4,410

Chappaqua, NY Homes

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    • 2 Sabina Rd, Chappaqua, NY 10514

      Est $1,019,344 Not Listed For Sale

      2 Sabina Rd, Chappaqua, NY 10514

      • 3 Beds
      • 2.5 Baths
      • 1,810 Sq Ft
      • Built 1959
      2 Sabina Rd, Chappaqua, NY 10514

      Last Sold Summary

      • 33% Above List Price
      • $423/SF
      • 40 Days On Market
      • Last Sold Price $766,000
      • Feb 09, 2024

      Last Listing Agent MaryAnn Bayer Compass Greater NY, LLC

  • 59 Crest Rd, Chappaqua, NY 10514

    $1,646,500 Sold Oct 21, 2025

    59 Crest Rd, Chappaqua, NY 10514

    • 4 Beds
    • 2.5 Baths
    • 2,550 Sq Ft
    • Built 1914

    Last Sold Summary

    • 32% Above List Price
    • $646/SF
    • 17 Days On Market

    Current Estimated Value $1,554,938

    Last Listing Agent Mark Boyland Keller Williams Realty Partner

    59 Crest Rd, Chappaqua, NY 10514
    • 60 Ludlow Dr, Chappaqua, NY 10514

      Est $1,911,574 Not Listed For Sale

      60 Ludlow Dr, Chappaqua, NY 10514

      • 5 Beds
      • 4.5 Baths
      • 3,646 Sq Ft
      • Built 1938
      60 Ludlow Dr, Chappaqua, NY 10514

      Last Sold Summary

      • 21% Above List Price
      • $433/SF
      • 244 Days On Market
      • Last Sold Price $1,580,000
      • Jun 01, 2023

      Last Listing Agent Sena Baron William Raveis-New York, LLC

  • 97 Random Farms Dr, Chappaqua, NY 10514

    $2,250,000 Sold Jun 27, 2025

    97 Random Farms Dr, Chappaqua, NY 10514

    • 4 Beds
    • 3.5 Baths
    • 4,807 Sq Ft
    • Built 1993

    Last Sold Summary

    • 13% Above List Price
    • $468/SF
    • 18 Days On Market

    Current Estimated Value $2,261,507

    Last Listing Agent Sari Shaw Compass Greater NY, LLC

    97 Random Farms Dr, Chappaqua, NY 10514
    • 56 Ludlow Dr, Chappaqua, NY 10514

      Est $1,954,905 Not Listed For Sale

      56 Ludlow Dr, Chappaqua, NY 10514

      • 4 Beds
      • 3.5 Baths
      • 3,875 Sq Ft
      • Built 1978
      56 Ludlow Dr, Chappaqua, NY 10514

      Last Sold Summary

      • 9% Above List Price
      • $461/SF
      • 20 Days On Market
      • Last Sold Price $1,786,000
      • Jun 29, 2023

      Last Listing Agent Barbara Pagliuca Houlihan Lawrence Inc.

  • 24 Hunting Ridge Rd, Chappaqua, NY 10514

    $1,826,000 Sold Jun 10, 2025

    24 Hunting Ridge Rd, Chappaqua, NY 10514

    • 4 Beds
    • 4 Baths
    • 3,962 Sq Ft
    • Built 1960

    Last Sold Summary

    • 14% Above List Price
    • $461/SF
    • 7 Days On Market

    Current Estimated Value $1,846,604

    Last Listing Agent Pamela Akin Douglas Elliman Real Estate

    24 Hunting Ridge Rd, Chappaqua, NY 10514
    • 123 Seven Bridges Rd, Chappaqua, NY 10514

      Est $1,542,389 Not Listed For Sale

      123 Seven Bridges Rd, Chappaqua, NY 10514

      • 4 Beds
      • 4.5 Baths
      • 3,017 Sq Ft
      • Built 1955
      123 Seven Bridges Rd, Chappaqua, NY 10514

      Last Sold Summary

      • 13% Above List Price
      • $452/SF
      • 14 Days On Market
      • Last Sold Price $1,365,000
      • Jan 26, 2024

      Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  • 45 Crossways, Chappaqua, NY 10514

    $1,560,000 Sold Aug 07, 2025

    45 Crossways, Chappaqua, NY 10514

    • 3 Beds
    • 2.5 Baths
    • 2,246 Sq Ft
    • Built 1935

    Last Sold Summary

    • 30% Above List Price
    • $695/SF
    • 10 Days On Market

    Current Estimated Value $1,507,904

    Last Listing Agent Stacy Levey William Raveis-New York, LLC

    45 Crossways, Chappaqua, NY 10514
    • 117 Seven Bridges Rd, Chappaqua, NY 10514

      Est $1,235,039 Not Listed For Sale

      117 Seven Bridges Rd, Chappaqua, NY 10514

      • 3 Beds
      • 2 Baths
      • 1,956 Sq Ft
      • Built 1940
      117 Seven Bridges Rd, Chappaqua, NY 10514

