Homes Recently Sold in Chappaqua, NY

price
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1-40 of 41 Homes
Sold, last 90 days
a front view of a house with a garden and porch
Closed 1/21/26

$1,290,000

3
Bedrooms
1,957
Square Feet
1.72
Acres

71 Commodore Road, Chappaqua, NY 10514

a front view of a house with a yard and potted plants
Closed 12/26/25

$2,960,000

4
Bedrooms
6,542
Square Feet
3.66
Acres

93 Haights Cross Road, Chappaqua, NY 10514

a view of a street with a house in the background
Closed 1/20/26

$1,920,000

5
Bedrooms
3,849
Square Feet
1.16
Acres

73 Whippoorwill Lake Road, Chappaqua, NY 10514

a front view of a house with a yard
Closed 2/4/26

$1,720,000

4
Bedrooms
3,244
Square Feet
1.47
Acres

6 Whippoorwill Lake Road, Chappaqua, NY 10514

a living room with furniture and a large window
Closed 12/12/25

$1,075,000

4
Bedrooms
3,240
Square Feet
2.24
Acres

70 Spring Valley Road, Ossining, NY 10562

$1,382,000 | 260 Mill River Road, Chappaqua, NY 10514
Closed 1/12/26

$1,382,000

4
Bedrooms
3,561
Square Feet
2.71
Acres

260 Mill River Road, Chappaqua, NY 10514

$792,500 | 22 Daly Cross Road, Mount Kisco, NY 10549
Closed 12/23/25Virtual Tour

$792,500

3
Bedrooms
1,457
Square Feet
0.52
Acres

22 Daly Cross Road, Mount Kisco, NY 10549

a front view of a house with yard and green space
Closed 1/16/26

$2,300,000

4
Bedrooms
4,981
Square Feet
1.83
Acres

16 Club Way, Mount Kisco, NY 10549

a view of a brick house with potted plants
Closed 12/8/25

$670,000

2
Bedrooms
2,020
Square Feet

71 Pheasant Run, Millwood, NY 10546

a front view of a house with a garden

Listing Courtesy of William Raveis-New York, LLC

Closed 12/18/25

$1,298,000

4
Bedrooms
2,060
Square Feet
0.39
Acres

26 Kings Court, Chappaqua, NY 10514

a front view of a house with a garden

Listing Courtesy of William Raveis Real Estate

Closed 11/19/25

$799,000

4
Bedrooms
1,420
Square Feet
0.31
Acres

37 Hollow Oak Road, Chappaqua, NY 10514

a aerial view of a house with a yard and potted plants

Listing Courtesy of Julia B Fee Sothebys Int. Rlty

Closed 12/5/25Virtual Tour

$2,060,000

5
Bedrooms
4,172
Square Feet
2.6
Acres

77 Haights Cross Road, Chappaqua, NY 10514

a front view of a house with a yard and garage

Listing Courtesy of JLJ Realty

Closed 1/23/26

$2,275,000

2
Bedrooms
3,269
Square Feet

22 Carriage Lane, Chappaqua, NY 10514

a view of a big yard in front of a brick house with large windows

Listing Courtesy of Houlihan Lawrence Inc.

Closed 12/12/25

$1,600,000

3
Bedrooms
2,830
Square Feet
1.79
Acres

27 Deepwood Hill Street, Chappaqua, NY 10514

a front view of a house with a yard

Listing Courtesy of Houlihan Lawrence Inc.

