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, The 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, I684
Distance to NYC: 35 miles
Town Population: 17,900 (2000 census)
Chappaqua Population: 9,468



Rail Road: Metro North’s Harlem Line
Approximately forty eight minutes from Chappaqua to Grand Central Terminal
Visit for schedule and fare information.
Chappaqua’s Metro North train station offers 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.

Taxi and Limousine Services:
Chappaqua Airport and Limousine (914) 238-3194
Greeley Transportation Service (914) 238-2828
Connecting Service Bee Line Bus (914) 271-3777



Public School:

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:

Grafflin Elementary School (K-4), 650 King Street, (914) 238-5560
Roaring Brook Elementary School (K-4), 530 Quaker Road, (914) 238-6156
West Orchard Elementary School (K-4), 25 Granite Road, (914) 238-6250
Robert E. Bell Middle School (5-8), 50 Senter Street, (914) 238-6170
Seven Bridges Middle School (5-8), 222 Seven Bridges Road, (914) 666-7330
Horace Greeley High School (9-12), 70 Roaring Brook Road, (914) 238-3911
CCSD Administration, 66 Roaring Brook Road, (914) 238-7200

You can also check the website of the New York State Education Department for the full school report on Chappaqua schools at:


Private Schools:

Rippowam/CisquaPreK-1(914) 244-1200

The Hackley SchoolPreK-12(914) 631-0128

The Masters SchoolPreK-12(914) 693-0128

Rye Country Day SchoolPreK-12(914) 967-1417

The Harvey School6-12(914) 232-3161


Religious Schools:

Archbishop Stepinac High School9-12 boys(914) 946-4800

Fordham Preparatory School9-12(718) 367-7500

Good Counsel AcademyK-8(914) 761-4423

Good Counsel High School9-12(914) 949-0178

Solomon SchechterK-12(914) 948-3111

St Augustine’s SchoolPreK-8(914) 232-1200

John F Kennedy High School9-12(914) 941.3849



  • Gedney Park has 126 acres dedicated to playgrounds, hiking trails, ice skating, sledding, picnic shelters, pond, soccer fields, baseball fields and tennis courts. It is located in Millwood on Route 133.
  • Play golf at the new public course at Hudson Hills in Ossining and Hollowbrook Golf Course in Cortlandt Manor and on the private course at Hudson National in Croton which allows village residents with a qualifying handicap to play. Other nearby private clubs include The Sleepy Hollow Country Club and The Trump National Golf Club.
  • Bicentennial Park and Duck Pond is located near the village of Chappaqua in a quiet location which is ideal for a picnic
  • Glazier Arboretum, on Whippoorwill Road in Chappaqua has forty four acres of walking trails through both open fields and forests.
  • Whippoorwill Park, just one mile east of Route 117 on Whippoorwill Road encompasses 167 acres of beautiful scenery and wildlife.
  • Bike and walk the North Country Trailway, a 20 mile long paved route- former roadbed of the Old Put Railroad.
  • Chappaqua Library features a 200seat theater and a spacious art gallery.
  • Visit the Horace Greeley House which offers permanent exhibits on the Horace Greeley era, the area’s Quaker heritage, as well as other rotating exhibits.
  • New Castle Community Center, located in Chappaqua offers varied recreational activities.
  • The Jacob Burns Film Center opened in 2001 on the site of the old Rome Theater in the village of Pleasantville. JBFC is a nonprofit cultural arts center dedicated to: presenting the best of independent, documentary, and world cinema in a beautiful new facility. Leading actors, directors, screenwriters are frequent speakers at events.
  • Work out at Club Fit in Briarcliff Manor or The Saw Mill River Club in Mount Kisco
  • Movie Theaters are located in Mt. Kisco, Cortlandt Town Center and Greenburgh.



  • Local grocery chains are A&P in Millwood and D’Agostino’s in the village of Chappaqua .
  • Gourmet grocers Chappaqua Village Market, and A&S Fine Foods in Millwood.
  • For prepared foods visit Susan Lawrence, Villarinas, Penelope’s Country Kitchen and Jean-Jacques.
  • Local dining suggestions are Crabtree Kittle House, Le Jardin du Roi, Spaccarellis, Takayama , Chappaqua Diner, and Giona’s.
  • The Westchester Mall is 15 minutes away in White Plains (Bloomingdales, Nordstrom’s, Nieman Marcus)
  • Home Depot is 20-25 minutes away in Yonkers


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