Chappaqua School District
Westchester County, New York
14 Single Homes offered from $800,000+

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Photo of 73 South Bedford Road
$829,000
32
73 South Bedford Road
Chappaqua
 
4 Beds, 2 Full Bath, 1 Half Bath
11,326 sqft, 0.26 Acre
Age 131, Listed on Jun 26, 2025
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Photo of 22 Daly Cross Road
$839,000
19
22 Daly Cross Road
Mount Kisco
 
3 Beds, 1 Full Bath, 1 Half Bath
22,651 sqft, 0.52 Acre, 1 Garage
Age 68, Listed on Aug 22, 2025
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Photo of 44 Wynnewood Road
$849,000
24
44 Wynnewood Road
Chappaqua
 
2 Beds, 2 Full Bath
1 Garage
Age 88, Listed on Mar 05, 2025
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Photo of 10 Barnes Lane
$1,099,000
21
10 Barnes Lane
Chappaqua
 
3 Beds, 2 Full Bath
34,848 sqft, 0.8 Acre, 1 Garage
Age 88, Listed on Jul 07, 2025
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Photo of 65 Inningwood Road
$1,150,000
27
65 Inningwood Road
Millwood
 
3 Beds, 3 Full Bath
55,757 sqft, 1.28 Acres
Age 71, Listed on Nov 15, 2024
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Photo of 71 Commodore Road
$1,425,000
39
71 Commodore Road
Chappaqua
 
3 Beds, 2 Full Bath
74,923 sqft, 1.72 Acres, 2 Garage
Age 70, Listed on Oct 14, 2025
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Photo of 109 Cross River Road
$1,429,000
30
109 Cross River Road
Mount Kisco
 
2 Beds, 3 Full Bath, 1 Half Bath
436 sqft, 0.01 Acre, 2 Garage
Age 29, Listed on Mar 01, 2025
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Photo of 341 Millwood Road
$1,500,000
48
341 Millwood Road
Chappaqua
 
4 Beds, 2 Full Bath, 1 Half Bath
84,071 sqft, 1.93 Acres, 2 Garage
Age 61, Listed on Oct 26, 2025
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Photo of 22 Mountain Peak Road
$1,750,000
34
22 Mountain Peak Road
Chappaqua
 
5 Beds, 4 Full Bath, 1 Half Bath
51,401 sqft, 1.18 Acres, 2 Garage
Age 53, Listed on Mar 07, 2025
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Photo of 675 Quaker Road
$1,850,000
34
675 Quaker Road
Chappaqua
 
5 Beds, 5 Full Bath, 1 Half Bath
45,302 sqft, 1.04 Acres, 2 Garage
Age 60, Listed on Oct 13, 2025
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Photo of 56 Brandon Drive
$1,998,000
19
56 Brandon Drive
Chappaqua
 
4 Beds, 3 Full Bath
104,544 sqft, 2.4 Acres, 2 Garage
Age 58, Listed on Oct 30, 2025
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Photo of 20 Bessel Lane
$3,450,000
35
20 Bessel Lane
Chappaqua
 
6 Beds, 5 Full Bath, 1 Half Bath
179,032 sqft, 4.11 Acres, 4 Garage
Age 34, Listed on Sep 10, 2025
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Photo of 218 Croton Avenue
$3,495,000
38
218 Croton Avenue
Bedford Corners
 
5 Beds, 6 Full Bath, 3 Half Bath
253,519 sqft, 5.82 Acres, 4 Garage
Age 20, Listed on Sep 29, 2025
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Photo of 72 Carolyn Place
$3,499,000
36
72 Carolyn Place
Chappaqua
 
4 Beds, 6 Full Bath, 2 Half Bath
150,718 sqft, 3.46 Acres
Age 25, Listed on Jul 18, 2024
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