Vincent & Whittemore Real Estate

Chappaqua, N.Y.

Ghylaine Manning
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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:

$10,495,000 Active

577 Millwood Road Chappaqua, New York

5 Beds 9 Baths 7,055 SqFt 7.290 Acres

$4,900,000 Pending

71 Carolyn Place Chappaqua, New York

5 Beds 8 Baths 8,204 SqFt 6.780 Acres

$4,350,000 Active

20 Bessel Lane Chappaqua, New York

6 Beds 6 Baths 7,978 SqFt 4.110 Acres

$3,150,000 Active

280 Douglas Road Chappaqua, New York

5 Beds 5 Baths 5,717 SqFt 5.800 Acres

$3,150,000 Active

724 King Street Chappaqua, New York

5 Beds 6 Baths 6,026 SqFt 4.290 Acres

$2,995,000 Active

55 Algonquin Drive Chappaqua, New York

5 Beds 7 Baths 6,824 SqFt 4.670 Acres

$2,850,000 Pending

16 Marshall Lane Chappaqua, New York

5 Beds 8 Baths 6,609 SqFt 1.530 Acres

$2,799,000 Pending

63 Cowdin Lane Chappaqua, New York

4 Beds 6 Baths 7,764 SqFt 2.070 Acres

$2,750,000 Pending

321 Whippoorwill Road Chappaqua, New York

5 Beds 6 Baths 5,195 SqFt 2.040 Acres

$2,600,000 Pending

6 Trails End Chappaqua, New York

5 Beds 7 Baths 7,624 SqFt 3.870 Acres

$2,499,000 Pending

10 Nancy Lane Chappaqua, New York

6 Beds 6 Baths 8,000 SqFt 3.050 Acres

$2,499,000 Active

11 Boulder Trail Chappaqua, New York

5 Beds 5 Baths 6,495 SqFt 0.930 Acres

$2,399,000 Pending

134 Hardscrabble Lake Drive Chappaqua, New York

5 Beds 5 Baths 6,072 SqFt 2.450 Acres

$2,300,000 Pending

16 Kittle Road Chappaqua, New York

5 Beds 6 Baths 4,249 SqFt 2.290 Acres

$2,299,000 Active

70 Cowdin Lane Chappaqua, New York

4 Beds 4 Baths 5,309 SqFt 2.300 Acres

$2,295,000 Pending

42 Neustadt Lane Chappaqua, New York

3 Beds 6 Baths 5,702 SqFt 2.050 Acres

$2,295,000 Active

319 Millwood Road Chappaqua, New York

4 Beds 6 Baths 6,277 SqFt 4.370 Acres

$2,150,000 Pending

36 Gray Rock Lane Chappaqua, New York

4 Beds 6 Baths 5,920 SqFt 1.200 Acres

$2,149,000 Active

76 Cowdin Lane Chappaqua, New York

4 Beds 6 Baths 5,600 SqFt 4.210 Acres

$2,095,000 Active

95 Valley Lane Chappaqua, New York

5 Beds 5 Baths 5,570 SqFt 1.160 Acres

$2,049,000 Pending

28 North Way Chappaqua, New York

5 Beds 5 Baths 3,775 SqFt 1.180 Acres

$1,989,000 Active

15 Kerry Lane Chappaqua, New York

4 Beds 4 Baths 5,534 SqFt 2 Acres

$1,950,000 Active

11 Laurel Lane Chappaqua, New York

5 Beds 3 Baths 5,121 SqFt 1.960 Acres

$1,950,000 Active

256 Quaker Road Chappaqua, New York

3 Beds 4 Baths 3,882 SqFt 0.750 Acres

$1,949,000 Pending

58 Lawrence Farms Crossway Chappaqua, New York

5 Beds 5 Baths 7,000 SqFt 1.960 Acres

$1,925,000 Pending

345 Roaring Brook Road Chappaqua, New York

4 Beds 5 Baths 5,668 SqFt 4.870 Acres

$1,899,000 Active

15 Haights Cross Road Chappaqua, New York

4 Beds 5 Baths 5,012 SqFt 2.880 Acres

$1,895,000 Pending

10 Random Farms Circle Chappaqua, New York

6 Beds 5 Baths 5,511 SqFt 0.700 Acres

$1,800,000 Active

1 Round Hill Road Chappaqua, New York

4 Beds 3 Baths 3,164 SqFt 1.010 Acres

