4,352

Chappaqua, NY Homes

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    • 6 Trails End, Chappaqua, NY 10514

      Est $3,024,148

      Not Listed For Sale

      6 Trails End, Chappaqua, NY 10514

      • 5 Beds
      • 7 Baths
      • 7,624 Sq Ft
      • Built 1994
      6 Trails End, Chappaqua, NY 10514

      Last Sold Summary

      • 164 Days On Market

      Last Listing Agent Yaxing Zhang Houlihan Lawrence Inc.

  • 56 Annandale Rd, Chappaqua, NY 10514

    $1,780,000

    Sold Dec 22, 2025

    56 Annandale Rd, Chappaqua, NY 10514

    • 4 Beds
    • 4.5 Baths
    • 4,543 Sq Ft
    • Built 2006

    Last Sold Summary

    • 1% Below List Price
    • $392/SF
    • 16 Days On Market

    Current Estimated Value $1,921,171

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

    56 Annandale Rd, Chappaqua, NY 10514
    • 6 Paula Place, Chappaqua, NY 10514

      Est $1,305,059

      Not Listed For Sale

      6 Paula Place, Chappaqua, NY 10514

      • 4 Beds
      • 3.5 Baths
      • 5,272 Sq Ft
      • Built 2005
      6 Paula Place, Chappaqua, NY 10514

      Last Sold Summary

      • 85 Days On Market

      Last Listing Agent Joe Hasselt Joe Hasselt Real Estate

  • 17 Byram Meadows Rd, Chappaqua, NY 10514

    $2,486,000

    Sold Aug 04, 2026

    17 Byram Meadows Rd, Chappaqua, NY 10514

    • 4 Beds
    • 4.5 Baths
    • 6,640 Sq Ft
    • Built 1999

    Last Sold Summary

    • 4% Below List Price
    • $374/SF
    • 99 Days On Market

    Current Estimated Value $2,443,150

    Last Listing Agent Cindy Glynn Compass Greater NY, LLC

    17 Byram Meadows Rd, Chappaqua, NY 10514
    • 15 Paula Place, Chappaqua, NY 10514

      Est $941,724

      Not Listed For Sale

      15 Paula Place, Chappaqua, NY 10514

      • 2 Beds
      • 1 Bath
      • 1,160 Sq Ft
      • Built 1952
      15 Paula Place, Chappaqua, NY 10514

      Last Sold Summary

      • 32 Days On Market

      Last Listing Agent Lauren Zaccaria Houlihan Lawrence Inc.

  • 5 Morning View Ct, Chappaqua, NY 10514

    $2,450,000

    Sold Jun 09, 2026

    5 Morning View Ct, Chappaqua, NY 10514

    • 4 Beds
    • 5 Baths
    • 5,767 Sq Ft
    • Built 2012

    Last Sold Summary

    • 26% Above List Price
    • $425/SF
    • 5 Days On Market

    Current Estimated Value $2,301,210

    Last Listing Agent Sari Shaw Compass Greater NY, LLC

    5 Morning View Ct, Chappaqua, NY 10514
    • 345 Roaring Brook Rd, Chappaqua, NY 10514

      Est $2,346,470

      Not Listed For Sale

      345 Roaring Brook Rd, Chappaqua, NY 10514

      • 4 Beds
      • 4.5 Baths
      • 5,668 Sq Ft
      • Built 1965
      345 Roaring Brook Rd, Chappaqua, NY 10514

      Last Sold Summary

      • 24 Days On Market

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

  • 114 Old Lyme Rd, Chappaqua, NY 10514

    $1,630,000

    Sold Jun 15, 2026

    114 Old Lyme Rd, Chappaqua, NY 10514

    • 4 Beds
    • 2.5 Baths
    • 2,460 Sq Ft
    • Built 1977

    Last Sold Summary

    • 25% Above List Price
    • $663/SF
    • 6 Days On Market

    Current Estimated Value $1,623,784

    Last Listing Agent Sari Shaw Compass Greater NY, LLC

    114 Old Lyme Rd, Chappaqua, NY 10514
    • 15 Kerry Ln, Chappaqua, NY 10514

      Est $2,553,041

      Not Listed For Sale

      15 Kerry Ln, Chappaqua, NY 10514

      • 4 Beds
      • 4 Baths
      • 5,534 Sq Ft
      • Built 1935
      15 Kerry Ln, Chappaqua, NY 10514

      Last Sold Summary

      • 128 Days On Market

      Last Listing Agent Janine Marino Houlihan Lawrence Inc.

