Chappaqua

Chappaqua is a residential hamlet covering a 21.5 square-mile area in the scenic midpoint of Westchester County.

Chappaqua is noted for its wooded winding roads and privately situated Westchester County real estate offering. The area’s rich history is preserved in a pre-Revolutionary War-era Quaker settlement that includes a 1753 meeting house and many 18th-century buildings, 11 of which are listed on the National Register of Historic Places. Located in the town of New Castle, which has a population of 17,550.

Chappaqua is noted for its wooded winding roads and privately situated Westchester County real estate offering. The area’s rich history is preserved in a pre-Revolutionary War-era Quaker settlement that includes a 1753 meeting house and many 18th-century buildings, 11 of which are listed on the National Register of Historic Places. Located in the town of New Castle, which has a population of 17,550.

Chappaqua is noted for its wooded winding roads and privately situated Westchester County real estate offering. The area’s rich history is preserved in a pre-Revolutionary War-era Quaker settlement that includes a 1753 meeting house and many 18th-century buildings, 11 of which are listed on the National Register of Historic Places. Located in the town of New Castle, which has a population of 17,550.

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Featured Listings

577 Millwood Road
Chappaqua, NY $10,995,000

577 Millwood Road

Chappaqua, NY

$10,995,000
  • 5 Beds
  • 5/4 Baths
  • 7,055 Sqft
72 Carolyn Place
Chappaqua, NY $3,499,000

72 Carolyn Place

Chappaqua, NY

$3,499,000
  • 4 Beds
  • 6/2 Baths
  • 8,291 Sqft
76 Valley Lane
Chappaqua, NY $2,775,000

76 Valley Lane

Chappaqua, NY

$2,775,000
  • 5 Beds
  • 5/1 Baths
  • 6,177 Sqft
50 Overlook Drive
Chappaqua, NY $2,250,000

50 Overlook Drive

Chappaqua, NY

$2,250,000
  • 6 Beds
  • 4/2 Baths
  • 5,170 Sqft
19 Random Farms Circle
Chappaqua, NY $1,849,000

19 Random Farms Circle

Chappaqua, NY

$1,849,000
  • 4 Beds
  • 4/1 Baths
  • 4,847 Sqft
2 Carriage Lane  #81
Chappaqua, NY $1,807,995

2 Carriage Lane #81

Chappaqua, NY

$1,807,995
  • 2 Beds
  • 3/1 Baths
  • 3,269 Sqft
85 Haights Cross Road
Chappaqua, NY $1,800,000

85 Haights Cross Road

Chappaqua, NY

$1,800,000
  • 7 Beds
  • 4/2 Baths
  • 6,814 Sqft
15 Gedney Way
Chappaqua, NY $1,799,000

15 Gedney Way

Chappaqua, NY

$1,799,000
  • 4 Beds
  • 3/1 Baths
  • 3,610 Sqft

Chappaqua

Area Map

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Chappaqua

(Chappaqua School District)

Market Snapshot

Units Sold

January 2025

18 TOTAL UNITS

image description +50.0% image description +125.0% vs

Median Sales Price

January 2025 - Single Family Homes

$1.3M
image description +5.0% image description -27.1% vs

Percentage of Asking Price

January 2025 Single Family Homes

103%
image description +8.4% image description +1.7% vs
103%
image description +8.4% image description +1.7% vs
103%
image description +8.4% image description +1.7% vs
103%
image description +8.4% image description +1.7% vs