpg)
![](/https/www.compass.com/ucfe-assets/listing-assets/latest/img/compliance/complianceONEKEY.png)
$1,100,000
6 Paula Place
Chappaqua, NY 10514
4
Beds
3.5
Baths
5,272
Sq. Ft.
![$1,350,000 | 25 Campfire Road | Chappaqua](http://www.compass.com/m/c7669c7816f03a9eb23c5a3d5f178794b086b4d6_img_0_9b3f2/640x480.jpg)
![](/https/www.compass.com/ucfe-assets/listing-assets/latest/img/compliance/complianceONEKEY.png)
$1,350,000
25 Campfire Road
Chappaqua, NY 10514
3
Beds
3
Baths
4,086
Sq. Ft.
![$10,995,000 | 577 Millwood Road | Chappaqua](http://www.compass.com/m/8497015b8ab41ed452de3436ab8ac3a95695eea7_img_0_357f6/640x480.jpg)
![](/https/www.compass.com/ucfe-assets/listing-assets/latest/img/compliance/complianceONEKEY.png)
$10,995,000
577 Millwood Road
Chappaqua, NY 10514
5
Beds
7
Baths
7,055
Sq. Ft.
![$1,100,000 | 11 Mayberry Road | Chappaqua](http://www.compass.com/m/2de3b44a4f6714e7d2ece763c23cb649d6906f9d_img_0_1fce6/640x480.jpg)
![](/https/www.compass.com/ucfe-assets/listing-assets/latest/img/compliance/complianceONEKEY.png)
$1,100,000
11 Mayberry Road
Chappaqua, NY 10514
4
Beds
2.5
Baths
2,176
Sq. Ft.
![$1,499,999 | 50 Spring Valley Road | Chappaqua](http://www.compass.com/m/65dad2908ccf530aae800d2b1221d5e6fc9ec044_img_0_dd3db/640x480.jpg)
![](/https/www.compass.com/ucfe-assets/listing-assets/latest/img/compliance/complianceONEKEY.png)
$1,499,999
50 Spring Valley Road
Ossining, NY 10562
3
Beds
3.5
Baths
3,902
Sq. Ft.
![$3,600,000 | 23 Taylor Road | Chappaqua](http://www.compass.com/m/1cea7a8cd0fa9f5312c14eb22377260147fb5e2f_img_0_ad7a6/640x480.jpg)
![](/https/www.compass.com/ucfe-assets/listing-assets/latest/img/compliance/complianceONEKEY.png)
$3,600,000
23 Taylor Road
Mount Kisco, NY 10549
4
Beds
4
Baths
4,416
Sq. Ft.
![$2,850,000 | 140 Old Roaring Brook Road | Chappaqua](http://www.compass.com/m/3a31540bc11c0f4de5830a9eb26e25c43b711709_img_0_a1e51/640x480.jpg)
![](/https/www.compass.com/ucfe-assets/listing-assets/latest/img/compliance/complianceONEKEY.png)
5
Beds
6.5
Baths
5,151
Sq. Ft.
![$3,995,000 | 20 Bessel Lane | Chappaqua](http://www.compass.com/m/b55eac3224da0ae44060316bccaf235499756d37_img_0_55602/640x480.jpg)
Virtual Tour
![](/https/www.compass.com/ucfe-assets/listing-assets/latest/img/compliance/complianceONEKEY.png)
$3,995,000
20 Bessel Lane
Chappaqua, NY 10514
6
Beds
5.5
Baths
7,978
Sq. Ft.