  • 111 Seven Bridges Rd, Chappaqua, NY 10514

    $1,375,000

    Sold Apr 20, 2026

    111 Seven Bridges Rd, Chappaqua, NY 10514

    • 4 Beds
    • 2.5 Baths
    • 2,069 Sq Ft
    • Built 1961

    Last Sold Summary

    • 15% Above List Price
    • $665/SF
    • 32 Days On Market

    Current Estimated Value $1,365,777

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

    111 Seven Bridges Rd, Chappaqua, NY 10514
    • 1 Round Hill Rd, Chappaqua, NY 10514

      Est $2,071,092

      Not Listed For Sale

      1 Round Hill Rd, Chappaqua, NY 10514

      • 4 Beds
      • 3 Baths
      • 3,164 Sq Ft
      • Built 1963
      1 Round Hill Rd, Chappaqua, NY 10514

      Last Sold Summary

      • 52 Days On Market

      Last Listing Agent Elaine Wasserman Houlihan Lawrence Inc.

  • 24 North Way, Chappaqua, NY 10514

    $2,375,000

    Sold Jun 12, 2026

    24 North Way, Chappaqua, NY 10514

    • 3 Beds
    • 3.5 Baths
    • 3,960 Sq Ft
    • Built 1986

    Last Sold Summary

    • 3% Above List Price
    • $600/SF
    • 7 Days On Market

    Current Estimated Value $2,384,793

    Last Listing Agent Pamela Akin Douglas Elliman Real Estate

    24 North Way, Chappaqua, NY 10514
    • 23 Round Hill Rd, Chappaqua, NY 10514

      Est $1,705,456

      Not Listed For Sale

      23 Round Hill Rd, Chappaqua, NY 10514

      • 5 Beds
      • 3.5 Baths
      • 3,230 Sq Ft
      • Built 1964
      23 Round Hill Rd, Chappaqua, NY 10514

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Michael Levy eXp Realty

  • 0 Gray Rock Ln Unit KEY943867, Chappaqua, NY 10514

    $2,551,201

    Sold May 15, 2026

    0 Gray Rock Ln Unit KEY943867, Chappaqua, NY 10514

    • 4 Beds
    • 2.5 Baths
    • 4,500 Sq Ft
    • Built 2026

    Last Sold Summary

    • 29% Above List Price
    • $567/SF
    • 88 Days On Market

    Last Listing Agent Rachel Lacoste Houlihan Lawrence Inc.

    0 Gray Rock Ln Unit KEY943867, Chappaqua, NY 10514
    • 2 Sunset Dr, Chappaqua, NY 10514

      Est $2,147,576

      Not Listed For Sale

      2 Sunset Dr, Chappaqua, NY 10514

      • 4 Beds
      • 6 Baths
      • 5,474 Sq Ft
      • Built 1986
      2 Sunset Dr, Chappaqua, NY 10514

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  • 27 Deepwood Hill, Chappaqua, NY 10514

    $1,600,000

    Sold Dec 12, 2025

    27 Deepwood Hill, Chappaqua, NY 10514

    • 3 Beds
    • 2.5 Baths
    • 2,830 Sq Ft
    • Built 1950

    Last Sold Summary

    • 14% Above List Price
    • $565/SF
    • 35 Days On Market

    Current Estimated Value $1,542,333

    Last Listing Agent Brendan Preston Houlihan Lawrence Inc.

