Chappaqua

Westchester County, New York

VIEW 72 COMMUNITY LISTINGS

Chappaqua is a quiet 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, Chappaqua has a population of 16,650.

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, Chappaqua has a population of 16,650.

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, Chappaqua has a population of 16,650.

Read MoreRead Less

Featured Listings

150 Old Farm Road N
Chappaqua, NY $4,500,000

150 Old Farm Road N

Chappaqua, NY

$4,500,000
  • 5 Beds
  • 5/2 Baths
  • 7,608 Sqft
15 Haights Cross Road
Chappaqua, NY $2,200,000

15 Haights Cross Road

Chappaqua, NY

$2,200,000
  • 4 Beds
  • 4/1 Baths
  • 5,012 Sqft
114 Random Farms Drive
Chappaqua, NY $2,050,000

114 Random Farms Drive

Chappaqua, NY

$2,050,000
  • 5 Beds
  • 4/1 Baths
  • 5,792 Sqft
14 Crossways
Chappaqua, NY $1,600,000

14 Crossways

Chappaqua, NY

$1,600,000
  • 4 Beds
  • 3/1 Baths
  • 3,138 Sqft
52 Whippoorwill Lake Road
Chappaqua, NY $1,495,000

52 Whippoorwill Lake Road

Chappaqua, NY

$1,495,000
  • 4 Beds
  • 2/1 Baths
  • 3,347 Sqft
86 Seven Bridges Road
Chappaqua, NY $1,195,000

86 Seven Bridges Road

Chappaqua, NY

$1,195,000
  • 3 Beds
  • 2/1 Baths
  • 2,407 Sqft
88 Farm Lake Crescent Road
Chappaqua, NY $849,000

88 Farm Lake Crescent Road

Chappaqua, NY

$849,000
  • 3 Beds
  • 2/1 Baths
  • 1,539 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

Chappaqua

Area Map

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

Loading...

Featured Communities Within

Westchester County

view all communities +-
+-

Chappaqua

Market Snapshot

Units Sold

April 2026

12 TOTAL UNITS

image description -25.0% image description -7.7% since

Median Sales Price

April 2026 - Single Family Homes

$1.4M
image description +3.7% image description +4.0% since

Percentage of Asking Price

April 2026 Single Family Homes

118%
image description +9.3% image description +9.3% since
118%
image description +9.3% image description +9.3% since
118%
image description +9.3% image description +9.3% since
118%
image description +9.3% image description +9.3% since