      Last Sold Summary

      • 16% Above List Price
      • $547/SF
      • 13 Days On Market
      • Last Sold Price $1,069,000
      • Jun 29, 2023

      Last Listing Agent Maura Mcspedon William Raveis Real Estate

  • 20 Dewitt Dr Unit 72, Chappaqua, NY 10514

    $1,558,667 Sold May 30, 2025

    20 Dewitt Dr Unit 72, Chappaqua, NY 10514

    • 2 Beds
    • 3.5 Baths
    • 2,945 Sq Ft
    • Built 2024

    Last Sold Summary

    • 3% Above List Price
    • $529/SF
    • 23 Days On Market

    Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

    20 Dewitt Dr Unit 72, Chappaqua, NY 10514
    • 319 Millwood Rd, Chappaqua, NY 10514

      Est $2,587,918 Not Listed For Sale

      319 Millwood Rd, Chappaqua, NY 10514

      • 4 Beds
      • 5.5 Baths
      • 6,277 Sq Ft
      • Built 1989
      319 Millwood Rd, Chappaqua, NY 10514

      Last Sold Summary

      • 23% Above List Price
      • $335/SF
      • 290 Days On Market
      • Last Sold Price $2,100,000
      • Sep 11, 2024

      Last Listing Agent Brian Milton Compass Greater NY, LLC

  • 14 Carriage Ln Unit 87, Chappaqua, NY 10514

    $1,479,320 Sold Sep 17, 2025

    14 Carriage Ln Unit 87, Chappaqua, NY 10514

    • 2 Beds
    • 2.5 Baths
    • 2,503 Sq Ft
    • Built 2024

    Last Sold Summary

    • 10% Above List Price
    • $591/SF
    • 183 Days On Market

    Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

    14 Carriage Ln Unit 87, Chappaqua, NY 10514
    • 38 Turner Dr, Chappaqua, NY 10514

      Est $1,323,543 Not Listed For Sale

      38 Turner Dr, Chappaqua, NY 10514

      • 4 Beds
      • 3 Baths
      • 3,230 Sq Ft
      • Built 1948
      38 Turner Dr, Chappaqua, NY 10514

      Last Sold Summary

      • 15% Above List Price
      • $356/SF
      • 8 Days On Market
      • Last Sold Price $1,150,000
      • Jun 18, 2024

      Last Listing Agent Brendan Preston Houlihan Lawrence Inc.

  • 33 W Orchard Rd, Chappaqua, NY 10514

    $1,825,000 Sold Aug 11, 2025

    33 W Orchard Rd, Chappaqua, NY 10514

    • 3 Beds
    • 3.5 Baths
    • 3,814 Sq Ft
    • Built 1956

    Last Sold Summary

    • 18% Above List Price
    • $479/SF
    • 7 Days On Market

    Current Estimated Value $1,810,089

    Last Listing Agent Amanda Goldberg William Raveis-New York, LLC

    33 W Orchard Rd, Chappaqua, NY 10514
    • 120 Seven Bridges Rd, Chappaqua, NY 10514

      Est $1,097,906 Not Listed For Sale

      120 Seven Bridges Rd, Chappaqua, NY 10514

      • 3 Beds
      • 2 Baths
      • 1,921 Sq Ft
      • Built 1935
      120 Seven Bridges Rd, Chappaqua, NY 10514

      Last Sold Summary

      • 25% Above List Price
      • $455/SF
      • 14 Days On Market
      • Last Sold Price $875,000
      • Oct 05, 2023

      Last Listing Agent Johanna Kline Houlihan Lawrence Inc.

