OneKey® MLS
  • Buy
  • Rent
  • Commercial
  • Find an Agent
  • Fair Housing Notices
  • Language
    Price range
    $
    $
    Bedrooms
    Bathrooms
    Home type
    Square feet
    Lot size
    Heating
    Cooling
    Parking spots
    Garage
    Basement
    Year built
    Max HOA
    Down payment assistanceDown payment assistance
    Tours
    View
    More amenities
    78 homes

    Chappaqua Real Estate and Homes for Sale

    78 homes available
    Pending
    16 Garey Drive, Chappaqua, NY 10514
    $899,000
    4beds
    2.5bath
    1,888sqft
    1.03acres
    House for Sale
    Down payment assistanceDown Payment Help

    16 Garey Drive, Chappaqua, NY 10514

    Listing by: Houlihan Lawrence Inc.
    Pending
    395 Bedford Road, Chappaqua, NY 10514
    $1,589,000
    5beds
    3.5bath
    3,041sqft
    1.13acres
    House for Sale

    395 Bedford Road, Chappaqua, NY 10514

    Listing by: Houlihan Lawrence Inc.
    Pending
    2 South Place, Chappaqua, NY 10514
    $1,099,000
    3beds
    2.5bath
    2,233sqft
    0.27acres
    House for Sale
    Down payment assistanceDown Payment Help

    2 South Place, Chappaqua, NY 10514

    Listing by: Houlihan Lawrence Inc.
    Pending
    97 Random Farms Drive, Chappaqua, NY 10514
    $1,999,999
    4beds
    3.5bath
    4,807sqft
    1.75acres
    House for Sale

    97 Random Farms Drive, Chappaqua, NY 10514

    Listing by: Compass Greater NY, LLC
    Pending
    10 Glen Terrace, Chappaqua, NY 10514
    $1,425,000
    4beds
    3.5bath
    3,219sqft
    1.01acres
    House for Sale

    10 Glen Terrace, Chappaqua, NY 10514

    Listing by: Houlihan Lawrence Inc.
    Pending
    60 Cross Ridge Road, Chappaqua, NY 10514
    $1,298,000
    3beds
    2bath
    2,426sqft
    1.37acres
    House for Sale

    60 Cross Ridge Road, Chappaqua, NY 10514

    Listing by: William Raveis-New York, LLC
    Pending
    22 Mountain Peak Road, Chappaqua, NY 10514
    $1,750,000
    5beds
    4.5bath
    4,419sqft
    1.18acres
    House for Sale

    22 Mountain Peak Road, Chappaqua, NY 10514

    Listing by: Compass Greater NY, LLC
    $1,899,999
    4beds
    4.5bath
    4,490sqft
    0.61acres
    House for Sale

    25 Random Farms Drive, Chappaqua, NY 10514

    Listing by: Compass Greater NY, LLC
    Pending
    11 Boulder Trail, Chappaqua, NY 10514
    $2,249,000
    5beds
    4.5bath
    6,495sqft
    0.93acres
    House for Sale

    11 Boulder Trail, Chappaqua, NY 10514

    Listing by: Compass Greater NY, LLC
    Pending
    66 Kerry Lane, Chappaqua, NY 10514
    $2,825,000
    6beds
    7.5bath
    6,333sqft
    2.25acres
    House for Sale

    66 Kerry Lane, Chappaqua, NY 10514

    Listing by: William Raveis Real Estate
    Pending
    132 Devoe Road, Chappaqua, NY 10514
    $1,099,000
    3beds
    2.5bath
    2,533sqft
    1.08acres
    House for Sale
    Down payment assistanceDown Payment Help

    132 Devoe Road, Chappaqua, NY 10514

    Listing by: Compass Greater NY, LLC
    00 Gray Rock Lane, Chappaqua, NY 10514
    $1,849,999
    4beds
    2.5bath
    4,500sqft
    0.97acres
    House for Sale

    00 Gray Rock Lane, Chappaqua, NY 10514

    Listing by: Houlihan Lawrence Inc.
    Pending
    12 Spring Lane, Chappaqua, NY 10514
    $949,000
    2beds
    2.5bath
    2,440sqft
    0.16acres
    House for Sale
    Down payment assistanceDown Payment Help

    12 Spring Lane, Chappaqua, NY 10514

    Listing by: William Raveis Real Estate
    Pending
    45 Crossways, Chappaqua, NY 10514
    $1,200,000
    3beds
    2.5bath
    2,246sqft
    0.25acres
    House for Sale
    Down payment assistanceDown Payment Help

    45 Crossways, Chappaqua, NY 10514

    Listing by: William Raveis-New York, LLC
    Pending
    74 Seven Bridges Road, Chappaqua, NY 10514
    $989,000
    3beds
    2bath
    2,018sqft
    1.07acres
    House for Sale
    Down payment assistanceDown Payment Help

    74 Seven Bridges Road, Chappaqua, NY 10514

    Listing by: Julia B Fee Sothebys Int. Rlty
    Pending
    25 Campfire Road, Chappaqua, NY 10514
    $1,350,000
    3beds
    2 full, 2 halfbath
    4,086sqft
    1.26acres
    House for Sale

    25 Campfire Road, Chappaqua, NY 10514

    Listing by: Compass Greater NY, LLC
    Pending
    7 Oak Hill Road, Chappaqua, NY 10514
    $999,999
    4beds
    3bath
    2,628sqft
    0.67acres
    House for Sale
    Down payment assistanceDown Payment Help

