The hamlets of Chappaqua and Millwood make up the Town of New Castle, with Chappaqua the larger of the two. Most people refer to the Town of New Castle as Chappaqua. New Castle covers twenty-four square miles. Over one-third of the land is undeveloped and dedicated to open space, giving its residents a wonderful feeling of country living while only thirty five miles from Manhattan.

The town has a long and rich history stretching back to the 1730s when it was predominantly settled by Quakers. For almost two centuries, the area was primarily agricultural, and its major products were milk, apples, vinegar and pickles. It did have some local factories, and in 1939 Chappaqua became the home of one major corporation, Readers’ Digest.

Eventually, many of its farms were consolidated into large estates. The town has a fine reputation for religious tolerance and outstanding public education. It has also been home to famous Americans such as Horace Greeley, as well as President and Mrs. Clinton.

 Town Facts

  • Incorporated in 1791, separating from neighboring town of North Castle

  • Local Highways: Saw Mill Parkway, Taconic State Parkway, I-684

  • Distance to NYC: 35 miles

  • Town Population: 18,100 (2016)

  • Chappaqua Population: 1,436 (2010)


Commuters of Chappaqua can reach Grand Central Station within 48 minutes on the Harlem Line of from Chappaqua’s Metro North Train Station on Allen Place.

Commuter Capacity: 1200 parking spaces by permit and daily fee (metered). Residents of Chappaqua, Millwood and Mount Kisco that are within the Chappaqua Central School District are eligible to purchase parking permits at New Castle Town Hall. A minimum number of permits is made available annually to residents of Mount Pleasant (within the Chappaqua Central School District) on a lottery basis.

Connecting Services: Route 19 of the Beeline Bus Service.


  • Chappaqua Airport and Limousine 914-238-3194

  • Greeley Transportation Service 914 238-2828

  • Newtown Taxi 914-238-3195

Airport: Westchester County Airport is a 15 minute drive.


Public Schools:

Chappaqua Central School District maintains a nationally acclaimed reputation, and has been recognized in numerous publications such as Money, Town & Country, and Newsweek magazines as well as the New York Times. Continually rated as one of the top school districts in the United States, its schools include:

For a full school report on Chappaqua schools, please visit New York State Education Department.


Private Schools:


Religious Schools:



Market profiles are prepared in collaboration with real estate agents who either live or work in the town they write about.