  • 52 Old Lyme Rd, Chappaqua, NY 10514

    $1,610,000 Sold Jun 16, 2025

    52 Old Lyme Rd, Chappaqua, NY 10514

    • 4 Beds
    • 3.5 Baths
    • 3,858 Sq Ft
    • Built 1969

    Last Sold Summary

    • 7% Above List Price
    • $417/SF
    • 10 Days On Market

    Current Estimated Value $1,670,553

    Last Listing Agent Cindy Glynn Compass Greater NY, LLC

    52 Old Lyme Rd, Chappaqua, NY 10514
    • 118 Random Farms Dr, Chappaqua, NY 10514

      Est $2,403,686 Not Listed For Sale

      118 Random Farms Dr, Chappaqua, NY 10514

      • 4 Beds
      • 4.5 Baths
      • 5,724 Sq Ft
      • Built 1993
      118 Random Farms Dr, Chappaqua, NY 10514

      Last Sold Summary

      • 2% Above List Price
      • $411/SF
      • 11 Days On Market
      • Last Sold Price $2,350,000
      • May 12, 2023

      Last Listing Agent Cindy Glynn Compass Greater NY, LLC

    • 49 Joan Dr, Chappaqua, NY 10514

      Est $1,247,438 Not Listed For Sale

      49 Joan Dr, Chappaqua, NY 10514

      • 3 Beds
      • 2 Baths
      • 2,717 Sq Ft
      • Built 1959
      49 Joan Dr, Chappaqua, NY 10514

      Last Sold Summary

      • 25% Above List Price
      • $368/SF
      • 6 Days On Market
      • Last Sold Price $999,999
      • Apr 23, 2024

      Last Listing Agent Sena Baron William Raveis-New York, LLC

    • 23 W Orchard Rd, Chappaqua, NY 10514

      Est $1,849,835 Not Listed For Sale

      23 W Orchard Rd, Chappaqua, NY 10514

      • 4 Beds
      • 3.5 Baths
      • 3,592 Sq Ft
      • Built 1955
      23 W Orchard Rd, Chappaqua, NY 10514

      Last Sold Summary

      • 9% Above List Price
      • $473/SF
      • 8 Days On Market
      • Last Sold Price $1,700,000
      • Jun 26, 2023

      Last Listing Agent Sari Shaw Compass Greater NY, LLC

    • 30 Whitlaw Ln, Chappaqua, NY 10514

      Est $1,693,300 Not Listed For Sale

      30 Whitlaw Ln, Chappaqua, NY 10514

      • 4 Beds
      • 2.5 Baths
      • 3,548 Sq Ft
      • Built 1972
      30 Whitlaw Ln, Chappaqua, NY 10514

      Last Sold Summary

      • 13% Above List Price
      • $423/SF
      • 11 Days On Market
      • Last Sold Price $1,500,000
      • May 13, 2024

      Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

    • 64 W Orchard Rd, Chappaqua, NY 10514

      Est $2,092,700 Not Listed For Sale

      64 W Orchard Rd, Chappaqua, NY 10514

      • 4 Beds
      • 4 Baths
      • 3,752 Sq Ft
      • Built 1964
      64 W Orchard Rd, Chappaqua, NY 10514

      Last Sold Summary

      • 20% Above List Price
      • $466/SF
      • 34 Days On Market
      • Last Sold Price $1,750,000
      • Jul 06, 2023

      Last Listing Agent Sena Baron William Raveis-New York, LLC

    • 16 Marshall Ln, Chappaqua, NY 10514

      Est $3,201,128 Not Listed For Sale

      16 Marshall Ln, Chappaqua, NY 10514

      • 5 Beds
      • 8 Baths
      • 6,609 Sq Ft
      • Built 2005
      16 Marshall Ln, Chappaqua, NY 10514

      Last Sold Summary

      • 12% Above List Price
      • $431/SF
      • 12 Days On Market
      • Last Sold Price $2,850,000
      • Sep 16, 2024

      Last Listing Agent Maria Teresa Duguet Houlihan Lawrence Inc.

    • 50 North Place, Chappaqua, NY 10514

      Est $1,695,492 Not Listed For Sale

      50 North Place, Chappaqua, NY 10514

      • 5 Beds
      • 4 Baths
      • 5,590 Sq Ft
      • Built 1978
      50 North Place, Chappaqua, NY 10514

      Last Sold Summary

      • 29% Above List Price
      • $235/SF
      • 15 Days On Market
      • Last Sold Price $1,313,550
      • Apr 07, 2025

      Last Listing Agent Christopher Rose REALHome Services & Solutions

    • 103 Devoe Rd, Chappaqua, NY 10514

      Est $1,747,017 Not Listed For Sale

      103 Devoe Rd, Chappaqua, NY 10514

      • 5 Beds
      • 3.5 Baths
      • 2,810 Sq Ft
      • Built 1958
      103 Devoe Rd, Chappaqua, NY 10514

      Last Sold Summary

      • 17% Above List Price
      • $532/SF
      • 11 Days On Market
      • Last Sold Price $1,495,000
      • May 12, 2023

