Back HomeChappaqua, N.Y.
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The name Chappaqua is derived from an Algonquin word which translates as “running water”. Lakes, ponds and streams are abundant among the rolling wooded hills of Chappaqua. A large portion of the land has been preserved as undeveloped, open space, which helps to create Chappaqua’s rural feeling. With faithful adherence to environmental and architectural review, the town has managed to retain a country feeling with a great deal of privacy for individual homes. Architectural styles range from antique colonials to exquisite contemporaries.
From the Chappaqua train station, New York City’s Grand Central Station is a 50-minute ride. White Plains is only ten minutes away and the Saw Mill River Parkway runs right by town. The great combination of privacy and accessibility makes Chappaqua very attractive for New York City commuters. In 1864, Horace Greeley took up residence in Chappaqua and more recently, former President Bill Clinton and Senator Hillary Clinton made Chappaqua their home. Residents place a high priority on education and the Chappaqua Central School District ranks consistently among New York State’s best schools with Scholastic Aptitude Test scores well exceeding the average.
ACTIVE LISTINGS:
$4,500,000
Active
150 Old Farm Road N Chappaqua, New York
5 Beds 7 Baths 7,608 SqFt 4.45 Acres
$3,400,000
Pending
12 Haights Cross Road Chappaqua, New York
4 Beds 5 Baths 4,236 SqFt 4.43 Acres
$3,389,000
Active
40 Algonquin Drive Chappaqua, New York
4 Beds 7 Baths 5,563 SqFt 1.53 Acres
$3,350,000
Pending
201 Bedford Road Chappaqua, New York
4 Beds 7 Baths 5,712 SqFt 0.94 Acres
$2,990,000
Active
20 Bessel Lane Chappaqua, New York
6 Beds 6 Baths 8,200 SqFt 4.11 Acres
$2,895,000
Active
39 Barnes Lane Chappaqua, New York
4 Beds 6 Baths 4,589 SqFt 1.06 Acres
$2,750,000
Pending
7 Quaker Lane Chappaqua, New York
6 Beds 5 Baths 5,004 SqFt 1.3 Acres
$2,750,000
Pending
276 Quaker Road Chappaqua, New York
6 Beds 4 Baths 6,532 SqFt 2.68 Acres
$2,699,000
Active
40 Hamilton Drive Chappaqua, New York
4 Beds 5 Baths 5,918 SqFt 2.263 Acres
$2,650,000
Pending
3 Pondfield Drive S Chappaqua, New York
5 Beds 5 Baths 4,975 SqFt 1.08 Acres
$2,499,000
Active
33 Greenbriar Drive Chappaqua, New York
3 Beds 4 Baths 6,115 SqFt 0.93 Acres
$2,475,000
Pending
17 Byram Meadows Road Chappaqua, New York
4 Beds 5 Baths 6,640 SqFt 1.02 Acres
$2,350,000
Pending
790 King Street Chappaqua, New York
4 Beds 5 Baths 4,385 SqFt 1.7 Acres
$2,300,000
Pending
24 North Way Chappaqua, New York
3 Beds 4 Baths 3,960 SqFt 1 Acres
$2,250,000
Pending
21 Hemlock Hills Chappaqua, New York
4 Beds 4 Baths 3,988 SqFt 1.81 Acres
$2,200,000
Pending
15 Haights Cross Road Chappaqua, New York
4 Beds 5 Baths 5,012 SqFt 2.88 Acres
$2,195,000
Active
22 Random Farms Circle Chappaqua, New York
6 Beds 6 Baths 6,563 SqFt 1.21 Acres
$2,100,000
Pending
350 Wooded Hill Court Chappaqua, New York
4 Beds 5 Baths 4,681 SqFt 2.9 Acres
$2,050,000
Pending
114 Random Farms Drive Chappaqua, New York
5 Beds 5 Baths 5,792 SqFt 0.57 Acres
$1,999,999
Active
765 King Street Chappaqua, New York
5 Beds 5 Baths 4,058 SqFt 3.46 Acres
$1,995,000
Pending
33 Aldridge Road Chappaqua, New York
5 Beds 4 Baths 5,247 SqFt 1.79 Acres
$1,975,000
Pending
111 Prospect Drive Chappaqua, New York
5 Beds 4 Baths 4,166 SqFt 0.67 Acres
$1,949,000
Pending
5 Morning View Court Chappaqua, New York
4 Beds 5 Baths 5,767 SqFt 1.98 Acres
$1,925,000
Pending
