157

Recently Sold Homes in 10514

Section Image
  • 36 Pond Hill Rd, Chappaqua, NY 10514

    $1,600,000

    Sold Feb 27, 2026

    36 Pond Hill Rd, Chappaqua, NY 10514

    • 3 Beds
    • 3.5 Baths
    • 2,866 Sq Ft
    • Built 1952

    Last Sold Summary

    • 23% Above List Price
    • $558/SF
    • 11 Days On Market

    Current Estimated Value $1,587,630

    Last Listing Agent Danae Richards William Raveis-New York, LLC

    36 Pond Hill Rd, Chappaqua, NY 10514
  • 70 Haights Cross Rd, Chappaqua, NY 10514

    $2,825,000

    Sold Dec 15, 2025

    70 Haights Cross Rd, Chappaqua, NY 10514

    • 5 Beds
    • 9 Baths
    • 8,775 Sq Ft
    • Built 2005

    Last Sold Summary

    • 10% Below List Price
    • $322/SF
    • 159 Days On Market

    Current Estimated Value $3,059,209

    Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

    70 Haights Cross Rd, Chappaqua, NY 10514
  • 149 King St Unit 4, Chappaqua, NY 10514

    $805,000

    Sold Nov 21, 2025

    149 King St Unit 4, Chappaqua, NY 10514

    • 2 Beds
    • 2.5 Baths
    • 1,767 Sq Ft
    • Built 1988

    Last Sold Summary

    • 6% Below List Price
    • $456/SF
    • 105 Days On Market

    Last Listing Agent Nancy Jones Julia B Fee Sothebys Int. Rlty

    149 King St Unit 4, Chappaqua, NY 10514
  • 22 Mountain Peak Rd, Chappaqua, NY 10514

    $1,850,000

    Sold Jul 15, 2025

    22 Mountain Peak Rd, Chappaqua, NY 10514

    • 5 Beds
    • 4.5 Baths
    • 4,419 Sq Ft
    • Built 1972

    Last Sold Summary

    • 6% Above List Price
    • $419/SF
    • 17 Days On Market

    Current Estimated Value $1,986,892

    Last Listing Agent Usha Subramaniam Compass Greater NY, LLC

    22 Mountain Peak Rd, Chappaqua, NY 10514
  • 17 Ledgewood Commons, Millwood, NY 10546

    $810,000

    Sold Feb 20, 2026

    17 Ledgewood Commons, Millwood, NY 10546

    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft
    • Built 1984

    Last Sold Summary

    • 2% Above List Price
    • $368/SF
    • 18 Days On Market

    Current Estimated Value $711,806

    Last Listing Agent Lindsay Silverman Compass Greater NY, LLC

    17 Ledgewood Commons, Millwood, NY 10546
  • 110 Marcourt Dr, Chappaqua, NY 10514

    $1,905,000

    Sold Jun 02, 2026

    110 Marcourt Dr, Chappaqua, NY 10514

    • 4 Beds
    • 2.5 Baths
    • 2,921 Sq Ft
    • Built 1961

    Last Sold Summary

    • 34% Above List Price
    • $652/SF
    • 6 Days On Market

    Current Estimated Value $1,528,759

    Last Listing Agent Stephanie Garbuio Houlihan Lawrence Inc.

    110 Marcourt Dr, Chappaqua, NY 10514
  • 33 High Way, Chappaqua, NY 10514

    $1,465,000

    Sold Oct 01, 2025

    33 High Way, Chappaqua, NY 10514

    • 3 Beds
    • 3.5 Baths
    • 1,917 Sq Ft
    • Built 1938

    Last Sold Summary

    • 22% Above List Price
    • $764/SF
    • 11 Days On Market

    Current Estimated Value $1,537,702

    Last Listing Agent Jennifer Harris Compass Greater NY, LLC

    33 High Way, Chappaqua, NY 10514
  • 100 Old Farm Rd N, Chappaqua, NY 10514

    $1,550,000

    Sold Jan 20, 2026

    100 Old Farm Rd N, Chappaqua, NY 10514

    • 3 Beds
    • 2.5 Baths
    • 2,971 Sq Ft
    • Built 2010

    Last Sold Summary

    • 19% Above List Price
    • $522/SF
    • 13 Days On Market

    Current Estimated Value $1,535,011

    Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

    100 Old Farm Rd N, Chappaqua, NY 10514
  • 19 Wallace Way Unit 25, Chappaqua, NY 10514

    $1,659,995

    Sold Sep 10, 2025

    19 Wallace Way Unit 25, Chappaqua, NY 10514

    • 2 Beds
    • 4 Baths
    • 3,432 Sq Ft
    • Built 2022

    Last Sold Summary

    • 4% Below List Price
    • $484/SF
    • 91 Days On Market

    Current Estimated Value $1,777,316

    Last Listing Agent Andrea Martone Houlihan Lawrence Inc.