    7 Oak Hill Road, Chappaqua, NY 10514

    Listing by: William Raveis-New York, LLC
    50 Overlook Drive, Chappaqua, NY 10514
    $2,250,000
    6beds
    4 full, 2 halfbath
    5,234sqft
    1.2acres
    House for Sale

    50 Overlook Drive, Chappaqua, NY 10514

    Listing by: Houlihan Lawrence Inc.
    Pending
    18 Valley Lane, Chappaqua, NY 10514
    $1,499,000
    4beds
    2.5bath
    3,746sqft
    1.32acres
    House for Sale

    18 Valley Lane, Chappaqua, NY 10514

    Listing by: William Raveis Real Estate
    Pending
    13 Wallace Way # 19, Chappaqua, NY 10514
    $1,399,995
    2beds
    3.5bath
    2,945sqft
    acres
    Condo for Sale

    13 Wallace Way # 19, Chappaqua, NY 10514

    Listing by: Toll Brothers Real Estate Inc.
    Pending
    24 Greenbriar Drive, Chappaqua, NY 10514
    $1,149,000
    4beds
    3bath
    2,781sqft
    0.81acres
    House for Sale
    Down payment assistanceDown Payment Help

    24 Greenbriar Drive, Chappaqua, NY 10514

    Listing by: Compass Greater NY, LLC
    $1,649,995
    2beds
    3.5bath
    3,269sqft
    acres
    Condo for Sale

    9 Dewitt Drive # 80, Chappaqua, NY 10514

    Listing by: Toll Brothers Real Estate Inc.
    $1,499,000
    4beds
    3.5bath
    3,858sqft
    1.62acres
    House for Sale

    52 Old Lyme Road, Chappaqua, NY 10514

    Listing by: Compass Greater NY, LLC
    Pending
    20 Bristol Place, Chappaqua, NY 10514
    $1,495,000
    4beds
    4bath
    4,082sqft
    1.04acres
    House for Sale

    20 Bristol Place, Chappaqua, NY 10514

    Listing by: Compass Greater NY, LLC
    $2,995,000
    5beds
    3 full, 2 halfbath
    5,836sqft
    1.2acres
    House for Sale

    51 Granite Court, Chappaqua, NY 10514

    Listing by: Compass Greater NY, LLC
    $1,399,995
    2beds
    3.5bath
    2,945sqft
    acres
    Condo for Sale

    8 Dewitt Drive # 66, Chappaqua, NY 10514

    Listing by: Toll Brothers Real Estate Inc.
    $1,338,995
    2beds
    2.5bath
    2,503sqft
    acres
    Condo for Sale

    14 Carriage Lane # 87, Chappaqua, NY 10514

    Listing by: Toll Brothers Real Estate Inc.
    $3,499,000
    4beds
    6 full, 2 halfbath
    8,291sqft
    3.46acres
    House for Sale

    72 Carolyn Place, Chappaqua, NY 10514

    Listing by: Compass Greater NY, LLC
    $1,480,995
    2beds
    3.5bath
    2,945sqft
    acres
    Condo for Sale

    14 Carriage Lane # 87, Chappaqua, NY 10514

    Listing by: Toll Brothers Real Estate Inc.
    $1,807,995
    2beds
    3.5bath
    3,269sqft
    acres
    Condo for Sale

    2 Carriage Lane # 81, Chappaqua, NY 10514

    Listing by: Toll Brothers Real Estate Inc.
    $1,507,995
    2beds
    3.5bath
    2,945sqft
    acres
    Condo for Sale

    20 Dewitt Drive # 72, Chappaqua, NY 10514

    Listing by: Toll Brothers Real Estate Inc.
    $1,629,995
    2beds
    3.5bath
    3,269sqft
    acres
    Condo for Sale

    16 Dewitt Drive # 70, Chappaqua, NY 10514

    Listing by: Toll Brothers Real Estate Inc.
    Pending
    85 Haights Cross Road, Chappaqua, NY 10514
    $1,800,000
    7beds
    4 full, 2 halfbath
    6,814sqft
    8.86acres
    House for Sale

    85 Haights Cross Road, Chappaqua, NY 10514

    Listing by: Houlihan Lawrence Inc.
    $1,750,995
    3beds
    3.5bath
    3,335sqft
    acres
    Condo for Sale

    18 Dewitt Drive # 71, Chappaqua, NY 10514

    Listing by: Toll Brothers Real Estate Inc.
    $1,654,995
    2beds
    3.5bath
    3,269sqft
    acres
    Condo for Sale

    3 Dewitt Drive # 77, Chappaqua, NY 10514

    Listing by: Toll Brothers Real Estate Inc.
    $1,549,995
    2beds
    3.5bath
    3,614sqft
    acres
    Condo for Sale

    7 Dewitt Drive # 79, Chappaqua, NY 10514

    Listing by: Toll Brothers Real Estate Inc.
    577 Millwood Road, Chappaqua, NY 10514
    $10,995,000
    5beds
    5 full, 4 halfbath
    7,055sqft
    7.29acres
    House for Sale

    577 Millwood Road, Chappaqua, NY 10514

    Listing by: Houlihan Lawrence Inc.
    20 Bessel Lane, Chappaqua, NY 10514
    $3,475,000
    6beds
    5.5bath
    7,978sqft
    acres
    House for Sale

    20 Bessel Lane, Chappaqua, NY 10514

    Listing by: Oxford Property Group USA
    41 - 78 of 78 results
    Copyright © 2025 OneKey® MLS LLC
    Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
    Equal opportunity
    Membio