
NY/Westchester County/ChappaquaChappaqua
NY/Westchester County/ChappaquaChappaqua
Chappaqua Real Estate and Homes for Sale
79 homes available
341 Millwood Road, Chappaqua, NY 10514
NEW 8 hrs ago
$899,000
4beds
2.5bath
2,541sqft
1.93acres
House for Sale
341 Millwood Road, Chappaqua, NY 10514
Listing by: Julia B Fee Sothebys Int. Rlty
324 N. Greeley Ave., Chappaqua, NY 10514
Coming soon
$629,000
2beds
2bath
1,608sqft
–acres
Condo for Sale
324 N. Greeley Ave., Chappaqua, NY 10514
Listing by: K. Fortuna Realty, Inc.
56 Annandale Road, Chappaqua, NY 10514
Coming soon
$2,149,000
4beds
4.5bath
4,543sqft
1.4acres
House for Sale
56 Annandale Road, Chappaqua, NY 10514
Listing by: eXp Realty
92 Random Farms Drive, Chappaqua, NY 10514
Price Reduced $200,000 May 19
$2,499,999
4beds
4 full, 2 halfbath
5,254sqft
1.02acres
House for Sale
92 Random Farms Drive, Chappaqua, NY 10514
Listing by: Compass Greater NY, LLC
58 Spring Lane, Chappaqua, NY 10514
$1,575,000
4beds
2.5bath
3,457sqft
2acres
House for Sale
58 Spring Lane, Chappaqua, NY 10514
Listing by: Compass Greater NY, LLC
12 Pond Hill Road, Chappaqua, NY 10514
Down Payment Help
$1,199,000
3beds
3bath
2,652sqft
0.78acres
House for Sale

12 Pond Hill Road, Chappaqua, NY 10514
Listing by: Compass Greater NY, LLC
33 W Orchard Road, Chappaqua, NY 10514
$1,549,000
3beds
3.5bath
3,814sqft
1.63acres
House for Sale
33 W Orchard Road, Chappaqua, NY 10514
Listing by: William Raveis-New York, LLC
70 Haights Cross Road, Chappaqua, NY 10514
$3,150,000
5beds
7 full, 2 halfbath
8,775sqft
2.17acres
House for Sale
70 Haights Cross Road, Chappaqua, NY 10514
Listing by: Houlihan Lawrence Inc.
106 Random Farms Drive, Chappaqua, NY 10514
$1,599,000
5beds
3.5bath
3,859sqft
0.89acres
House for Sale
106 Random Farms Drive, Chappaqua, NY 10514
Listing by: Houlihan Lawrence Inc.
3 Boulder Trail, Chappaqua, NY 10514
$1,950,000
5beds
4.5bath
5,183sqft
1.11acres
House for Sale
3 Boulder Trail, Chappaqua, NY 10514
Listing by: Douglas Elliman Real Estate
21 Wallace Way, Chappaqua, NY 10514
$1,825,000
3beds
3.5bath
3,614sqft
0.07acres
Townhouse for Sale
21 Wallace Way, Chappaqua, NY 10514
Listing by: Redfin Real Estate
3 Sunset Drive, Chappaqua, NY 10514
Pending
$1,599,000
4beds
3.5bath
3,587sqft
1.11acres
House for Sale
3 Sunset Drive, Chappaqua, NY 10514
Listing by: Compass Greater NY, LLC
5 Crossways, Chappaqua, NY 10514
Down Payment Help
Pending
$1,099,000
4beds
2.5bath
2,212sqft
0.21acres
House for Sale