    19 Wallace Way Unit 25, Chappaqua, NY 10514
  • 5 Briarcliff Rd, Chappaqua, NY 10514

    $3,400,000

    Sold Sep 09, 2025

    5 Briarcliff Rd, Chappaqua, NY 10514

    • 4 Beds
    • 7 Baths
    • 7,305 Sq Ft
    • Built 2007

    Last Sold Summary

    • 8% Below List Price
    • $465/SF
    • 65 Days On Market

    Current Estimated Value $3,614,719

    Last Listing Agent Sari Shaw Compass Greater NY, LLC

    5 Briarcliff Rd, Chappaqua, NY 10514
  • 149 King St Unit 15, Chappaqua, NY 10514

    $820,000

    Sold Aug 20, 2025

    149 King St Unit 15, Chappaqua, NY 10514

    • 2 Beds
    • 2.5 Baths
    • 1,925 Sq Ft
    • Built 1988

    Last Sold Summary

    • $426/SF
    • 15 Days On Market

    Last Listing Agent Janet Short Houlihan Lawrence Inc.

    149 King St Unit 15, Chappaqua, NY 10514
  • 200 S Bedford Rd, Chappaqua, NY 10514

    $1,350,000

    Sold Apr 10, 2026

    200 S Bedford Rd, Chappaqua, NY 10514

    • 3 Beds
    • 3 Baths
    • 2,364 Sq Ft
    • Built 1955

    Last Sold Summary

    • 17% Above List Price
    • $571/SF
    • 14 Days On Market

    Last Listing Agent Annette Cicinelli Keller Williams Realty Partner

    200 S Bedford Rd, Chappaqua, NY 10514
  • 150 N Bedford Rd Unit 6D, Chappaqua, NY 10514

    $699,000

    Sold Jun 04, 2026

    150 N Bedford Rd Unit 6D, Chappaqua, NY 10514

    • 2 Beds
    • 2.5 Baths
    • 1,483 Sq Ft
    • Built 1984

    Last Sold Summary

    • $471/SF
    • 17 Days On Market

    Current Estimated Value $668,685

    Last Listing Agent Sari Shaw Compass Greater NY, LLC

    150 N Bedford Rd Unit 6D, Chappaqua, NY 10514
  • 6 Dewitt Dr Unit 65, Chappaqua, NY 10514

    $1,600,000

    Sold Jul 22, 2025

    6 Dewitt Dr Unit 65, Chappaqua, NY 10514

    • 2 Beds
    • 3.5 Baths
    • 3,353 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Below List Price
    • $477/SF
    • 66 Days On Market

    Last Listing Agent Andrea Martone Houlihan Lawrence Inc.

