Chappaqua, NY Homes for Sale & Real Estate

price
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$3,995,000 | 9 Trails End, Chappaqua, NY 10514
1/50
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$3,995,000

5
Bedrooms
7,393
Square Feet
3.11
Acres
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$1,349,000 | 7 Cabin Ridge Road, Chappaqua, NY 10514
1/35

Listing Courtesy of William Raveis-New York, LLC; William Raveis Real Estate

$1,349,000

3
Bedrooms
2,595
Square Feet
1.03
Acres
$1,349,500 | 115 Pinesbridge Road, Ossining, NY 10562
1/38

Listing Courtesy of Houlihan Lawrence Inc.

$1,349,500

4
Bedrooms
3,102
Square Feet
1.48
Acres
$959,000 | 10 Horseshoe Road, Mount Kisco, NY 10549
1/31

Listing Courtesy of Houlihan Lawrence Inc.

$959,000

3
Bedrooms
1,581
Square Feet
1.01
Acres
$3,299,000 | 46 Annandale Road, Chappaqua, NY 10514
1/50
Listed By Compass

$3,299,000

5
Bedrooms
7,597
Square Feet
2.35
Acres
$578,000 | 115 Somerstown Road, Ossining, NY 10562
1/35

Listing Courtesy of Houlihan Lawrence Inc.

$578,000

3
Bedrooms
1,073
Square Feet
1.19
Acres
$1,249,000 | 34 Old Town Crossing, Mount Kisco, NY 10549
1/38

Listing Courtesy of William Raveis-New York LLC

$1,249,000

3
Bedrooms
3,552
Square Feet
$1,499,000 | 115 Whippoorwill Road, Armonk, NY 10504
1/33

Listing Courtesy of William Raveis Real Estate

$1,499,000

3
Bedrooms
3,544
Square Feet
3.16
Acres
a view of a lake with a mountain in the background
1/16

Listing Courtesy of EXP Realty

$3,088,000

7
Bedrooms
5,345
Square Feet
7.59
Acres
$1,375,000 | 88 Brevoort Road, Chappaqua, NY 10514
1/32
Listed By Compass

$1,375,000

3
Bedrooms
2,254
Square Feet
1.03
Acres
$2,299,000 | 20 Hitching Post Lane, Chappaqua, NY 10514
1/45

Listing Courtesy of William Raveis-New York LLC

$2,299,000

5
Bedrooms
4,661
Square Feet
2.21
Acres
$2,790,000 | 20 Bessel Lane, Chappaqua, NY 10514
1/39

Listing Courtesy of Houlihan Lawrence Inc.

$2,790,000

6
Bedrooms
7,978
Square Feet
4.62
Acres
$5,750,000 | 24 Trails End, Chappaqua, NY 10514
1/41
Listed By Compass

$5,750,000

6
Bedrooms
9,247
Square Feet
9.08
Acres
$800,000 | 81 Glendale Road, Ossining, NY 10562
1/27

Listing Courtesy of Houlihan Lawrence Inc.

$800,000

3
Bedrooms
3,990
Square Feet
14.36
Acres
$1,359,000 | 180 Somerstown Road, Briarcliff Manor, NY 10510
1/36

Listing Courtesy of Houlihan Lawrence Inc.

$1,359,000

3
Bedrooms
2,798
Square Feet
2.87
Acres
$2,200,000 | 230 Pinesbridge Road, Millwood, NY 10546
1/50

Listing Courtesy of Julia B Fee Sothebys Int. Rlty

$2,200,000

4
Bedrooms
3,271
Square Feet
1
Acres
$709,999 | 11 Timber Ridge, Unit 11, Mount Kisco, NY 10549
1/33

Listing Courtesy of Coldwell Banker American Homes

$709,999

3
Bedrooms
1,875
Square Feet
$1,780,000 | 406 Bedford Road, Chappaqua, NY 10514
1/49

Listing Courtesy of Howard Hanna Rand Realty

$1,780,000

4
Bedrooms
2,913
Square Feet
1.06
Acres
$650,000 | 457 Saw Mill River Road, Millwood, NY 10546
1/36

Listing Courtesy of Houlihan Lawrence Inc.

$650,000

4
Bedrooms
1,420
Square Feet
0.52
Acres
a view of yard
1/20

Listing Courtesy of William Raveis-New York, LLC

$1,665,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
12.92
Acres
$1,250,000 | 15 Inningwood Road, Ossining, NY 10562
1/50

Listing Courtesy of BHHS River Towns Real Estate

Open: 10/11 12:30PM - 03:00PM

$1,250,000

5
Bedrooms
4,828
Square Feet
5.12
Acres
$2,137,500 | 82 Shingle House Road, Millwood, NY 10546
1/49

Listing Courtesy of Century 21 Elite Realty

Open: 10/11 01:00PM - 04:00PM

$2,137,500

4
Bedrooms
4,340
Square Feet
6.97
Acres
$1,490,000 | 131 Douglas Road, Chappaqua, NY 10514
1/27

Listing Courtesy of Houlihan Lawrence Inc.

$1,490,000

3
Bedrooms
2,690
Square Feet
0.77
Acres
a front view of a house with a yard
1/50

Listing Courtesy of Woodfront Realty, Inc.

Virtual Tour

$2,750,000

3
Bedrooms
6,091
Square Feet
1.52
Acres
$995,000 | 4 Annes Wood Lane, Mount Kisco, NY 10549
1/36

Listing Courtesy of Houlihan Lawrence Inc.

$995,000

2
Bedrooms
1,903
Square Feet
0.01
Acres
$1,495,000 | 676 Hardscrabble Road, Chappaqua, NY 10514
1/49

Listing Courtesy of Corcoran Legends Realty

$1,495,000

3
Bedrooms
2,420
Square Feet
1.48
Acres
$49,500,000 | Undisclosed Address, Bedford Corners, NY 10549
1/27

Listing Courtesy of William Raveis-New York LLC

Virtual Tour

$49,500,000

8
Bedrooms
26,079
Square Feet
101.6
Acres
$1,750,000 | 51 Pinesbridge Road, Ossining, NY 10562
1/50

Listing Courtesy of William Raveis Real Estate

$1,750,000

9
Bedrooms
5,337
Square Feet
3.95
Acres
$1,079,000 | 54 Allapartus Road, Ossining, NY 10562
1/27

Listing Courtesy of Greene Realty Group

$1,079,000

4
Bedrooms
2,606
Square Feet
2
Acres
a view of a chair and table in front of a house with a small yard
1/31

Listing Courtesy of Town and Village Real Estate

Virtual Tour

$785,000

4
Bedrooms
2,100
Square Feet
0.45
Acres
$2,249,000 | 33 Greenbriar Drive, Chappaqua, NY 10514
1/39

Listing Courtesy of Houlihan Lawrence Inc.

$2,249,000

3
Bedrooms
6,115
Square Feet
0.93
Acres
$2,995,000 | 39 Barnes Lane, Chappaqua, NY 10514
1/17
Listed By Compass

$2,995,000

4
Bedrooms
4,589
Square Feet
1.06
Acres
For Sale:
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Chappaqua

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The name of this picturesque wooded hamlet comes from tribes of the Mohegan Confederation, who called it “Shepequa” because of its plentiful water sources. Today, Chappaqua’s abundance of natural beauty—parks, trails, and nature preserves—continues to nourish its long-time residents and lure newcomers.

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