      Last Listing Agent Stacy Levey William Raveis-New York, LLC

    • 129 Devoe Rd, Chappaqua, NY 10514

      Est $2,246,007 Not Listed For Sale

      129 Devoe Rd, Chappaqua, NY 10514

      • 4 Beds
      • 3.5 Baths
      • 4,303 Sq Ft
      • Built 1950
      129 Devoe Rd, Chappaqua, NY 10514

      Last Sold Summary

      • 7% Above List Price
      • $489/SF
      • 7 Days On Market
      • Last Sold Price $2,105,018
      • Jun 27, 2024

      Last Listing Agent Yona Strougo Compass Greater NY, LLC

    • 23 Breckenridge Rd, Chappaqua, NY 10514

      Est $2,093,152 Not Listed For Sale

      23 Breckenridge Rd, Chappaqua, NY 10514

      • 5 Beds
      • 5.5 Baths
      • 4,571 Sq Ft
      • Built 1978
      23 Breckenridge Rd, Chappaqua, NY 10514

      Last Sold Summary

      • 16% Above List Price
      • $394/SF
      • 3 Days On Market
      • Last Sold Price $1,800,000
      • Jul 25, 2024

      Last Listing Agent Usha Subramaniam Compass Greater NY, LLC

    • 2 Attitash St, Chappaqua, NY 10514

      Est $1,635,400 Not Listed For Sale

      2 Attitash St, Chappaqua, NY 10514

      • 4 Beds
      • 3.5 Baths
      • 3,497 Sq Ft
      • Built 1975
      2 Attitash St, Chappaqua, NY 10514

      Last Sold Summary

      • 21% Above List Price
      • $386/SF
      • 11 Days On Market
      • Last Sold Price $1,350,000
      • Jul 25, 2024

      Last Listing Agent Usha Subramaniam Compass Greater NY, LLC

    • 14 Alta Ln, Chappaqua, NY 10514

      Est $1,807,294 Not Listed For Sale

      14 Alta Ln, Chappaqua, NY 10514

      • 5 Beds
      • 6 Baths
      • 5,111 Sq Ft
      • Built 1979
      14 Alta Ln, Chappaqua, NY 10514

      Last Sold Summary

      • 13% Above List Price
      • $313/SF
      • 48 Days On Market
      • Last Sold Price $1,600,000
      • Jan 21, 2025

      Last Listing Agent Stacey Rechler Douglas Elliman Real Estate

    • 14 Algonquin Dr, Chappaqua, NY 10514

      Est $1,918,972 Not Listed For Sale

      14 Algonquin Dr, Chappaqua, NY 10514

      • 3 Beds
      • 3 Baths
      • 4,169 Sq Ft
      • Built 1941
      14 Algonquin Dr, Chappaqua, NY 10514

      Last Sold Summary

      • 4% Above List Price
      • $444/SF
      • 9 Days On Market
      • Last Sold Price $1,849,932
      • Jul 18, 2024

      Last Listing Agent Cindy Glynn Compass Greater NY, LLC

    • 10 Algonquin Dr, Chappaqua, NY 10514

      Est $1,369,005 Not Listed For Sale

      10 Algonquin Dr, Chappaqua, NY 10514

      • 4 Beds
      • 3.5 Baths
      • 2,384 Sq Ft
      • Built 1958
      10 Algonquin Dr, Chappaqua, NY 10514

      Last Sold Summary

      • 5% Above List Price
      • $549/SF
      • 12 Days On Market
      • Last Sold Price $1,310,000
      • Jan 09, 2025

      Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

    • 104 Devoe Rd, Chappaqua, NY 10514

      Est $2,723,415 Not Listed For Sale

      104 Devoe Rd, Chappaqua, NY 10514

      • 5 Beds
      • 5.5 Baths
      • 5,673 Sq Ft
      • Built 1958
      104 Devoe Rd, Chappaqua, NY 10514

      Last Sold Summary

      • $480/SF
      • 77 Days On Market
      • Last Sold Price $2,725,000
      • Oct 21, 2023

      Last Listing Agent Brian Milton Compass Greater NY, LLC

    • 1 Autumn Way, Chappaqua, NY 10514

      Est $3,873,099 Not Listed For Sale

      1 Autumn Way, Chappaqua, NY 10514

      • 5 Beds
      • 6.5 Baths
      • 8,997 Sq Ft
      • Built 2002
      1 Autumn Way, Chappaqua, NY 10514

      Last Sold Summary

      • 23% Above List Price
      • $350/SF
      • 112 Days On Market
      • Last Sold Price $3,150,000
      • Feb 02, 2024

      Last Listing Agent Cindy Glynn Compass Greater NY, LLC

    • 11 Laurel Ln, Chappaqua, NY 10514

      Est $2,167,365 Not Listed For Sale

      11 Laurel Ln, Chappaqua, NY 10514

      • 5 Beds
      • 3 Baths
      • 5,121 Sq Ft
      • Built 1957
      11 Laurel Ln, Chappaqua, NY 10514

      Last Sold Summary

      • 16% Above List Price
      • $366/SF
      • 67 Days On Market
      • Last Sold Price $1,875,000
      • Oct 08, 2024

      Last Listing Agent Amy Via Houlihan Lawrence Inc.

