Homes for Sale in Chappaqua, NY

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1-37 of 37 Homes
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$3,389,000 | 40 Algonquin Drive, Chappaqua, NY 10514
1/47
Listed By Compass

$3,389,000

4
Bedrooms
5,563
Square Feet
1.53
Acres

40 Algonquin Drive, Chappaqua, NY 10514

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a front view of a house with a garden
1/39
Listed By Compass

$2,195,000

6
Bedrooms
6,563
Square Feet
1.21
Acres

22 Random Farms Circle, Chappaqua, NY 10514

$1,999,999 | 765 King Street, Chappaqua, NY 10514
1/33
Listed By Compass

$1,999,999

5
Bedrooms
4,058
Square Feet
3.46
Acres

765 King Street, Chappaqua, NY 10514

$999,000 | 10 Horseshoe Road, Mount Kisco, NY 10549
1/23
Listed By Compass

$999,000

3
Bedrooms
1,581
Square Feet
1
Acres

10 Horseshoe Road, Mount Kisco, NY 10549

a front view of a house with a yard
1/8
Listed By Compass

$2,895,000

4
Bedrooms
4,589
Square Feet
1.06
Acres

39 Barnes Lane, Chappaqua, NY 10514

$1,590,000 | 17 Lila Lane, Chappaqua, NY 10514
1/23
Listed By Compass

$1,590,000

3
Bedrooms
2,576
Square Feet

17 Lila Lane, Chappaqua, NY 10514

a front view of a house with garden
1/17
Listed By Compass

$569,000

2
Bedrooms
924
Square Feet

150 Bedford Road, Unit 12A, Chappaqua, NY 10514

$3,499,000 | 22 Petersville Road, Mount Kisco, NY 10549
1/47
Listed By Compass

$3,499,000

5
Bedrooms
5,640
Square Feet
3.03
Acres

22 Petersville Road, Mount Kisco, NY 10549

$1,250,000 | 65 Douglas Road, Chappaqua, NY 10514
1/41

Listing Courtesy of North Country Sothebys Int Rlt

$1,250,000

3
Bedrooms
1,702
Square Feet
0.52
Acres

65 Douglas Road, Chappaqua, NY 10514

$1,395,000 | 10 North Lane, Chappaqua, NY 10514
1/45

Listing Courtesy of Keller Williams Realty Partner

$1,395,000

3
Bedrooms
3,155
Square Feet
1.1
Acres

10 North Lane, Chappaqua, NY 10514

$1,600,000 | 120 Spring Valley Road, Ossining, NY 10562
1/49

Listing Courtesy of Berkshire Hathaway HS NY Prop

$1,600,000

11
Bedrooms
Unavailable
Square Feet
18.14
Acres

120 Spring Valley Road, Ossining, NY 10562

$1,199,000 | 25 Cabin Ridge Road, Chappaqua, NY 10514
1/39

Listing Courtesy of Keller Williams Realty Group; William Raveis-New York, LLC

$1,199,000

3
Bedrooms
2,708
Square Feet
3.44
Acres

25 Cabin Ridge Road, Chappaqua, NY 10514

$1,725,000 | 16 Fox Den Road, Mount Kisco, NY 10549
1/44

Listing Courtesy of William Raveis-New York, LLC

$1,725,000

4
Bedrooms
3,010
Square Feet
1.12
Acres

16 Fox Den Road, Mount Kisco, NY 10549

$699,222 | 10 Lakeview Road, Ossining, NY 10562
1/41

Listing Courtesy of Mark Seiden Real Estate Team

$699,222

3
Bedrooms
2,270
Square Feet
1.35
Acres

10 Lakeview Road, Ossining, NY 10562

$725,000 | 65 Laurelton Road, Mount Kisco, NY 10549
1/24

Listing Courtesy of Ginnel Real Estate

$725,000

4
Bedrooms
1,307
Square Feet
0.25
Acres

65 Laurelton Road, Mount Kisco, NY 10549

$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

Undisclosed Address, Bedford Corners, NY 10549

$450,000 | 281 Croton Dam Road, Unit A, Ossining, NY 10562
1/25

Listing Courtesy of Keller Williams Realty Partner

$450,000

3
Bedrooms
882
Square Feet
0.22
Acres

281 Croton Dam Road, Unit A, Ossining, NY 10562

$1,050,000 | 568 Saw Mill River Road, Chappaqua, NY 10514
1/30

Listing Courtesy of William Raveis Real Estate

$1,050,000

3
Bedrooms
2,160
Square Feet
1.34
Acres

568 Saw Mill River Road, Chappaqua, NY 10514

a front view of a house with a yard
1/50

Listing Courtesy of Berkshire Hathaway HS NY Prop

$2,699,000

4
Bedrooms
5,918
Square Feet
2.26
Acres

40 Hamilton Drive, Chappaqua, NY 10514

a front view of a house with a garden
1/50

Listing Courtesy of William Raveis Real Estate

$1,900,000

9
Bedrooms
5,337
Square Feet
3.95
Acres

51 Pinesbridge Road, Ossining, NY 10562

$899,000 | 2 Timberland Pass, Chappaqua, NY 10514
1/23

Listing Courtesy of Dorothy Jensen Realty, Inc.