    6 Dewitt Dr Unit 65, Chappaqua, NY 10514
  • 26 Mayberry Rd, Chappaqua, NY 10514

    $1,275,000

    Sold Oct 03, 2025

    26 Mayberry Rd, Chappaqua, NY 10514

    • 5 Beds
    • 3 Baths
    • 3,200 Sq Ft
    • Built 1964

    Last Sold Summary

    • 1% Above List Price
    • $398/SF
    • 85 Days On Market

    Current Estimated Value $1,364,464

    Last Listing Agent Edward Holmes William Raveis-New York, LLC

    26 Mayberry Rd, Chappaqua, NY 10514
  • 3 Boulder Trail, Chappaqua, NY 10514

    $2,300,000

    Sold Oct 08, 2025

    3 Boulder Trail, Chappaqua, NY 10514

    • 5 Beds
    • 4.5 Baths
    • 5,183 Sq Ft
    • Built 2000

    Last Sold Summary

    • 18% Above List Price
    • $444/SF
    • 91 Days On Market

    Current Estimated Value $2,398,667

    Last Listing Agent Nancy Strong Douglas Elliman Real Estate

    3 Boulder Trail, Chappaqua, NY 10514
  • 16 Dewitt Dr Unit 70, Chappaqua, NY 10514

    $1,570,856

    Sold Jul 25, 2025

    16 Dewitt Dr Unit 70, Chappaqua, NY 10514

    • 2 Beds
    • 3.5 Baths
    • 3,269 Sq Ft
    • Built 2025

    Last Sold Summary

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

    Current Estimated Value $1,603,997

    Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

    16 Dewitt Dr Unit 70, Chappaqua, NY 10514
  • 106 Random Farms Dr, Chappaqua, NY 10514

    $1,600,000

    Sold Aug 22, 2025

    106 Random Farms Dr, Chappaqua, NY 10514

    • 5 Beds
    • 3.5 Baths
    • 3,859 Sq Ft
    • Built 1920

    Last Sold Summary

    • $415/SF
    • 40 Days On Market

    Current Estimated Value $1,670,337

    Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

    106 Random Farms Dr, Chappaqua, NY 10514
  • 29 Carolyn Place, Armonk, NY 10504

    $3,370,000

    Sold Aug 13, 2025

    29 Carolyn Place, Armonk, NY 10504

    • 5 Beds
    • 4.5 Baths
    • 7,448 Sq Ft
    • Built 1972

    Last Sold Summary

    • 4% Below List Price
    • $452/SF
    • 46 Days On Market

    Current Estimated Value $3,577,533

    Last Listing Agent Brian Milton Compass Greater NY, LLC

    29 Carolyn Place, Armonk, NY 10504
  • 356 N Greeley Ave Unit 28G, Chappaqua, NY 10514

    $460,000

    Sold May 01, 2026

    356 N Greeley Ave Unit 28G, Chappaqua, NY 10514

    • 1 Bed
    • 1.5 Baths
    • 1,207 Sq Ft
    • Built 1988

    Last Sold Summary

    • 15% Below List Price
    • $381/SF
    • 162 Days On Market

    Current Estimated Value $472,834

    Last Listing Agent Alicja Bohmrich Houlihan Lawrence Inc.

    356 N Greeley Ave Unit 28G, Chappaqua, NY 10514
  • 9 Whitlaw Ln, Chappaqua, NY 10514

    $1,655,800

    Sold Apr 21, 2026

    9 Whitlaw Ln, Chappaqua, NY 10514

    • 4 Beds
    • 2.5 Baths
    • 2,932 Sq Ft
    • Built 1969

    Last Sold Summary

    • 12% Above List Price
    • $565/SF
    • 10 Days On Market

    Current Estimated Value $1,522,469

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

    9 Whitlaw Ln, Chappaqua, NY 10514
  • 4 Carriage Ln Unit 82, Chappaqua, NY 10514

    $1,658,000

    Sold Aug 25, 2025

    4 Carriage Ln Unit 82, Chappaqua, NY 10514

    • 2 Beds
    • 3.5 Baths
    • 3,614 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Below List Price
    • $459/SF
    • 47 Days On Market

    Last Listing Agent Andrea Martone Houlihan Lawrence Inc.

