Recently Sold 2 Bedroom Homes in Chappaqua, NY

139 homes

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SOLD
AUG 3, 2026
$1,327,000
4 Beds
3.5 Baths
2,429 sqft
8 Old Roaring Brook Road,
Mount Kisco, NY 10549
William Raveis Real Estate
SOLD
AUG 3, 2026
$1,550,000
4 Beds
2.5 Baths
2,692 sqft
44 Dunbow Dr,
Chappaqua, NY 10514
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SOLD
JUL 31, 2026
$2,725,033
4 Beds
3.5 Baths
3,988 sqft
21 Hemlock Hills,
Chappaqua, NY 10514
Compass Greater NY, LLC
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SOLD
JUL 29, 2026
$1,345,014
4 Beds
2.5 Baths
2,478 sqft
14 Aldridge Road,
Chappaqua, NY 10514
William Raveis-New York, LLC
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SOLD
JUL 16, 2026
$1,175,000
4 Beds
4 Baths
2,108 sqft
3 Elm Street,
Chappaqua, NY 10514
William Raveis-New York, LLC
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SOLD
JUL 15, 2026
$1,955,000
4 Beds
2.5 Baths
3,496 sqft
34 Turner Drive,
Chappaqua, NY 10514
Compass Greater NY, LLC
SOLD
JUL 15, 2026
$1,979,000
4 Beds
3.5 Baths
3,350 sqft
16 Mountain Peak Rd,
Chappaqua, NY 10514
SOLD
JUL 15, 2026
$2,260,100
4 Beds
4.5 Baths
4,681 sqft
350 Wooded Hill Court,
Chappaqua, NY 10514
Houlihan Lawrence Inc.
SOLD
JUL 14, 2026
$2,500,000
4 Beds
4.5 Baths
5,012 sqft
15 Haights Cross Road,
Chappaqua, NY 10514
Julia B Fee Sothebys Int. Rlty
SOLD
JUL 8, 2026
$2,215,000
4 Beds
2.5 Baths
3,483 sqft
12 Suzanne Lane,
Chappaqua, NY 10514
Compass Greater NY, LLC
SOLD
JUL 2, 2026
$1,862,500
4 Beds
3 Baths
3,002 sqft
95 Old Lyme Road,
Chappaqua, NY 10514
Houlihan Lawrence Inc.
SOLD
JUN 29, 2026
$1,609,031
4 Beds
2.5 Baths
2,443 sqft
6 Killington Street,
Chappaqua, NY 10514
William Raveis-New York, LLC
SOLD
JUN 26, 2026
$1,550,000
4 Beds
3 Baths
3,761 sqft
39 Mayberry Road,
Chappaqua, NY 10514
William Raveis-New York, LLC
SOLD
JUN 18, 2026
$2,215,000
4 Beds
2.5 Baths
3,347 sqft
52 Whippoorwill Lake Road,
Chappaqua, NY 10514
Julia B Fee Sothebys Int. Rlty
SOLD
JUN 17, 2026
$1,620,000
4 Beds
3.5 Baths
3,193 sqft
25 Longview Lane,
Chappaqua, NY 10514
Compass Greater NY, LLC
SOLD
JUN 15, 2026
$1,630,000
4 Beds
2.5 Baths
2,460 sqft
114 Old Lyme Road,
Chappaqua, NY 10514
Compass Greater NY, LLC
SOLD
JUN 15, 2026
$4,000,000
4 Beds
4 Baths
4,236 sqft
12 Haights Cross Road,
Chappaqua, NY 10514
Houlihan Lawrence Inc.
SOLD
JUN 9, 2026
$2,450,000
4 Beds
5 Baths
5,767 sqft
5 Morning View Court,
Chappaqua, NY 10514
Compass Greater NY, LLC
SOLD
JUN 2, 2026
$1,905,000
4 Beds
2.5 Baths
2,921 sqft
110 Marcourt Drive,
Chappaqua, NY 10514