    27 Deepwood Hill, Chappaqua, NY 10514
    • 12 Seven Bridges Rd, Chappaqua, NY 10514

      Est $1,563,149

      Not Listed For Sale

      12 Seven Bridges Rd, Chappaqua, NY 10514

      • 3 Beds
      • 2.5 Baths
      • 2,543 Sq Ft
      • Built 1950
      12 Seven Bridges Rd, Chappaqua, NY 10514

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Brendan Preston Houlihan Lawrence Inc.

  • 21 Kitchawan Dr, Chappaqua, NY 10514

    $1,850,000

    Sold Jun 01, 2026

    21 Kitchawan Dr, Chappaqua, NY 10514

    • 4 Beds
    • 2.5 Baths
    • 3,956 Sq Ft
    • Built 1922

    Last Sold Summary

    • 16% Above List Price
    • $468/SF
    • 13 Days On Market

    Current Estimated Value $1,817,515

    Last Listing Agent Jennifer Harris Compass Greater NY, LLC

    21 Kitchawan Dr, Chappaqua, NY 10514
    • 610 Quaker Rd, Chappaqua, NY 10514

      Est $1,322,950

      Not Listed For Sale

      610 Quaker Rd, Chappaqua, NY 10514

      • 3 Beds
      • 2 Baths
      • 2,022 Sq Ft
      • Built 1954
      610 Quaker Rd, Chappaqua, NY 10514

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Igor Krasnoperov Rising Star Realty

  • 816 Hardscrabble Rd, Chappaqua, NY 10514

    $799,000

    Sold Nov 03, 2025

    816 Hardscrabble Rd, Chappaqua, NY 10514

    • 3 Beds
    • 2 Baths
    • 1,660 Sq Ft
    • Built 1953

    Last Sold Summary

    • 11% Below List Price
    • $481/SF
    • 76 Days On Market

    Current Estimated Value $1,262,981

    Last Listing Agent Daniel Berger RE/MAX Prestige Properties

    816 Hardscrabble Rd, Chappaqua, NY 10514
    • 595 Quaker Rd, Chappaqua, NY 10514

      Est $1,125,853

      Not Listed For Sale

      595 Quaker Rd, Chappaqua, NY 10514

      • 3 Beds
      • 3 Baths
      • 2,114 Sq Ft
      • Built 1953
      595 Quaker Rd, Chappaqua, NY 10514

      Last Sold Summary

      • 84 Days On Market

      Last Listing Agent Brendan Preston Houlihan Lawrence Inc.

  • 80 Roaring Brook Rd, Chappaqua, NY 10514

    $1,290,000

    Sold May 22, 2026

    80 Roaring Brook Rd, Chappaqua, NY 10514

    • 3 Beds
    • 3 Baths
    • 3,421 Sq Ft
    • Built 1954

    Last Sold Summary

    • $377/SF
    • 20 Days On Market

    Current Estimated Value $1,317,394

    Last Listing Agent Mark Okamoto Houlihan Lawrence Inc.

    80 Roaring Brook Rd, Chappaqua, NY 10514
    • 2 Cedar Ln, Chappaqua, NY 10514

      Est $2,208,975

      Not Listed For Sale

      2 Cedar Ln, Chappaqua, NY 10514

      • 5 Beds
      • 3.5 Baths
      • 4,462 Sq Ft
      • Built 1963
      2 Cedar Ln, Chappaqua, NY 10514

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Francie Malina Compass Greater NY, LLC

  • 95 Old Lyme Rd, Chappaqua, NY 10514

    $1,862,500

    Sold Jul 02, 2026

    95 Old Lyme Rd, Chappaqua, NY 10514

    • 4 Beds
    • 3 Baths
    • 3,002 Sq Ft
    • Built 1977

    Last Sold Summary

    • 24% Above List Price
    • $620/SF
    • 10 Days On Market

    Current Estimated Value $1,563,787

    Last Listing Agent Amy Singer Houlihan Lawrence Inc.

