Chappaqua

Westchester County, New York

VIEW 51 COMMUNITY LISTINGS

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

40 Smith Street
Chappaqua, NY $1,450,000

40 Smith Street

Chappaqua, NY

$1,450,000
  • 4 Beds
  • 2/1 Baths
  • 2,658 Sqft
86 Seven Bridges Road
Chappaqua, NY $1,195,000

86 Seven Bridges Road

Chappaqua, NY

$1,195,000
  • 3 Beds
  • 2/1 Baths
  • 2,071 Sqft
23 Waters Edge
Chappaqua, NY $849,000

23 Waters Edge

Chappaqua, NY

$849,000
  • 3 Beds
  • 2/1 Baths
  • 1,569 Sqft
221 N Greeley Avenue
Chappaqua, NY $649,000

221 N Greeley Avenue

Chappaqua, NY

$649,000
  • 3 Beds
  • 1/1 Baths
  • 1,292 Sqft
20 Bessel Lane
Chappaqua, NY $3,450,000

20 Bessel Lane

Chappaqua, NY

$3,450,000
  • 6 Beds
  • 5/1 Baths
  • 8,200 Sqft
12 Haights Cross Road
Chappaqua, NY $3,400,000

12 Haights Cross Road

Chappaqua, NY

$3,400,000
  • 4 Beds
  • 3/2 Baths
  • 4,236 Sqft
211 Bedford Road
Chappaqua, NY $2,850,000

211 Bedford Road

Chappaqua, NY

$2,850,000
  • 4 Beds
  • 5/2 Baths
  • 5,536 Sqft
276 Quaker Road
Chappaqua, NY $2,750,000

276 Quaker Road

Chappaqua, NY

$2,750,000
  • 6 Beds
  • 3/1 Baths
  • 6,532 Sqft

Chappaqua

Area Map

Chappaqua is within Westchester County, New York and borders Armonk.

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Featured Communities Within

Westchester County

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Chappaqua

(Chappaqua School District)

Market Snapshot

Units Sold

January 2026

8 TOTAL UNITS

image description -57.9% image description -33.3% vs

Median Sales Price

January 2026 - Single Family Homes

$1.8M
image description +34.9% image description +41.6% vs

Percentage of Asking Price

January 2026 Single Family Homes

101%
image description -1.6% image description +6.6% vs
101%
image description -1.6% image description +6.6% vs
101%
image description -1.6% image description +6.6% vs
101%
image description -1.6% image description +6.6% vs