1 Hitching Post Lane Chappaqua, New York
5 Beds 5 Baths 4,489 SqFt 1.96 Acres
$1,799,000
Active
2 Dewitt Drive Chappaqua, New York
2 Beds 4 Baths 3,574 SqFt 0.1 Acres
$1,780,000
Pending
26 Wallace Way Chappaqua, New York
2 Beds 4 Baths 2,945 SqFt 0.06 Acres
$1,750,000
Pending
4 Wright Drive Chappaqua, New York
3 Beds 3 Baths 2,712 SqFt 0.07 Acres
$1,699,000
Pending
12 Suzanne Lane Chappaqua, New York
4 Beds 3 Baths 3,483 SqFt 1 Acres
$1,658,995
Pending
11 Wallace Way 18 Chappaqua, New York
2 Beds 4 Baths 3,353 SqFt 0.08 Acres
$1,600,000
Active
14 Crossways Chappaqua, New York
4 Beds 4 Baths 3,138 SqFt 0.51 Acres
$1,599,999
Pending
734 King Street Chappaqua, New York
4 Beds 3 Baths 3,672 SqFt 1.93 Acres
$1,599,000
Pending
34 Turner Drive Chappaqua, New York
4 Beds 3 Baths 3,496 SqFt 1.36 Acres
$1,599,000
Pending
40 Kings Court Chappaqua, New York
3 Beds 3 Baths 3,121 SqFt 0.32 Acres
$1,590,000
Active
17 Lila Lane Chappaqua, New York
3 Beds 4 Baths 2,576 SqFt 0.06 Acres
$1,499,000
Pending
95 Old Lyme Road Chappaqua, New York
4 Beds 3 Baths 3,002 SqFt 0.54 Acres
$1,495,000
Pending
52 Whippoorwill Lake Road Chappaqua, New York
4 Beds 3 Baths 3,347 SqFt 2.26 Acres
$1,425,000
Pending
39 Mayberry Road Chappaqua, New York
4 Beds 3 Baths 3,761 SqFt 2.32 Acres
$1,399,000
Pending
6 Killington Street Chappaqua, New York
4 Beds 3 Baths 2,443 SqFt 1 Acres
$1,395,000
Active
10 North Lane Chappaqua, New York
3 Beds 3 Baths 3,155 SqFt 1.1 Acres
$1,336,000
Pending
148 Devoe Road Chappaqua, New York
3 Beds 3 Baths 2,417 SqFt 1.001 Acres
$1,299,999
Pending
114 Old Lyme Road Chappaqua, New York
4 Beds 3 Baths 2,460 SqFt 0.51 Acres
$1,299,000
Pending
14 Garey Drive Chappaqua, New York
3 Beds 3 Baths 2,096 SqFt 1.2 Acres
$1,299,000
Pending
816 Hardscrabble Road Chappaqua, New York
3 Beds 3 Baths 2,444 SqFt 0.58 Acres
$1,299,000
Pending
25 Longview Lane Chappaqua, New York
4 Beds 4 Baths 3,193 SqFt 2 Acres
$1,250,000
Active
65 Douglas Road Chappaqua, New York
3 Beds 2 Baths 1,702 SqFt 0.52 Acres
$1,249,000
Pending
14 Aldridge Road Chappaqua, New York
4 Beds 3 Baths 2,478 SqFt 0.89 Acres
$1,200,000
Pending
335 Roaring Brook Road Chappaqua, New York
3 Beds 3 Baths 3,112 SqFt 0.99 Acres
$1,199,000
Active
25 Cabin Ridge Road Chappaqua, New York
3 Beds 4 Baths 2,708 SqFt 3.44 Acres
$1,195,000
Pending
86 Seven Bridges Road Chappaqua, New York
3 Beds 3 Baths 2,407 SqFt 1 Acres
$1,195,000
Pending
26 Meadow Lane Chappaqua, New York
3 Beds 3 Baths 2,178 SqFt 0.56 Acres
$1,100,000
Coming Soon
2 Turner Drive Chappaqua, New York
5 Beds 3 Baths 2,715 SqFt 0.73 Acres
$1,099,000
Pending
28 Valley View Road Chappaqua, New York
3 Beds 2 Baths 1,999 SqFt 1.2 Acres
$899,000
Active
249 Mill River Road Chappaqua, New York
4 Beds 2 Baths 2,100 SqFt 0.45 Acres
$899,000
Active
2 Timberland Pass Chappaqua, New York
3 Beds 3 Baths 1,586 SqFt 0.56 Acres
$849,000
Pending
88 Farm Lake Crescent Road Chappaqua, New York
3 Beds 3 Baths 1,539 SqFt 0.01 Acres
$829,000
Active
73 S Bedford Road Chappaqua, New York
4 Beds 3 Baths 1,584 SqFt 0.26 Acres
$799,000
Pending
5 Grove Mews Chappaqua, New York
2 Beds 3 Baths 1,500 SqFt
$725,000
Coming Soon
134 Bayberry Close Chappaqua, New York
2 Beds 3 Baths 1,818 SqFt 0.01 Acres
$649,000
Pending
221 N Greeley Avenue Chappaqua, New York
3 Beds 2 Baths 1,292 SqFt 0.335 Acres
$569,000
Active
150 Bedford Road 12A Chappaqua, New York
2 Beds 2 Baths 924 SqFt 0.001 Acres
$510,000
Pending
368 N Greeley Avenue Chappaqua, New York
1 Beds 2 Baths 1,207 SqFt 0.001 Acres