$1,800,000 Active

85 Haights Cross Road Chappaqua, New York

7 Beds 6 Baths 6,814 SqFt 8.860 Acres

$1,799,000 Pending

219 Hamilton Road Chappaqua, New York

6 Beds 5 Baths 4,692 SqFt 1.580 Acres

$1,796,995 Active

18 Dewitt Drive 71 Chappaqua, New York

3 Beds 4 Baths 3,335 SqFt

$1,779,995 Pending

5 Lila Lane 42 Chappaqua, New York

3 Beds 4 Baths 3,158 SqFt

$1,722,995 Active

7 Dewitt Drive 79 Chappaqua, New York

2 Beds 4 Baths 3,614 SqFt

$1,699,000 Pending

76 Kerry Lane Chappaqua, New York

4 Beds 6 Baths 3,850 SqFt 6.030 Acres

$1,699,000 Active

15 North Way Chappaqua, New York

5 Beds 5 Baths 4,459 SqFt 1.570 Acres

$1,699,000 Active

9 Peck Place Chappaqua, New York

4 Beds 4 Baths 3,884 SqFt 1.010 Acres

$1,699,000 Pending

129 Devoe Road Chappaqua, New York

4 Beds 4 Baths 4,303 SqFt 1.050 Acres

$1,654,995 Active

3 Dewitt Drive 77 Chappaqua, New York

2 Beds 4 Baths 3,269 SqFt

$1,629,995 Pending

26 Dewitt Drive 75 Chappaqua, New York

3 Beds 3 Baths 3,335 SqFt

$1,599,995 Pending

24 Wallace Way 31 Chappaqua, New York

3 Beds 3 Baths 2,636 SqFt

$1,599,000 Pending

2 Sunset Drive Chappaqua, New York

4 Beds 6 Baths 5,474 SqFt 1.040 Acres

$1,599,000 Pending

27 South Place Chappaqua, New York

4 Beds 6 Baths 5,173 SqFt 0.800 Acres

$1,599,000 Pending

74 Old Lyme Road Chappaqua, New York

6 Beds 5 Baths 5,928 SqFt 1.010 Acres

$1,596,995 Pending

41 Lila Lane 60 Chappaqua, New York

2 Beds 4 Baths 3,101 SqFt

$1,587,995 Pending

35 Lila Lane 57 Chappaqua, New York

2 Beds 4 Baths 3,386 SqFt

$1,549,995 Pending

28 Wallace Way 33 Chappaqua, New York

3 Beds 4 Baths 2,636 SqFt

$1,538,995 Pending

30 Wallace Way 39 Chappaqua, New York

3 Beds 4 Baths 2,604 SqFt

$1,536,995 Pending

33 Lila Lane 56 Chappaqua, New York

2 Beds 4 Baths 3,101 SqFt

$1,533,995 Pending

1 Lila Lane 40 Chappaqua, New York

3 Beds 3 Baths 2,636 SqFt

$1,533,995 Pending

11 Lila Lane 45 Chappaqua, New York

2 Beds 4 Baths 2,906 SqFt

$1,528,995 Pending

39 Lila Lane 59 Chappaqua, New York

2 Beds 4 Baths 3,101 SqFt

$1,505,995 Pending

23 Lila Lane 51 Chappaqua, New York

2 Beds 4 Baths 2,900 SqFt

$1,499,995 Active

26 Wallace Way 32 Chappaqua, New York

2 Beds 4 Baths 2,945 SqFt

$1,499,000 Pending

86 Valley View Road Chappaqua, New York

4 Beds 3 Baths 3,499 SqFt 1 Acres

$1,497,995 Pending

15 Lila Lane 47 Chappaqua, New York

3 Beds 4 Baths 2,636 SqFt

$1,495,995 Pending

13 Lila Lane 46 Chappaqua, New York

2 Beds 4 Baths 3,106 SqFt

$1,479,000 Pending

23 Garden Ridge Chappaqua, New York

4 Beds 4 Baths 3,237 SqFt 0.560 Acres

$1,460,995 Active

17 Lila Lane 48 Chappaqua, New York

2 Beds 4 Baths 2,945 SqFt

$1,450,000 Pending

22 Devoe Road Chappaqua, New York

3 Beds 3 Baths 3,010 SqFt 0.980 Acres

$1,442,995 Pending

32 Wallace Way 38 Chappaqua, New York

2 Beds 4 Baths 2,945 SqFt

$1,440,995 Pending

43 Lila Lane 61 Chappaqua, New York

2 Beds 3 Baths 2,906 SqFt

$1,435,000 Pending

275 Quaker Road Chappaqua, New York

