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523 homes
10514 Real Estate and Homes for Sale in New York
523 homes available
59 Crest Road, Chappaqua, NY 10514
NEW 9 hrs ago
$1,250,000
4beds
2.5bath
2,550sqft
0.33acres
House for Sale
59 Crest Road, Chappaqua, NY 10514
Listing by: Keller Williams Realty Partner
9 Point Place, Chappaqua, NY 10514
NEW 3 days ago
$1,550,000
4beds
3.5bath
4,100sqft
0.48acres
House for Sale
9 Point Place, Chappaqua, NY 10514
Listing by: Keller Williams Realty Partner
4 Oak Hill Road, Chappaqua, NY 10514Down Payment Help
$1,099,000
3beds
2.5bath
2,195sqft
0.87acres
House for Sale
Down Payment Help4 Oak Hill Road, Chappaqua, NY 10514
Listing by: Compass Greater NY, LLC
27 Deepwood Hill, Chappaqua, NY 10514
$1,399,000
3beds
2.5bath
2,830sqft
1.96acres
House for Sale
27 Deepwood Hill, Chappaqua, NY 10514
Listing by: Houlihan Lawrence Inc.
6 Algonquin Drive, Chappaqua, NY 10514Down Payment Help
$1,200,000
4beds
3.5bath
3,776sqft
1.22acres
House for Sale
Down Payment Help6 Algonquin Drive, Chappaqua, NY 10514
Listing by: Compass Greater NY LLC
77 Further Lane, Chappaqua, NY 10514Down Payment Help
$775,000
2beds
2bath
1,549sqft
0.01acres
Townhouse for Sale
Down Payment Help77 Further Lane, Chappaqua, NY 10514
Listing by: McGrath Realty Inc
569 Millwood Road, Chappaqua, NY 10514Down Payment Help
$1,150,000
4beds
2.5bath
3,264sqft
1.26acres
House for Sale
Down Payment Help569 Millwood Road, Chappaqua, NY 10514
Listing by: William Raveis-New York, LLC
136 Roaring Brook Road, Chappaqua, NY 10514
Price Reduced $75,000 Aug 18
$1,375,000
4beds
5bath
2,875sqft
1.02acres
House for Sale
136 Roaring Brook Road, Chappaqua, NY 10514
Listing by: Douglas Elliman Real Estate
77 Haights Cross Road, Chappaqua, NY 10514
$2,200,000
5beds
4.5bath
4,172sqft
2.6acres
House for Sale
77 Haights Cross Road, Chappaqua, NY 10514
Listing by: Julia B Fee Sothebys Int. Rlty
5 Grove Mews, Chappaqua, NY 10514Down Payment Help
$830,000
2beds
2.5bath
1,500sqft
–acres
Condo for Sale
Down Payment Help5 Grove Mews, Chappaqua, NY 10514
Listing by: Compass Greater NY, LLC
73 Random Farms Drive, Chappaqua, NY 10514
Pending
$1,799,000
5beds
4.5bath
5,089sqft
0.73acres
House for Sale
73 Random Farms Drive, Chappaqua, NY 10514
Listing by: Houlihan Lawrence Inc.
90 Prospect Drive, Chappaqua, NY 10514
Pending
$1,599,000
4beds
2.5bath
3,087sqft
1.17acres
House for Sale
90 Prospect Drive, Chappaqua, NY 10514
Listing by: William Raveis-New York, LLC
21 Kipp Street, Chappaqua, NY 10514Down Payment Help
$1,200,000
4beds
2.5bath
2,447sqft
0.66acres
House for Sale
Down Payment Help21 Kipp Street, Chappaqua, NY 10514
Listing by: Julia B Fee Sothebys Int. Rlty
1008 King Street, Chappaqua, NY 10514Down Payment Help
$599,000
1beds
1.5bath
1,052sqft
0.99acres
House for Sale
Down Payment Help1008 King Street, Chappaqua, NY 10514
Listing by: Elite Properties
31 Wynnewood Road, Chappaqua, NY 10514
Pending
$1,249,000
4beds
3bath
2,420sqft
0.29acres
House for Sale
31 Wynnewood Road, Chappaqua, NY 10514
Listing by: Compass Greater NY, LLC
326 Millwood Road, Chappaqua, NY 10514Down Payment Help
Closed Aug 18, 2025
$999,000
3beds
3.5bath
2,313sqft
1.37acres
House for Sale
Down Payment Help326 Millwood Road, Chappaqua, NY 10514
Listing by: Compass Greater NY, LLC
380 Whippoorwill Road, Chappaqua, NY 10514Down Payment Help
$600,000
3beds
2bath
880sqft
2.29acres
House for Sale
Down Payment Help380 Whippoorwill Road, Chappaqua, NY 10514
Listing by: Compass Greater NY, LLC
816 Hardscrabble Road, Chappaqua, NY 10514Down Payment Help
$849,000
3beds
2bath
1,660sqft
0.58acres
House for Sale
Down Payment Help816 Hardscrabble Road, Chappaqua, NY 10514
Listing by: RE/MAX Prestige Properties
73 S Bedford Road, Chappaqua, NY 10514Down Payment Help
$849,000
4beds
2.5bath
1,584sqft
0.26acres
House for Sale
Down Payment Help73 S Bedford Road, Chappaqua, NY 10514
Listing by: Thomas S. Hennerty
29 Meadow Lane, Chappaqua, NY 10514Down Payment Help
$1,120,000
4beds
2.5bath
2,600sqft
0.56acres
House for Sale
Down Payment Help29 Meadow Lane, Chappaqua, NY 10514
Listing by: RE/MAX Prestige Properties
149 King Street # 4, Chappaqua, NY 10514Down Payment Help
$799,000
2beds
2.5bath
1,767sqft
0.03acres
Townhouse for Sale
Down Payment Help149 King Street # 4, Chappaqua, NY 10514
Listing by: Julia B Fee Sothebys Int. Rlty
9 Campfire Road, Chappaqua, NY 10514Down Payment Help
Closed Aug 18, 2025
$999,999
2beds
1.5bath
2,300sqft
1.05acres
House for Sale
Down Payment Help9 Campfire Road, Chappaqua, NY 10514
Listing by: Coldwell Banker Realty
43 Random Farms Circle, Chappaqua, NY 10514
Pending
$1,599,000
5beds
4.5bath
5,357sqft
0.92acres
House for Sale
43 Random Farms Circle, Chappaqua, NY 10514
Listing by: Houlihan Lawrence Inc.
