4 Bedroom Homes for Sale in Chappaqua, NY

price
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1-22 of 22 Homes
4+ beds
$1,199,000 | 21 Campfire Road, Chappaqua, NY 10514
1/29
Listed By Compass

$1,199,000

4
Bedrooms
2,207
Square Feet
0.38
Acres

21 Campfire Road, Chappaqua, NY 10514

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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

$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

$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

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

$1,495,000 | 105 Cross Ridge Road, Chappaqua, NY 10514
1/43

Listing Courtesy of William Raveis-New York, LLC

$1,495,000

4
Bedrooms
2,953
Square Feet
1.02
Acres

105 Cross Ridge Road, Chappaqua, NY 10514

$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

$1,100,000 | 2 Turner Drive, Chappaqua, NY 10514
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

$1,595,000 | 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

$949,000 | 6 Maria Lane, Ossining, NY 10562
1/26

Listing Courtesy of Keller Williams Realty Partner

$949,000

4
Bedrooms
3,012
Square Feet
2.01
Acres

6 Maria Lane, Ossining, NY 10562

$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

$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

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

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 garden
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

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

Listing Courtesy of Town and Village Real Estate

$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

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

$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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