5 Beds 4 Baths 3,750 SqFt 2.100 Acres

$1,434,995 Pending

24 Wallace Way 37 Chappaqua, New York

3 Beds 3 Baths 2,636 SqFt

$1,393,995 Pending

25 Lila Lane 52 Chappaqua, New York

2 Beds 3 Baths 2,538 SqFt

$1,385,995 Pending

21 Lila Lane 50 Chappaqua, New York

2 Beds 4 Baths 2,538 SqFt

$1,382,995 Pending

9 Lila Lane 44 Chappaqua, New York

2 Beds 3 Baths 2,503 SqFt

$1,379,995 Pending

7 Wright Drive 14 Chappaqua, New York

2 Beds 4 Baths 3,156 SqFt

$1,377,995 Pending

45 Lila Lane 62 Chappaqua, New York

2 Beds 4 Baths 3,101 SqFt

$1,350,000 Pending

30 Whitlaw Lane Chappaqua, New York

4 Beds 3 Baths 3,548 SqFt 1 Acres

$1,349,000 Active

211 King Street Chappaqua, New York

3 Beds 5 Baths 2,810 SqFt 0.340 Acres

$1,349,000 Pending

1 Quaker Lane Chappaqua, New York

4 Beds 4 Baths 3,431 SqFt 1.060 Acres

$1,349,000 Active

2 Attitash Street Chappaqua, New York

4 Beds 4 Baths 3,497 SqFt 2 Acres

$1,299,000 Pending

265 Mill River Road Chappaqua, New York

4 Beds 5 Baths 4,811 SqFt 2.600 Acres

$1,289,000 Active

5 Longview Lane Chappaqua, New York

4 Beds 3 Baths 3,016 SqFt 1.040 Acres

$1,245,000 Pending

105 Marcourt Drive Chappaqua, New York

4 Beds 3 Baths 3,325 SqFt 1.180 Acres

$1,199,000 Pending

67 Cross Ridge Road Chappaqua, New York

4 Beds 3 Baths 2,827 SqFt 1.120 Acres

$1,199,000 Pending

636 Quaker Road Chappaqua, New York

4 Beds 4 Baths 3,029 SqFt 0.600 Acres

$1,150,000 Active

112 Roaring Brook Road Chappaqua, New York

3 Beds 3 Baths 2,648 SqFt 0.610 Acres

$1,100,000 Pending

33 Shady Lane Chappaqua, New York

4 Beds 3 Baths 2,394 SqFt 1.040 Acres

$1,085,000 Pending

3 Melanie Drive Chappaqua, New York

3 Beds 3 Baths 2,730 SqFt 1.150 Acres

$1,075,000 Pending

20 Hilltop Drive Chappaqua, New York

4 Beds 3 Baths 2,762 SqFt 1.060 Acres

$999,000 Pending

144 Hamilton Road Chappaqua, New York

3 Beds 4 Baths 1,824 SqFt 0.500 Acres

$995,000 Pending

38 Turner Drive Chappaqua, New York

4 Beds 3 Baths 3,230 SqFt 1.440 Acres

$975,000 Active

178 Seven Bridges Road Chappaqua, New York

3 Beds 3 Baths 2,066 SqFt

$869,000 Pending

1300 Hardscrabble Road Chappaqua, New York

4 Beds 2 Baths 2,224 SqFt 1 Acres

$848,000 Pending

16 Ridgewood Terrace Chappaqua, New York

3 Beds 2 Baths 2,034 SqFt 0.140 Acres

$838,000 Active

249 Mill River Road Pleasantville, New York

4 Beds 2 Baths 2,100 SqFt 0.450 Acres

$799,000 Pending

235 Douglas Road Chappaqua, New York

3 Beds 2 Baths 1,912 SqFt 0.500 Acres

$799,000 Active

152 Mill River Road Chappaqua, New York

3 Beds 2 Baths 2,079 SqFt 0.370 Acres

$725,000 Pending

12 Pondview Close Chappaqua, New York

3 Beds 3 Baths 1,650 SqFt 0.610 Acres

$700,000 Pending

15 Paula Place Chappaqua, New York

2 Beds 1 Baths 1,160 SqFt 2.200 Acres

$650,000 Pending

507 Millwood Road Chappaqua, New York

3 Beds 3 Baths 3,136 SqFt 1.130 Acres

$445,000 Pending

150 N Bedford Road C7 Chappaqua, New York

1 Beds 1 Baths 1,040 SqFt

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