50 Overlook Drive, Chappaqua, NY 10514
$2,000,000
6beds
4 full, 2 halfbath
5,234sqft
1.2acres
House for Sale
50 Overlook Drive, Chappaqua, NY 10514
Listing by: Houlihan Lawrence Inc.
249 Mill River Road, Chappaqua, NY 10514Down Payment Help
$799,000
4beds
2bath
2,100sqft
0.45acres
House for Sale
Down Payment Help249 Mill River Road, Chappaqua, NY 10514
Listing by: Town and Village Real Estate
29 Begg Drive, Chappaqua, NY 10514Down Payment Help
Pending
$1,200,000
3beds
2.5bath
2,000sqft
0.43acres
House for Sale
Down Payment Help29 Begg Drive, Chappaqua, NY 10514
Listing by: Houlihan Lawrence Inc.
4 Southview Road, Chappaqua, NY 10514
Pending
$1,275,000
3beds
2.5bath
2,111sqft
0.7acres
House for Sale
4 Southview Road, Chappaqua, NY 10514
Listing by: Houlihan Lawrence Inc.
61 Carolyn Place, Chappaqua, NY 10514
$2,660,000
5beds
5.5bath
5,907sqft
2.19acres
House for Sale
61 Carolyn Place, Chappaqua, NY 10514
Listing by: Julia B Fee Sothebys Int. Rlty
375 Quaker Road, Chappaqua, NY 10514Down Payment Help
Closed Aug 19, 2025
$752,000
3beds
2.5bath
2,084sqft
0.85acres
House for Sale
Down Payment Help375 Quaker Road, Chappaqua, NY 10514
Listing by: William Raveis-New York, LLC
24 Glen Terrace, Chappaqua, NY 10514
Closed Aug 14, 2025
$1,623,500
4beds
2.5bath
2,539sqft
1.17acres
House for Sale
24 Glen Terrace, Chappaqua, NY 10514
Listing by: William Raveis-New York, LLC
33 High Way, Chappaqua, NY 10514Down Payment Help
Pending
$1,199,000
3beds
3.5bath
1,917sqft
0.95acres
House for Sale
Down Payment Help33 High Way, Chappaqua, NY 10514
Listing by: Compass Greater NY, LLC
35 Overlook Drive, Chappaqua, NY 10514
Pending
$2,699,000
4beds
6.5bath
5,354sqft
1.22acres
House for Sale
35 Overlook Drive, Chappaqua, NY 10514
Listing by: Compass Greater NY, LLC
100 Castle Road, Chappaqua, NY 10514Down Payment Help
Pending
$1,049,000
3beds
3.5bath
2,590sqft
0.22acres
House for Sale
Down Payment Help100 Castle Road, Chappaqua, NY 10514
Listing by: Houlihan Lawrence Inc.
50 Kerry Lane, Chappaqua, NY 10514
Pending
$1,890,000
4beds
3 full, 2 halfbath
4,051sqft
2.02acres
House for Sale
50 Kerry Lane, Chappaqua, NY 10514
Listing by: Houlihan Lawrence Inc.
149 King Street # 15, Chappaqua, NY 10514Down Payment Help
Closed Aug 20, 2025
$820,000
2beds
2.5bath
1,925sqft
0.03acres
House for Sale
Down Payment Help149 King Street # 15, Chappaqua, NY 10514
Listing by: Houlihan Lawrence Inc.
5 Briarcliff Road, Chappaqua, NY 10514
Pending
$3,499,999
4beds
5 full, 2 halfbath
7,305sqft
1.29acres
House for Sale
5 Briarcliff Road, Chappaqua, NY 10514
Listing by: Compass Greater NY, LLC
57 Hamilton Drive, Chappaqua, NY 10514Down Payment Help
Pending
$1,175,000
3beds
3bath
3,728sqft
0.9acres
House for Sale
Down Payment Help57 Hamilton Drive, Chappaqua, NY 10514
Listing by: Houlihan Lawrence Inc.
34 Glenside Place, Chappaqua, NY 10514Down Payment Help
PendingVirtual Tour
$1,199,000
3beds
2bath
1,880sqft
1.11acres
House for Sale
Down Payment Help34 Glenside Place, Chappaqua, NY 10514
Listing by: Keller Williams NY Realty
7 High Point Circle, Chappaqua, NY 10514
Closed Aug 1, 2025
$1,615,000
4beds
3.5bath
4,099sqft
1.18acres
House for Sale
7 High Point Circle, Chappaqua, NY 10514
Listing by: Compass Greater NY, LLC
122 Valley View Road, Chappaqua, NY 10514
Closed Jul 31, 2025
$2,050,000
6beds
3.5bath
3,939sqft
1.22acres
House for Sale
122 Valley View Road, Chappaqua, NY 10514
Listing by: Compass Greater NY, LLC
10514
Median Sale Price
$ 1,150,000
-4.1 % year-over-year
# of Homes Sold
147
-29.3 % year-over-year
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