Chappaqua, NY Homes for Sale & Real Estate

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1-41 of 41 Homes
$499,999 | 150 Bedford Road, Unit 12A, Chappaqua, NY 10514
1/17
Listed By Compass

$499,999

2
Bedrooms
924
Square Feet

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

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$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

$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

$3,500,000 | 335 Croton Dam Road, Ossining, NY 10562
1/49
Listed By Compass

$3,500,000

10
Bedrooms
8,881
Square Feet
45.06
Acres

335 Croton Dam Road, Ossining, NY 10562

$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

$2,895,000 | 39 Barnes Lane, Chappaqua, NY 10514
1/9
Listed By Compass

$2,895,000

4
Bedrooms
4,589
Square Feet
1.06
Acres

39 Barnes Lane, Chappaqua, NY 10514

a front view of a house with garden and porch
1/23
Listed By Compass

$1,590,000

3
Bedrooms
2,576
Square Feet

17 Lila Lane, Chappaqua, NY 10514

$929,000 | 28 Inningwood Road, Ossining, NY 10562
1/37

Listing Courtesy of Houlihan Lawrence Inc.

Open: 6/28 12:00PM - 02:00PM

$929,000

3
Bedrooms
1,917
Square Feet
0.83
Acres

28 Inningwood Road, Ossining, NY 10562

$1,199,000 | 4 Annes Wood Lane, Mount Kisco, NY 10549
1/36

Listing Courtesy of Houlihan Lawrence Inc.

Open: 6/28 02:00PM - 04:00PM

$1,199,000

2
Bedrooms
1,903
Square Feet
0.01
Acres

4 Annes Wood Lane, Mount Kisco, NY 10549

$649,000 | 353 North Greeley Avenue, Unit 353, Chappaqua, NY 10514
1/17

Listing Courtesy of Houlihan Lawrence Inc.

$649,000

2
Bedrooms
1,478
Square Feet

353 North Greeley Avenue, Unit 353, Chappaqua, NY 10514

$1,399,999 | 15 Old Town Crossing, Mount Kisco, NY 10549
1/41

Listing Courtesy of Houlihan Lawrence Inc.

Open: 6/28 02:00PM - 04:00PM

$1,399,999

2
Bedrooms
2,900
Square Feet

15 Old Town Crossing, Mount Kisco, NY 10549

$1,695,000 | 676 Hardscrabble Road, Chappaqua, NY 10514
1/50

Listing Courtesy of Corcoran Legends Realty

$1,695,000

3
Bedrooms
2,420
Square Feet
1.48
Acres

676 Hardscrabble Road, Chappaqua, NY 10514

$750,000 | 110 Woods End Road, Chappaqua, NY 10514
1/30

Listing Courtesy of Houlihan Lawrence Inc.

$750,000

2
Bedrooms
1,653
Square Feet

110 Woods End Road, Chappaqua, NY 10514

$890,000 | 20 Waters Edge, Chappaqua, NY 10514
1/25

Listing Courtesy of William Raveis-New York, LLC

Virtual Tour

$890,000

3
Bedrooms
1,569
Square Feet

20 Waters Edge, Chappaqua, NY 10514

a front view of a house with a garden
1/49

Listing Courtesy of Houlihan Lawrence Inc.

$1,100,000

5
Bedrooms
2,715
Square Feet
0.73
Acres

2 Turner Drive, Chappaqua, NY 10514

$1,200,000 | 100 Devoe Road, Chappaqua, NY 10514
1/49

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

$1,200,000

3
Bedrooms
2,010
Square Feet
1.14
Acres

100 Devoe Road, Chappaqua, NY 10514

a view of a house with a yard
1/24

Listing Courtesy of Keller Williams NY Realty

$685,000

3
Bedrooms
1,299
Square Feet
0.17
Acres

80 Bischoff Avenue, Chappaqua, NY 10514

a front view of a house with a yard and garage
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

a view of a back yard
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

$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

51 Pinesbridge Road, Ossining, NY 10562

$1,998,999 | 4 Old House Lane, Chappaqua, NY 10514
1/48

Listing Courtesy of Houlihan Lawrence Inc.

$1,998,999

4
Bedrooms
3,124
Square Feet
1.32
Acres

4 Old House Lane, Chappaqua, NY 10514

$1,595,000 | 52-54 Orchard Ridge Road, Chappaqua, NY 10514
1/49

Listing Courtesy of Link NY Realty

$1,595,000

7
Bedrooms
5,200
Square Feet
0.46
Acres

52-54 Orchard Ridge 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

$699,222 | 10 Lakeview Road, Ossining, NY 10562
1/40

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

$747,000 | 31 Timber Ridge, Mount Kisco, NY 10549
1/49

Listing Courtesy of Realmart Realty LLC

$747,000

3
Bedrooms
1,875
Square Feet

31 Timber Ridge, Mount Kisco, NY 10549

$3,100,000 | 2 Heathcote Drive, Mount Kisco, NY 10549
1/50

Listing Courtesy of Howard Hanna Rand Realty

Virtual Tour

$3,100,000

5
Bedrooms
7,238
Square Feet
2.09
Acres

2 Heathcote Drive, Mount Kisco, NY 10549

$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

$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

$899,000 | 2 Timberland Pass, Chappaqua, NY 10514
1/27

Listing Courtesy of Dorothy Jensen Realty, Inc.

$899,000

3
Bedrooms
1,586
Square Feet

2 Timberland Pass, Chappaqua, NY 10514

$1,085,000 | 54 Allapartus Road, Ossining, NY 10562
1/27

Listing Courtesy of Greene Realty Group

$1,085,000

4
Bedrooms
2,606
Square Feet
2
Acres

54 Allapartus Road, Ossining, NY 10562

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

$895,000 | 249 Mill River Road, Chappaqua, NY 10514
1/33

Listing Courtesy of Town and Village Real Estate

Virtual Tour

$895,000

4
Bedrooms
2,100
Square Feet
0.45
Acres

249 Mill River Road, 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

$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

$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

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

a front view of a house with a yard
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

$1,665,000 | 767 King Street, Chappaqua, NY 10504
1/20

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

$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

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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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