Chappaqua, NY Homes for Sale & Real Estate

price
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$1,299,000 | 11 Greenbriar Drive, Chappaqua, NY 10514
1/26
See It FirstCompass Coming Soon

$1,299,000

3
Bedrooms
1,758
Square Feet
0.58
Acres
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$3,299,000 | 46 Annandale Road, Chappaqua, NY 10514
1/19
See It FirstCompass Coming Soon

$3,299,000

5
Bedrooms
7,597
Square Feet
2.35
Acres
$2,349,000 | 48 Random Farms Circle, Chappaqua, NY 10514
1/31
Listed By CompassOpen: 10/4 01:00PM - 03:00PM

$2,349,000

5
Bedrooms
5,646
Square Feet
1.26
Acres
$649,000 | 331 North Greeley Avenue, Chappaqua, NY 10514
1/48

Listing Courtesy of Houlihan Lawrence Inc.

New

$649,000

2
Bedrooms
1,583
Square Feet
$1,249,000 | 34 Old Town Crossing, Mount Kisco, NY 10549
1/38

Listing Courtesy of William Raveis-New York LLC

New

$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
$3,088,000 | 301 Roaring Brook Road, Chappaqua, NY 10514
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
1/31
Listed By CompassOpen: 10/3 12:00PM - 02:00PM

$1,375,000

3
Bedrooms
2,254
Square Feet
1.03
Acres
$1,995,000 | 76 Random Farms Circle, Chappaqua, NY 10514
1/46
Listed By Compass

$1,995,000

4
Bedrooms
4,796
Square Feet
0.70
Acres
$2,299,000 | 20 Hitching Post Lane, Chappaqua, NY 10514
1/45

Listing Courtesy of William Raveis-New York LLC

Open: 10/3 01:00PM - 03:00PM

$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
$729,999 | 11 Timber Ridge, Unit 11, Mount Kisco, NY 10549
1/33

Listing Courtesy of Coldwell Banker American Homes

$729,999

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

Listing Courtesy of Howard Hanna Rand Realty

Open: 10/4 12:00PM - 02:00PM

$1,780,000

4
Bedrooms
2,913
Square Feet
1.06
Acres
a view of a house with a yard
1/36

Listing Courtesy of Houlihan Lawrence Inc.

$679,000

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
$1,350,000 | 15 Inningwood Road, Ossining, NY 10562
1/50

Listing Courtesy of BHHS River Towns Real Estate

$1,350,000

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

$2,137,500

4
Bedrooms
4,340
Square Feet
6.97
Acres
$1,590,000 | 131 Douglas Road, Chappaqua, NY 10514
1/27

Listing Courtesy of Houlihan Lawrence Inc.

$1,590,000

3
Bedrooms
2,690
Square Feet
0.77
Acres
$2,750,000 | 23 Inningwood Road, Ossining, NY 10562
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
$999,000 | 568 Saw Mill River Road, Chappaqua, NY 10514
1/30

Listing Courtesy of William Raveis Real Estate

$999,000

3
Bedrooms
2,160
Square Feet
1.34
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
$3,499,000 | 22 Petersville Road, Mount Kisco, NY 10549
1/47
Listed By Compass

$3,499,000

5
Bedrooms
6,390
Square Feet
3.03
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
$849,999 | 249 Mill River Road, Chappaqua, NY 10514
1/31

Listing Courtesy of Town and Village Real Estate

Virtual Tour

$849,999

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
$4,500,000 | 150 Old Farm Road North, Chappaqua, NY 10514
1/44

Listing Courtesy of Julia B Fee Sothebys Int. Rlty

$4,500,000

5
Bedrooms
7,608
Square Feet
4.45
Acres
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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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