5 Crossways, Chappaqua, NY 10514
Listing by: Compass Greater NY, LLC
1 West Place, Chappaqua, NY 10514
Pending
$1,799,000
3beds
3.5bath
3,176sqft
0.5acres
House for Sale
1 West Place, Chappaqua, NY 10514
Listing by: Compass Greater NY, LLC
15 Wallace Way # 20, Chappaqua, NY 10514
Pending
$1,599,995
3beds
3.5bath
3,353sqft
0.08acres
Condo for Sale
15 Wallace Way # 20, Chappaqua, NY 10514
Listing by: Houlihan Lawrence Inc.
11 Wallace Way # 18, Chappaqua, NY 10514
$1,658,995
2beds
3.5bath
3,353sqft
0.08acres
Condo for Sale
11 Wallace Way # 18, Chappaqua, NY 10514
Listing by: Houlihan Lawrence Inc.
10 Carriage Lane # 85, Chappaqua, NY 10514
$1,679,995
2beds
3.5bath
3,269sqft
0.08acres
Condo for Sale
10 Carriage Lane # 85, Chappaqua, NY 10514
Listing by: Houlihan Lawrence Inc.
4 Carriage Lane # 82, Chappaqua, NY 10514
$1,689,995
2beds
3.5bath
3,614sqft
0.06acres
Condo for Sale
4 Carriage Lane # 82, Chappaqua, NY 10514
Listing by: Houlihan Lawrence Inc.
8 Carriage Lane # 84, Chappaqua, NY 10514
$1,699,995
2beds
3.5bath
3,269sqft
0.08acres
Condo for Sale
8 Carriage Lane # 84, Chappaqua, NY 10514
Listing by: Houlihan Lawrence Inc.
19 Wallace Way # 25, Chappaqua, NY 10514
$1,724,995
2beds
2 full, 2 halfbath
3,432sqft
0.07acres
Condo for Sale
19 Wallace Way # 25, Chappaqua, NY 10514
Listing by: Houlihan Lawrence Inc.
326 Millwood Road, Chappaqua, NY 10514
Down Payment Help
$1,149,000
3beds
3.5bath
2,313sqft
1.37acres
House for Sale

326 Millwood Road, Chappaqua, NY 10514
Listing by: Compass Greater NY, LLC
8 Turtleback Way, Chappaqua, NY 10514
Pending
$2,485,000
5beds
4.5bath
6,649sqft
1.24acres
House for Sale
8 Turtleback Way, Chappaqua, NY 10514
Listing by: Houlihan & O'Malley R. E. Serv
55 Deepwood Drive, Chappaqua, NY 10514
Pending
$1,875,000
4beds
3.5bath
4,199sqft
1.04acres
House for Sale
55 Deepwood Drive, Chappaqua, NY 10514
Listing by: Houlihan Lawrence Inc.
35 Ivy Hill Road, Chappaqua, NY 10514
$2,888,000
5beds
4.5bath
4,004sqft
2.75acres
House for Sale
35 Ivy Hill Road, Chappaqua, NY 10514
Listing by: William Raveis-New York, LLC
42 Cross Ridge Road, Chappaqua, NY 10514
PendingVirtual Tour
$1,375,000
3beds
3bath
3,102sqft
1.03acres
House for Sale
42 Cross Ridge Road, Chappaqua, NY 10514
Listing by: Douglas Elliman Real Estate
33 North Way, Chappaqua, NY 10514
$1,950,000
4beds
4.5bath
3,531sqft
2.67acres
House for Sale
33 North Way, Chappaqua, NY 10514
Listing by: William Raveis-New York, LLC
23 Round Hill Road, Chappaqua, NY 10514
Pending
$1,375,000
5beds
3.5bath
3,230sqft
1.27acres
House for Sale
23 Round Hill Road, Chappaqua, NY 10514
Listing by: eXp Realty
386 N Greeley Avenue, Chappaqua, NY 10514
Down Payment Help
Pending
$649,000
2beds
2bath
1,660sqft
–acres
Condo for Sale

386 N Greeley Avenue, Chappaqua, NY 10514
Listing by: Houlihan Lawrence Inc.
263 Mill River Road, Chappaqua, NY 10514
Down Payment Help
$1,150,000
4beds
4bath
3,444sqft
1.05acres
House for Sale