    95 Old Lyme Rd, Chappaqua, NY 10514
    • 1283 Hardscrabble Rd, Chappaqua, NY 10514

      Est $1,406,167

      Not Listed For Sale

      1283 Hardscrabble Rd, Chappaqua, NY 10514

      • 3 Beds
      • 2 Baths
      • 2,830 Sq Ft
      • Built 1820
      1283 Hardscrabble Rd, Chappaqua, NY 10514

      Last Sold Summary

      • 94 Days On Market

      Last Listing Agent Sari Shaw Compass Greater NY, LLC

  • 43 Random Farms Cir, Chappaqua, NY 10514

    $1,660,000

    Sold Oct 03, 2025

    43 Random Farms Cir, Chappaqua, NY 10514

    • 5 Beds
    • 4.5 Baths
    • 5,357 Sq Ft
    • Built 1993

    Last Sold Summary

    • 13% Below List Price
    • $310/SF
    • 25 Days On Market

    Current Estimated Value $1,812,593

    Last Listing Agent Suzan Zeolla Houlihan Lawrence Inc.

    43 Random Farms Cir, Chappaqua, NY 10514
    • 76 Valley Ln, Chappaqua, NY 10514

      Est $3,178,142

      Not Listed For Sale

      76 Valley Ln, Chappaqua, NY 10514

      • 5 Beds
      • 5.5 Baths
      • 6,177 Sq Ft
      • Built 1987
      76 Valley Ln, Chappaqua, NY 10514

      Last Sold Summary

      • 158 Days On Market

      Last Listing Agent Harriet Libov Houlihan Lawrence Inc.

  • 276 Quaker Rd, Chappaqua, NY 10514

    $2,875,000

    Sold Jul 14, 2026

    276 Quaker Rd, Chappaqua, NY 10514

    • 6 Beds
    • 3.5 Baths
    • 6,532 Sq Ft
    • Built 1900

    Last Sold Summary

    • 5% Above List Price
    • $440/SF
    • 12 Days On Market

    Current Estimated Value $2,682,287

    Last Listing Agent Sari Shaw Compass Greater NY, LLC

    276 Quaker Rd, Chappaqua, NY 10514
    • 95 Valley Ln, Chappaqua, NY 10514

      Est $2,619,238

      Not Listed For Sale

      95 Valley Ln, Chappaqua, NY 10514

      • 5 Beds
      • 5 Baths
      • 5,570 Sq Ft
      • Built 1979
      95 Valley Ln, Chappaqua, NY 10514

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Deena Bouchier Compass Greater NY, LLC

  • 29 Meadow Ln, Chappaqua, NY 10514

    $1,300,033

    Sold Mar 27, 2026

    29 Meadow Ln, Chappaqua, NY 10514

    • 4 Beds
    • 2.5 Baths
    • 2,445 Sq Ft
    • Built 1960

    Last Sold Summary

    • 18% Above List Price
    • $532/SF
    • 10 Days On Market

    Current Estimated Value $1,292,194

    Last Listing Agent Lauren Zaccaria Houlihan Lawrence Inc.

    29 Meadow Ln, Chappaqua, NY 10514
    • 24 Hilltop Dr, Chappaqua, NY 10514

      Est $1,519,517

      Not Listed For Sale

      24 Hilltop Dr, Chappaqua, NY 10514

      • 3 Beds
      • 3 Baths
      • 3,186 Sq Ft
      • Built 1964
      24 Hilltop Dr, Chappaqua, NY 10514

      Last Sold Summary

      • 27 Days On Market

      Last Listing Agent Kile Boga-Ibric Houlihan Lawrence Inc.