Houlihan Lawrence Inc.
SOLD
JUN 1, 2026
$1,850,000
4 Beds
2.5 Baths
3,956 sqft
21 Kitchawan Drive,
Chappaqua, NY 10514
Compass Greater NY, LLC
SOLD
MAY 15, 2026
$2,551,201
4 Beds
2.5 Baths
4,500 sqft
00 Gray Rock Lane,
Chappaqua, NY 10514
Houlihan Lawrence Inc.
SOLD
MAY 11, 2026
$1,600,000
4 Beds
2.5 Baths
2,892 sqft
56 Cross Ridge Road,
Chappaqua, NY 10514
Compass Greater NY, LLC
SOLD
MAY 7, 2026
$2,850,000
4 Beds
6 Baths
5,536 sqft
211 Bedford Road,
Chappaqua, NY 10514
Compass Greater NY, LLC
SOLD
APR 28, 2026
$2,000,000
4 Beds
2.5 Baths
2,658 sqft
40 Smith Street,
Chappaqua, NY 10514
Julia B Fee Sothebys Int. Rlty
SOLD
APR 21, 2026
$1,655,800
4 Beds
2.5 Baths
2,932 sqft
9 Whitlaw Lane,
Chappaqua, NY 10514
William Raveis-New York, LLC
SOLD
APR 20, 2026
$1,375,000
4 Beds
2.5 Baths
2,069 sqft
111 Seven Bridges Road,
Chappaqua, NY 10514
William Raveis-New York, LLC
SOLD
APR 6, 2026
$1,780,444
4 Beds
4 Baths
3,029 sqft
636 Quaker Road,
Chappaqua, NY 10514
Compass Greater NY, LLC
SOLD
APR 6, 2026
$2,100,000
4 Beds
2 Baths
1,974 sqft
87 Campfire Rd,
Chappaqua, NY 10514
SOLD
APR 6, 2026
$2,775,000
4 Beds
4.5 Baths
5,087 sqft
32 North Way,
Chappaqua, NY 10514
SOLD
MAR 27, 2026
$1,300,033
4 Beds
2.5 Baths
2,445 sqft
29 Meadow Lane,
Chappaqua, NY 10514
Houlihan Lawrence Inc.
SOLD
MAR 25, 2026
$1,275,000
4 Beds
2 Baths
2,139 sqft
35 Hamilton Road,
Chappaqua, NY 10514
Houlihan Lawrence Inc.
SOLD
MAR 9, 2026
$1,240,000
4 Beds
4 Baths
2,900 sqft
9 Garey Dr,
Chappaqua, NY 10514
SOLD
MAR 6, 2026
$1,168,000
4 Beds
3 Baths
3,136 sqft
507 Millwood Rd,
Chappaqua, NY 10514
SOLD
FEB 20, 2026
$1,775,000
4 Beds
3.5 Baths
3,732 sqft
35 Whitlaw Lane,
Chappaqua, NY 10514
Compass Greater NY, LLC
SOLD
NOV 12, 2026
$2,600,088
5 Beds
5.5 Baths
5,646 sqft
48 Random Farms Circle,
Chappaqua, NY 10514
Compass Greater NY, LLC
SOLD
OCT 8, 2026
$1,100,000
5 Beds
3 Baths
2,715 sqft
2 Turner Drive,
Chappaqua, NY 10514
Houlihan Lawrence Inc.
SOLD
SEP 8, 2026
$2,280,000
5 Beds
4.5 Baths
4,594 sqft
630 Chappaqua Road,
Briarcliff, NY 10510
Compass Greater NY, LLC
SOLD
AUG 25, 2026
$2,310,018
5 Beds
4.5 Baths
4,489 sqft
1 Hitching Post Lane,
Chappaqua, NY 10514
Compass Greater NY, LLC
SOLD
AUG 12, 2026
$2,555,000
5 Beds
3.5 Baths
4,166 sqft
111 Prospect Drive,
Chappaqua, NY 10514
Compass Greater NY, LLC
SOLD
AUG 11, 2026
$2,915,000
5 Beds
4.5 Baths
4,975 sqft
3 Pondfield Drive S,
Chappaqua, NY 10514
Houlihan Lawrence Inc.

Based on information submitted to the MLS GRID as of 2026-11-14 00:03:52 PST All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information