263 Mill River Road, Chappaqua, NY 10514
Listing by: RE/MAX Town & Country
23 Cross Ridge Road, Chappaqua, NY 10514
PendingVirtual Tour
$1,350,000
4beds
3.5bath
3,525sqft
1.04acres
House for Sale
23 Cross Ridge Road, Chappaqua, NY 10514
Listing by: Douglas Elliman Real Estate
101 Hardscrabble Lake Drive, Chappaqua, NY 10514
$1,799,000
5beds
3.5bath
4,930sqft
1.51acres
House for Sale
101 Hardscrabble Lake Drive, Chappaqua, NY 10514
Listing by: Compass Greater NY, LLC
380 Whippoorwill Road, Chappaqua, NY 10514
Down Payment Help
$625,000
3beds
2bath
880sqft
2.29acres
House for Sale

380 Whippoorwill Road, Chappaqua, NY 10514
Listing by: Compass Greater NY, LLC
180 Millwood Road, Chappaqua, NY 10514
Down Payment Help
Pending
$879,000
4beds
2.5bath
2,334sqft
1.04acres
House for Sale

180 Millwood Road, Chappaqua, NY 10514
Listing by: William Raveis-New York, LLC
6 Dewitt Drive # 65, Chappaqua, NY 10514
Price Reduced $5,000 May 19
$1,624,995
2beds
3.5bath
3,353sqft
0.09acres
Condo for Sale
6 Dewitt Drive # 65, Chappaqua, NY 10514
Listing by: Houlihan Lawrence Inc.
26 Hemlock Hills, Chappaqua, NY 10514
$2,950,000
5beds
6.5bath
7,038sqft
4.79acres
House for Sale
26 Hemlock Hills, Chappaqua, NY 10514
Listing by: Julia B Fee Sothebys Int. Rlty
8 Elizabeth Street, Chappaqua, NY 10514
Down Payment Help
Pending
$999,000
3beds
2.5bath
1,824sqft
0.65acres
House for Sale

8 Elizabeth Street, Chappaqua, NY 10514
Listing by: Compass Greater NY, LLC
22 Dewitt Drive # 73, Chappaqua, NY 10514
PendingVirtual Tour
$1,699,995
3beds
3.5bath
3,352sqft
–acres
Townhouse for Sale
22 Dewitt Drive # 73, Chappaqua, NY 10514
Listing by: Toll Brothers Real Estate Inc.
260 Mill River Road, Chappaqua, NY 10514
$1,725,000
4beds
4.5bath
3,561sqft
2.71acres
House for Sale
260 Mill River Road, Chappaqua, NY 10514
Listing by: Compass Greater NY, LLC
42 Seven Bridges Road, Chappaqua, NY 10514
PendingVirtual Tour
$1,799,000
5beds
3.5bath
4,561sqft
2.1acres
House for Sale
42 Seven Bridges Road, Chappaqua, NY 10514
Listing by: William Raveis-New York, LLC
10 Leroy Place, Chappaqua, NY 10514
Down Payment Help
Pending
$645,000
2beds
1.5bath
1,492sqft
1.56acres
House for Sale

10 Leroy Place, Chappaqua, NY 10514
Listing by: William Raveis-New York, LLC
Nearby City
Ardsley Homes For RentBlauvelt Homes For RentCross River Homes For RentGreenwich Homes For RentIrvington Homes For RentMontrose Homes For RentPound Ridge Homes For RentPurdys Homes For RentSleepy Hollow Homes For RentWhite Plains Homes For Rent
Nearby Zip Code
10522 Homes For Rent10526 Homes For Rent10541 Homes For Rent10547 Homes For Rent10566 Homes For Rent10576 Homes For Rent10596 Homes For Rent10607 Homes For Rent10993 Homes For Rent12723 Homes For Rent
Nearby County

NYS Fair Housing NoticeNYS Reasonable Accommodation & Modification NoticePrivacy PolicyTerms of UseADADMCAReal Estate SitemapReal Estate Agent & Office Directory
400 Broadhollow Road, Suite 5, Farmingdale, NY 11735
Copyright © 2025 OneKey® MLS LLC
Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
