Chappaqua
Chappaqua, known to give a friendly small-town vibe less than an hour from the City, is a charming, pedestrian-friendly downtown with a rich historical background. The upscale dining restaurants and boutiques, farmers’ market that draws crowds on weekends, and world-class performing arts center is an ideal spot for those considering life in Westchester. Chappaqua’s ample natural beauty such as parks, trails, and nature preserves—continues to nourish its long-time residents and lure newcomers.
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Open House:
Nov 1, 2026, 12:00 PM - 2:00 PM
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Listing No. 1017994
Listing No. 1031593
Listing No. 1055737
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39 Barnes Lane Chappaqua, NY 10514
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$2,995,000
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Beds 4 Baths 5 | 1 SqFt 4,589 Property Type House
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(17)
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Listing No. 992104
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20 Bessel Lane Chappaqua, NY 10514
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$2,790,000
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Beds 6 Baths 5 | 1 SqFt 7,978 Property Type House
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(39)
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Listing No. 1035591
Listing No. 1036792
Listing No. 973551
Listing No. 1044050
Open House:
Nov 1, 2026, 12:00 PM - 2:00 PM
Listing No. 1052500
Listing No. 1017997
Listing No. 1063202
(41)
$5,750,000
6 6 Beds
7 | 1 7 | 1 Baths
9,247 Sqft 9,247 Sqft
1017994 Listing No. 1017994
House Property Type: House
(41)
(50)
$3,995,000
5 5 Beds
4 | 2 4 | 2 Baths
7,393 Sqft 7,393 Sqft
1031593 Listing No. 1031593
House Property Type: House
(50)
(17)
$3,088,000
7 7 Beds
7 7 Baths
5,345 Sqft 5,345 Sqft
1055737 Listing No. 1055737
House Property Type: House
(17)
(17)
$2,995,000
4 4 Beds
5 | 1 5 | 1 Baths
4,589 Sqft 4,589 Sqft
992104 Listing No. 992104
House Property Type: House
(17)
(39)
$2,790,000
6 6 Beds
5 | 1 5 | 1 Baths
7,978 Sqft 7,978 Sqft
1035591 Listing No. 1035591
House Property Type: House
(39)
(45)
$2,299,000
5 5 Beds
4 | 1 4 | 1 Baths
4,661 Sqft 4,661 Sqft
1036792 Listing No. 1036792
House Property Type: House
(45)
(39)
$2,249,000
3 3 Beds
4 4 Baths
6,115 Sqft 6,115 Sqft
973551 Listing No. 973551
House Property Type: House
(39)
(49)
$1,749,000
4 4 Beds
3 | 1 3 | 1 Baths
2,913 Sqft 2,913 Sqft
1044050 Listing No. 1044050
House Property Type: House
(49)
Open House: Nov 1, 2026, 12:00 PM - 2:00 PM
(39)
$1,599,000
8 8 Beds
6 | 2 6 | 2 Baths
5,798 Sqft 5,798 Sqft
1052500 Listing No. 1052500
House Property Type: House
(39)
(27)
$1,490,000
3 3 Beds
3 | 1 3 | 1 Baths
2,690 Sqft 2,690 Sqft
1017997 Listing No. 1017997
House Property Type: House
(27)
(47)
$1,396,000
3 3 Beds
2 | 1 2 | 1 Baths
2,420 Sqft 2,420 Sqft
1063202 Listing No. 1063202
House Property Type: House
(47)
(35)
$829,000
3 3 Beds
2 | 1 2 | 1 Baths
1,600 Sqft 1,600 Sqft
1060556 Listing No. 1060556
Condo Property Type: Condo
(35)