    • 724 King St, Chappaqua, NY 10514

      Est $3,213,200 Not Listed For Sale

      724 King St, Chappaqua, NY 10514

      • 5 Beds
      • 5.5 Baths
      • 6,026 Sq Ft
      • Built 1983
      724 King St, Chappaqua, NY 10514

      Last Sold Summary

      • 7% Above List Price
      • $497/SF
      • 214 Days On Market
      • Last Sold Price $2,995,000
      • Dec 27, 2024

      Last Listing Agent Jason Miller Corcoran Legends Realty

    • 71 Carolyn Place, Chappaqua, NY 10514

      Est $4,359,424 Not Listed For Sale

      71 Carolyn Place, Chappaqua, NY 10514

      • 5 Beds
      • 7.5 Baths
      • 8,204 Sq Ft
      • Built 1994
      71 Carolyn Place, Chappaqua, NY 10514

      Last Sold Summary

      • 11% Below List Price
      • $597/SF
      • 101 Days On Market
      • Last Sold Price $4,900,000
      • Oct 09, 2024

      Last Listing Agent David Turner Compass Greater NY, LLC

    • 321 Whippoorwill Rd, Chappaqua, NY 10514

      Est $2,971,924 Not Listed For Sale

      321 Whippoorwill Rd, Chappaqua, NY 10514

      • 5 Beds
      • 5.5 Baths
      • 5,195 Sq Ft
      • Built 1992
      321 Whippoorwill Rd, Chappaqua, NY 10514

      Last Sold Summary

      • 1% Below List Price
      • $577/SF
      • 6 Days On Market
      • Last Sold Price $3,000,000
      • Jul 29, 2024

      Last Listing Agent Amanda Acard Nestedge Realty

    • 335 Whippoorwill Rd, Chappaqua, NY 10514

      Est $3,900,890 Not Listed For Sale

      335 Whippoorwill Rd, Chappaqua, NY 10514

      • 5 Beds
      • 8 Baths
      • 5,566 Sq Ft
      • Built 1983
      335 Whippoorwill Rd, Chappaqua, NY 10514

      Last Sold Summary

      • 11% Above List Price
      • $629/SF
      • 59 Days On Market
      • Last Sold Price $3,500,000
      • Aug 04, 2023

      Last Listing Agent David Turner Compass Greater NY, LLC

    • 8 Haights Cross Rd, Chappaqua, NY 10514

      Est $2,038,687 Not Listed For Sale

      8 Haights Cross Rd, Chappaqua, NY 10514

      • 5 Beds
      • 4 Baths
      • 3,995 Sq Ft
      • Built 1986
      8 Haights Cross Rd, Chappaqua, NY 10514

      Last Sold Summary

      • 29% Above List Price
      • $394/SF
      • 13 Days On Market
      • Last Sold Price $1,575,000
      • Aug 25, 2023

      Last Listing Agent Joanna Rizoulis Julia B Fee Sothebys Int. Rlty

    • 9 West Place, Chappaqua, NY 10514

      Est $1,618,817 Not Listed For Sale

      9 West Place, Chappaqua, NY 10514

      • 3 Beds
      • 2.5 Baths
      • 2,698 Sq Ft
      • Built 1948
      9 West Place, Chappaqua, NY 10514

      Last Sold Summary

      • 26% Above List Price
      • $475/SF
      • 18 Days On Market
      • Last Sold Price $1,280,501
      • Jun 12, 2023

      Last Listing Agent Jennifer Harris Compass Greater NY, LLC

    • 27 South Place, Chappaqua, NY 10514

      Est $2,427,163 Not Listed For Sale

      27 South Place, Chappaqua, NY 10514

      • 4 Beds
      • 6 Baths
      • 5,173 Sq Ft
      • Built 1931
      27 South Place, Chappaqua, NY 10514

      Last Sold Summary

      • 18% Above List Price
      • $396/SF
      • 13 Days On Market
      • Last Sold Price $2,050,027
      • May 22, 2024

      Last Listing Agent Mary Dowdle Ginnel Real Estate

Showing Results 361 - 400, Page 10 of 18

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