View 25 Helena Drive Chappaqua, NY MLS# 1071774
$1,825,000
4

Beds

3.1

Baths

3,164

Sq.Ft.

25 Helena Drive

Chappaqua, NY

Courtesy of WILLIAM RAVEIS-NEW YORK, LLC
View 57 Random Farms Circle Chappaqua, NY MLS# 1073051
    1 of 44
    OPEN HOUSE: Saturday 11/14 1:00 PM - 3:00 PM
    $2,150,000
    5

    Beds

    4.1

    Baths

    4,278

    Sq.Ft.

    57 Random Farms Circle

    Chappaqua, NY

    Courtesy of SERHANT LLC
    View 13 Deer Run Chappaqua, NY MLS# 1070278
    • Recently Listed
    1 of 36
    $799,000
    2

    Beds

    2.1

    Baths

    1,244

    Sq.Ft.

    13 Deer Run

    Chappaqua, NY

    Courtesy of COMPASS GREATER NY, LLC
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 765A Hardscrabble Road Chappaqua, NY MLS# 1067723
    • Recently Listed
    1 of 6
    $900,000
    0.0

    Baths

    43,996

    Sq.Ft.

    765A Hardscrabble Road

    Chappaqua, NY

    Courtesy of HOULIHAN LAWRENCE INC.
    View 4 Hillside Place Chappaqua, NY MLS# 1060556
    $829,000
    3

    Beds

    2.1

    Baths

    1,600

    Sq.Ft.

    4 Hillside Place

    Chappaqua, NY

    Courtesy of HOULIHAN LAWRENCE INC.
    View 676 Hardscrabble Road Chappaqua, NY MLS# 1063202
    $1,396,000
    3

    Beds

    2.1

    Baths

    2,420

    Sq.Ft.

    676 Hardscrabble Road

    Chappaqua, NY

    Courtesy of CORCORAN LEGENDS REALTY
    View 18 Ivy Hill Road Chappaqua, NY MLS# 923774
    $2,799,000
    5

    Beds

    4.1

    Baths

    4,323

    Sq.Ft.

    18 Ivy Hill Road

    Chappaqua, NY

    Courtesy of COMPASS GREATER NY, LLC
    View 2 Timberland Pass Chappaqua, NY MLS# 1062795
    $825,000
    3

    Beds

    2.1

    Baths

    1,586

    Sq.Ft.

    2 Timberland Pass

    Chappaqua, NY

    Courtesy of COMPASS GREATER NY, LLC
    View 7 Cabin Ridge Road Chappaqua, NY MLS# 1058445
    $1,349,000
    3

    Beds

    3.1

    Baths

    2,595

    Sq.Ft.

    7 Cabin Ridge Road

    Chappaqua, NY

    Courtesy of WILLIAM RAVEIS-NEW YORK, LLC
    View 331 N Greeley Avenue Chappaqua, NY MLS# 1054305
    $649,000
    2

    Beds

    2.0

    Baths

    1,583

    Sq.Ft.

    331 N Greeley Avenue

    Chappaqua, NY

    Courtesy of HOULIHAN LAWRENCE INC.
    View 76 Random Farms Circle Chappaqua, NY MLS# 1053697
    $1,995,000
    4

    Beds

    4.1

    Baths

    4,796

    Sq.Ft.

    76 Random Farms Circle

    Chappaqua, NY

    Courtesy of COMPASS GREATER NY, LLC
    View 20 Hitching Post Lane Chappaqua, NY MLS# 1036792
    $2,299,000
    5

    Beds

    4.1

    Baths

    4,661

    Sq.Ft.

    20 Hitching Post Lane

    Chappaqua, NY

    Courtesy of WILLIAM RAVEIS-NEW YORK LLC
    View 600 Bedford Road Chappaqua, NY MLS# 1052500
    $1,599,000
    8

    Beds

    6.2

    Baths

    5,798

    Sq.Ft.

    600 Bedford Road

    Chappaqua, NY

    Courtesy of HOULIHAN LAWRENCE INC.
    View 20 Bessel Lane Chappaqua, NY MLS# 1035591
    $2,790,000
    6

    Beds

    5.1

    Baths

    7,978

    Sq.Ft.

    20 Bessel Lane

    Chappaqua, NY

    Courtesy of HOULIHAN LAWRENCE INC.
    View 10 Paula Place Chappaqua, NY MLS# 1046287
    $679,000
    4

    Beds

    2.0

    Baths

    2,464

    Sq.Ft.

    10 Paula Place

    Chappaqua, NY

    Courtesy of COMPASS GREATER NY, LLC
    View 10 Deborah Lane Chappaqua, NY MLS# 1046960
    $1,399,000
    3

    Beds

    3.0

    Baths

    2,821

    Sq.Ft.

    10 Deborah Lane

    Chappaqua, NY

    Courtesy of HOULIHAN LAWRENCE INC.
    View 9 Lori Lane Chappaqua, NY MLS# 1047882
    $1,575,000
    4

    Beds

    2.1

    Baths

    2,376

    Sq.Ft.

    9 Lori Lane

    Chappaqua, NY

    Courtesy of JULIA B FEE SOTHEBYS INT. RLTY
    View 27 Mill River Road Chappaqua, NY MLS# 1043982
    $749,000
    3

    Beds

    1.1

    Baths

    1,414

    Sq.Ft.

    27 Mill River Road

    Chappaqua, NY

    Courtesy of HOULIHAN LAWRENCE INC.
    View 406 Bedford Road Chappaqua, NY MLS# 1044050
    $1,749,000
    4

    Beds

    3.1

    Baths

    2,913

    Sq.Ft.

    406 Bedford Road

    Chappaqua, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 767 King Street Chappaqua, NY MLS# 1038452
    $1,665,000
    0.0

    Baths

    562,795

    Sq.Ft.

    767 King Street

    Chappaqua, NY

    Courtesy of WILLIAM RAVEIS-NEW YORK, LLC

    About Chappaqua

    Chappaqua is the largest hamlet of New Castle.  Its center is located in the southeastern part of the town.  The name Chappaqua comes from the Native Americans word, "shah-pah-ka," which means "the rustling land" or "the rattling land," or a place where nothing is heard but the rustling of the wind in the leaves.  Chappaqua provides meticulously restored colonial homes or vintage properties set on winding roads that reflect the exceptionally high quality of life.  The schools are among the best in the country, in fact, Horace Greeley High School in Chappaqua is ranked as one of the finest in the nation.  Chappaqua is ranked 42nd among the 100 highest income places in the United States.  CNNMoney listed Chappaqua fifth in their list of "25 top-earning towns in 2008.

    Listings in Chappaqua, NY

    32

    Estimated median home price

    $1,695,000
    Chappaqua NY Homes for Sale & Properties

    Weichert Realtors is one of the nation's leading providers of Chappaqua, New York real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Chappaqua, NY.

    Homes for Sale by Price in Chappaqua, NY

    PriceCount
    $0 - 100K0
    $100K - 200K0
    $200K - 300K0
    $300K - 400K0
    $400K - 500K0
    $500K - 600K0
    $600K - 700K2
    $700K - 800K3
    $800K - 900K3
    $900K - 1M0
    $1M - Max24

    Homes for Sale by Type in Chappaqua, NY

    Property TypeCount
    Single Family24
    Townhouse0
    Condo5
    Commercial1
    Rental11
    Lots and Land2
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 11/12/2026)

    Information deemed reliable but not guaranteed.

    The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.

    The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use.

    Information Copyright 2021, OneKey® MLS. All Rights Reserved.