Closed 2/2/26

$1,375,000

4
Bedrooms
2,541
Square Feet
1.93
Acres

341 Millwood Road, Chappaqua, NY 10514

a kitchen with white cabinets and white appliances

Listing Courtesy of Douglas Elliman Real Estate

Closed 1/30/26

$1,725,000

5
Bedrooms
4,616
Square Feet
1.04
Acres

675 Quaker Road, Chappaqua, NY 10514

a view of a house with backyard and sitting area

Listing Courtesy of Julia B Fee Sothebys Int. Rlty

Closed 12/2/25

$3,000,000

5
Bedrooms
5,285
Square Feet
2.5
Acres

3 Round Hill Place, Chappaqua, NY 10514

a front view of a house with a garden

Listing Courtesy of William Raveis-New York, LLC

Closed 12/11/25

$1,320,000

3
Bedrooms
2,034
Square Feet
1.19
Acres

41 Valley Lane, Chappaqua, NY 10514

a aerial view of a house with yard and green space

Listing Courtesy of William Raveis-New York, LLC

Closed 12/9/25Virtual Tour

$1,100,000

4
Bedrooms
3,264
Square Feet
1.26
Acres

569 Millwood Road, Chappaqua, NY 10514

$805,000 | 149 King Street, Unit 4, Chappaqua, NY 10514

Listing Courtesy of Julia B Fee Sothebys Int. Rlty

Closed 11/21/25

$805,000

2
Bedrooms
1,767
Square Feet
0.03
Acres

149 King Street, Unit 4, Chappaqua, NY 10514

an aerial view of a house

Listing Courtesy of Douglas Elliman Real Estate

Closed 11/20/25

$2,300,000

3
Bedrooms
3,960
Square Feet
1
Acres

24 North Way, Chappaqua, NY 10514

a aerial view of a house with swimming pool

Listing Courtesy of William Raveis-New York, LLC

Closed 12/22/25

$1,780,000

4
Bedrooms
4,543
Square Feet
1.4
Acres

56 Annandale Road, Chappaqua, NY 10514

$2,500,000 | 61 Carolyn Place, Chappaqua, NY 10514

Listing Courtesy of Julia B Fee Sothebys Int. Rlty

Closed 12/18/25

$2,500,000

5
Bedrooms
5,907
Square Feet
2.19
Acres

61 Carolyn Place, Chappaqua, NY 10514

$2,825,000 | 70 Haights Cross Road, Chappaqua, NY 10514

Listing Courtesy of Houlihan Lawrence Inc.

Closed 12/15/25

$2,825,000

5
Bedrooms
8,775
Square Feet
2.17
Acres

70 Haights Cross Road, Chappaqua, NY 10514

$700,000 | 136 Roaring Brook Road, Chappaqua, NY 10514

Listing Courtesy of Douglas Elliman Real Estate

Closed 11/21/25

$700,000

4
Bedrooms
2,875
Square Feet
1.02
Acres

136 Roaring Brook Road, Chappaqua, NY 10514

Sold 1/1/26

$1,700,000

4
Bedrooms
2,707
Square Feet
1.08
Acres

31 Whitlaw Lane, Chappaqua, NY 10514

Sold 12/30/25

$1,877,300

5
Bedrooms
3,085
Square Feet
2.14
Acres

45 Deerfield Road, Chappaqua, NY 10514

Sold 11/12/25

$530,000

1
Bedrooms
Unavailable
Square Feet
0.99
Acres

1008 King Street, Chappaqua, NY 10514

Sold 11/13/25

$595,000

3
Bedrooms
2
Bathrooms
2,420
Square Feet
1.5
Acres

676 Hardscrabble Road, Chappaqua, NY 10514

$1,625,000 | 20 Wallace Way, Chappaqua, NY 10514

Listing Courtesy of Corcoran Legends Realty

Closed 12/12/25

$1,625,000

2
Bedrooms
2,906
Square Feet

20 Wallace Way, Chappaqua, NY 10514

a front view of a house with a garden

Listing Courtesy of William Raveis-New York, LLC

Closed 12/4/25

$2,597,511

5
Bedrooms
4,348
Square Feet
13.71
Acres

482 Armonk Road, Mount Kisco, NY 10549

a front view of a house with garden

Listing Courtesy of Nestedge Realty

Closed 12/15/25

$732,500

2
Bedrooms
1,244
Square Feet

30 Rambling Brook Road, Chappaqua, NY 10514

a view of a house with a big yard and large trees

Listing Courtesy of William Raveis-New York, LLC

Closed 11/12/25

$1,499,000

2
Bedrooms
3,185
Square Feet

134 Ruxton Road, Mount Kisco, NY 10549

a front view of a house with a yard

Listing Courtesy of Houlihan Lawrence Inc.

Closed 1/29/26

$1,025,000

2
Bedrooms
2,437
Square Feet

18 Cross River Road, Mount Kisco, NY 10549

a front view of a house with a garden

Listing Courtesy of William Raveis-New York, LLC

Closed 12/11/25

$1,150,000

2
Bedrooms
2,450
Square Feet

25 Wells Lane, Mount Kisco, NY 10549

Sold 11/13/25

$1,928,642

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.08
Acres

18 Carriage Lane, Chappaqua, NY 10514

Sold 11/12/25

$805,000

2
Bedrooms
1,536
Square Feet

149 King Street, Chappaqua, NY 10514

a view of a house with a yard and tree s

Listing Courtesy of Mark Seiden Real Estate Team

Closed 11/19/25

$709,000

3
Bedrooms
1,500
Square Feet
0.46
Acres

448 Saw Mill River Road, Millwood, NY 10546

a front view of a house with a yard

Listing Courtesy of Houlihan Lawrence Inc.

Closed 11/25/25

$1,040,000

4
Bedrooms
2,368
Square Feet
0.51
Acres

81 Hidden Hollow Lane, Millwood, NY 10546

a front view of a house with a garden

Listing Courtesy of Houlihan Lawrence Inc.

Closed 12/5/25

$1,436,000

4
Bedrooms
3,103
Square Feet
0.74
Acres

20 Pamela Place, Millwood, NY 10546

 
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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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