Westchester County, New York
Chappaqua, NY Real Estate & Homes for Sale
A Northern Westchester hamlet of wooded lots, stone walls and highly regarded schools, with a charming village center and its own Harlem Line station.
Living in Chappaqua
Country setting, close-knit community
Chappaqua is a hamlet in the Town of New Castle, along with Millwood. The village center near the train station has shops, restaurants and the Chappaqua Library, while most of the area is residential, Colonials, contemporaries and farmhouses on wooded, often acre-plus lots.
Families are drawn by the Chappaqua Central School District and the sense of community. Inventory can be limited, and well-presented homes often attract strong interest.
Chappaqua is about 25 minutes from our White Plains office. We help buyers understand lot sizes, septic and well considerations and how pricing varies across the hamlet.
Homes for Sale
Chappaqua listings
Every active listing in Chappaqua from the MLS, updated throughout the day. Save searches and get new listings by email.
Neighborhoods
Chappaqua neighborhoods at a glance
Village Center
Homes within walking distance of shops, the library and the Metro-North station.
Millwood
A quieter hamlet in the north of New Castle with larger lots.
Random Farms
A neighborhood of homes around shared amenities including a pool and tennis.
Northern & Western Chappaqua
Larger homes on wooded lots with privacy and stone-wall character.
Market Snapshot
The Chappaqua market right now
Chappaqua homes are selling quickly and well above asking on average.
Schools
Chappaqua Central School District
The Chappaqua Central School District has three elementary schools, two middle schools and Horace Greeley High School.
- Horace Greeley High SchoolGrades 9–12
- Robert E. Bell Middle SchoolGrades 6–8
- Seven Bridges Middle SchoolGrades 6–8
- Douglas Grafflin, Roaring Brook & WestorchardElementary schools
School assignments depend on the specific address. Always confirm with the district for a specific property.
Getting Around
Commute & transportation
- Metro-North Harlem LineChappaqua station; trains reach Grand Central in about 50 minutes.
- Major highwaysThe Saw Mill River Parkway, Taconic State Parkway and I-684.
- White PlainsAbout 20–25 minutes south.
- Westchester County AirportAbout 20 minutes away.
Selling in Chappaqua?
Get a free, agent-prepared valuation based on recent Chappaqua sales, plus a plan for timing, pricing and preparation.
Chappaqua FAQ
Questions buyers and sellers ask
Is Chappaqua a town?
Chappaqua is a hamlet within the Town of New Castle, which also includes Millwood. It is served by the Chappaqua Central School District.
How long is the commute from Chappaqua to Manhattan?
Metro-North Harlem Line trains from Chappaqua reach Grand Central in about 50 minutes.
What do homes cost in Chappaqua?
In August 2026 the median sale price in Chappaqua was about $899,000, with homes selling at about 110% of list price. Monthly figures in a small market can swing widely, so ask us for a current report.
What schools serve Chappaqua?
The Chappaqua Central School District, including Horace Greeley High School, two middle schools and three elementary schools.
What is my Chappaqua home worth?
Request a free valuation and we'll prepare a pricing analysis based on recent comparable sales in Chappaqua, usually within one business day.
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