  • 6 Killington St, Chappaqua, NY 10514

    $1,609,031

    Sold Jun 29, 2026

    6 Killington St, Chappaqua, NY 10514

    • 4 Beds
    • 2.5 Baths
    • 2,443 Sq Ft
    • Built 1970

    Last Sold Summary

    • 15% Above List Price
    • $659/SF
    • 13 Days On Market

    Current Estimated Value $1,493,579

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

    6 Killington St, Chappaqua, NY 10514
    • 20 Hilltop Dr, Chappaqua, NY 10514

      Est $1,495,740

      Not Listed For Sale

      20 Hilltop Dr, Chappaqua, NY 10514

      • 4 Beds
      • 2.5 Baths
      • 2,762 Sq Ft
      • Built 1966
      20 Hilltop Dr, Chappaqua, NY 10514

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Keri Cipriano William Raveis Real Estate

  • 4 Wright Dr, Chappaqua, NY 10514

    $1,750,000

    Sold Jun 15, 2026

    4 Wright Dr, Chappaqua, NY 10514

    • 3 Beds
    • 2.5 Baths
    • 2,712 Sq Ft
    • Built 2023

    Last Sold Summary

    • $645/SF
    • 22 Days On Market

    Current Estimated Value $1,776,350

    Last Listing Agent Karin Kimtis Compass Greater NY, LLC

    4 Wright Dr, Chappaqua, NY 10514
    • 48 Hilltop Dr, Chappaqua, NY 10514

      Est $1,423,672

      Not Listed For Sale

      48 Hilltop Dr, Chappaqua, NY 10514

      • 4 Beds
      • 2.5 Baths
      • 1,836 Sq Ft
      • Built 1969
      48 Hilltop Dr, Chappaqua, NY 10514

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Lori Meringolo Houlihan Lawrence Inc.

  • 19 Stony Hollow, Chappaqua, NY 10514

    $2,250,000

    Sold Mar 04, 2026

    19 Stony Hollow, Chappaqua, NY 10514

    • 3 Beds
    • 4.5 Baths
    • 3,880 Sq Ft
    • Built 1994

    Last Sold Summary

    • 13% Above List Price
    • $580/SF
    • 14 Days On Market

    Current Estimated Value $2,330,433

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

    19 Stony Hollow, Chappaqua, NY 10514
    • 66 Hilltop Dr, Chappaqua, NY 10514

      Est $2,745,200

      Not Listed For Sale

      66 Hilltop Dr, Chappaqua, NY 10514

      • 4 Beds
      • 4.5 Baths
      • 5,395 Sq Ft
      • Built 1966
      66 Hilltop Dr, Chappaqua, NY 10514

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Sari Shaw Compass Greater NY, LLC

  • 26 Wallace Way, Chappaqua, NY 10514

    $1,780,000

    Sold Aug 03, 2026

    26 Wallace Way, Chappaqua, NY 10514

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

    Last Sold Summary

    • $604/SF
    • 35 Days On Market

    Current Estimated Value $1,778,009

    Last Listing Agent Craig DeCecchis Corcoran Legends Realty

    26 Wallace Way, Chappaqua, NY 10514
    • 55 Shadow Brook Pkwy, Chappaqua, NY 10514

      Est $1,905,361

      Not Listed For Sale

      55 Shadow Brook Pkwy, Chappaqua, NY 10514

      • 5 Beds
      • 3 Baths
      • 3,291 Sq Ft
      • Built 1964
      55 Shadow Brook Pkwy, Chappaqua, NY 10514

      Last Sold Summary

      • 49 Days On Market

      Last Listing Agent Eric Stein RE/MAX Distinguished Hms.&Prop

  • 105 Douglas Rd, Chappaqua, NY 10514

    $1,150,000

    Sold Apr 17, 2026

    105 Douglas Rd, Chappaqua, NY 10514

    • 3 Beds
    • 2.5 Baths
    • 2,220 Sq Ft
    • Built 1935

    Last Sold Summary

    • 15% Above List Price
    • $518/SF
    • 58 Days On Market

    Current Estimated Value $1,153,918

    Last Listing Agent Al Posillico Keller Williams Realty Group

    105 Douglas Rd, Chappaqua, NY 10514

Showing Results 121 - 160, Page 4 of 18

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