Open: 6/13 12:00PM - 03:00PM

$899,000

3
Bedrooms
1,586
Square Feet

2 Timberland Pass, Chappaqua, NY 10514

$1,100,000 | 54 Allapartus Road, Ossining, NY 10562
1/28

Listing Courtesy of Greene Realty Group

$1,100,000

4
Bedrooms
2,606
Square Feet
2
Acres

54 Allapartus Road, Ossining, NY 10562

a view of a brick house with a yard potted plants and a large tree
1/41

Listing Courtesy of Julia B Fee Sothebys Int. Rlty

$1,600,000

4
Bedrooms
3,138
Square Feet
0.51
Acres

14 Crossways, Chappaqua, NY 10514

$899,000 | 249 Mill River Road, Chappaqua, NY 10514
1/33

Listing Courtesy of Town and Village Real Estate

$899,000

4
Bedrooms
2,100
Square Feet
0.45
Acres

249 Mill River Road, Chappaqua, NY 10514

a aerial view of a house with yard and green space
1/43

Listing Courtesy of Houlihan Lawrence Inc.

$2,499,000

3
Bedrooms
6,115
Square Feet
0.93
Acres

33 Greenbriar Drive, Chappaqua, NY 10514

$829,000 | 73 South Bedford Road, Chappaqua, NY 10514
1/30

Listing Courtesy of Thomas S. Hennerty

$829,000

4
Bedrooms
1,584
Square Feet
0.26
Acres

73 South Bedford Road, Chappaqua, NY 10514

a front view of a house with a garden
1/39

Listing Courtesy of Houlihan Lawrence Inc.

$820,000

2
Bedrooms
2,059
Square Feet
0.94
Acres

122 Harriman Road, Mount Kisco, NY 10549

$799,000 | 18 Ridge Road, Mount Kisco, NY 10549
1/43

Listing Courtesy of Houlihan Lawrence Inc.

$799,000

3
Bedrooms
1,968
Square Feet
0.29
Acres

18 Ridge Road, Mount Kisco, NY 10549

$825,000 | 81 Glendale Road, Ossining, NY 10562
1/37

Listing Courtesy of North Country Sothebys Int Rlt

$825,000

3
Bedrooms
3,990
Square Feet
14.5
Acres

81 Glendale Road, Ossining, NY 10562

a front view of a house with garden
1/35

Listing Courtesy of Houlihan Lawrence Inc.

$2,990,000

6
Bedrooms
8,200
Square Feet
4.11
Acres

20 Bessel Lane, Chappaqua, NY 10514

an aerial view of residential house with outdoor space and trees all around
1/44

Listing Courtesy of Julia B Fee Sothebys Int. Rlty

$4,500,000

5
Bedrooms
7,608
Square Feet
4.45
Acres

150 Old Farm Road North, Chappaqua, NY 10514

a front view of a house with garden
1/46

Listing Courtesy of Stetson Real Estate

$1,095,000

5
Bedrooms
3,867
Square Feet
3.06
Acres

27 Allapartus Circle, Ossining, NY 10562

$1,799,000 | 2 Dewitt Drive, Chappaqua, NY 10514
1/42

Listing Courtesy of William Raveis-New York LLC

$1,799,000

2
Bedrooms
3,574
Square Feet

2 Dewitt Drive, Chappaqua, NY 10514

$639,000 | 65 South Bedford Road, Chappaqua, NY 10514
1/6

Listing Courtesy of REO Edge LLC

$639,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.17
Acres

65 South Bedford Road, Chappaqua, NY 10514

a front view of a house with a garden
1/25

Listing Courtesy of Houlihan Lawrence Inc.

$3,695,000

5
Bedrooms
6,500
Square Feet
11.98
Acres

115 Old Roaring Brook Road, Mount Kisco, NY 10549

$3,900,000 | 16 Taylor Road, Mount Kisco, NY 10549
1/37

Listing Courtesy of Houlihan Lawrence Inc.

$3,900,000

4
Bedrooms
9,284
Square Feet
1.68
Acres

16 Taylor Road, Mount Kisco, NY 10549

a view of yard
1/14

Listing Courtesy of William Raveis-New York, LLC

$1,665,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
12.92
Acres

767 King Street, Chappaqua, NY 10504

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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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