    4 Carriage Ln Unit 82, Chappaqua, NY 10514
  • 375 Quaker Rd, Chappaqua, NY 10514

    $752,000

    Sold Aug 19, 2025

    375 Quaker Rd, Chappaqua, NY 10514

    • 3 Beds
    • 2.5 Baths
    • 2,084 Sq Ft
    • Built 1910

    Last Sold Summary

    • 16% Above List Price
    • $361/SF
    • 17 Days On Market

    Current Estimated Value $913,324

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

    375 Quaker Rd, Chappaqua, NY 10514
  • 93 Haights Cross Rd, Chappaqua, NY 10514

    $2,960,000

    Sold Dec 26, 2025

    93 Haights Cross Rd, Chappaqua, NY 10514

    • 4 Beds
    • 4.5 Baths
    • 6,542 Sq Ft
    • Built 1979

    Last Sold Summary

    • 15% Below List Price
    • $452/SF
    • 102 Days On Market

    Current Estimated Value $3,077,164

    Last Listing Agent Cindy Glynn Compass Greater NY, LLC

    93 Haights Cross Rd, Chappaqua, NY 10514
  • 380 Whippoorwill Rd, Chappaqua, NY 10514

    $525,000

    Sold Oct 16, 2025

    380 Whippoorwill Rd, Chappaqua, NY 10514

    • 3 Beds
    • 2 Baths
    • 880 Sq Ft
    • Built 1927

    Last Sold Summary

    • 16% Below List Price
    • $597/SF
    • 61 Days On Market

    Current Estimated Value $730,660

    Last Listing Agent Sari Shaw Compass Greater NY, LLC

    380 Whippoorwill Rd, Chappaqua, NY 10514
  • 25 Longview Ln, Chappaqua, NY 10514

    $1,620,000

    Sold Jun 17, 2026

    25 Longview Ln, Chappaqua, NY 10514

    • 4 Beds
    • 3.5 Baths
    • 3,193 Sq Ft
    • Built 1979

    Last Sold Summary

    • 25% Above List Price
    • $507/SF
    • 12 Days On Market

    Current Estimated Value $1,315,960

    Last Listing Agent Cindy Glynn Compass Greater NY, LLC

    25 Longview Ln, Chappaqua, NY 10514
  • 326 Millwood Rd, Chappaqua, NY 10514

    $999,000

    Sold Aug 18, 2025

    326 Millwood Rd, Chappaqua, NY 10514

    • 3 Beds
    • 3.5 Baths
    • 2,313 Sq Ft
    • Built 1924

    Last Sold Summary

    • $432/SF
    • 3 Days On Market

    Current Estimated Value $1,084,340

    Last Listing Agent Cindy Glynn Compass Greater NY, LLC

    326 Millwood Rd, Chappaqua, NY 10514
  • 8 Turtleback Way, Chappaqua, NY 10514

    $2,635,000

    Sold Aug 25, 2025

    8 Turtleback Way, Chappaqua, NY 10514

    • 5 Beds
    • 4.5 Baths
    • 6,649 Sq Ft
    • Built 1999

    Last Sold Summary

    • 6% Above List Price
    • $396/SF
    • 10 Days On Market

    Current Estimated Value $2,699,597

    Last Listing Agent Michele Iasich-Pagnotta Houlihan & O'Malley R. E. Serv

    8 Turtleback Way, Chappaqua, NY 10514
  • 71 Commodore Rd, Chappaqua, NY 10514

    $1,290,000

    Sold Jan 21, 2026

    71 Commodore Rd, Chappaqua, NY 10514

    • 3 Beds
    • 2 Baths
    • 1,957 Sq Ft
    • Built 1955

    Last Sold Summary

    • 11% Below List Price
    • $659/SF
    • 37 Days On Market

    Current Estimated Value $1,310,363

    Last Listing Agent Cindy Glynn Compass Greater NY, LLC

    71 Commodore Rd, Chappaqua, NY 10514
  • 2 Whippoorwill Close, Chappaqua, NY 10514

    $2,000,000

    Sold Feb 09, 2026

    2 Whippoorwill Close, Chappaqua, NY 10514

    • 4 Beds
    • 3.5 Baths
    • 3,022 Sq Ft
    • Built 1980

    Last Sold Summary

    • 14% Above List Price
    • $662/SF
    • 4 Days On Market

    Current Estimated Value $1,933,333

    Last Listing Agent Cindy Glynn Compass Greater NY, LLC

    2 Whippoorwill Close, Chappaqua, NY 10514
  • 10 Tall Timber, Mount Kisco, NY 10549

    $1,800,000

    Sold Jul 24, 2025

    10 Tall Timber, Mount Kisco, NY 10549

    • 4 Beds
    • 2.5 Baths
    • 3,354 Sq Ft
    • Built 1960

    Last Sold Summary

    • 20% Above List Price
    • $537/SF
    • 10 Days On Market

    Current Estimated Value $1,921,749

    Last Listing Agent Lindsay Matthews Houlihan Lawrence Inc.

    10 Tall Timber, Mount Kisco, NY 10549
  • 514 Saw Mill River Rd, Millwood, NY 10546

    $950,000

    Sold Jul 17, 2025

    514 Saw Mill River Rd, Millwood, NY 10546

    • 3 Beds
    • 3 Baths
    • 2,296 Sq Ft
    • Built 1976

    Last Sold Summary

    • 7% Above List Price
    • $414/SF
    • 6 Days On Market

    Current Estimated Value $1,016,226

    Last Listing Agent Hiralben Trivedi Compass Greater NY, LLC

    514 Saw Mill River Rd, Millwood, NY 10546
  • 6 Whippoorwill Lake Rd, Chappaqua, NY 10514

    $1,720,000

    Sold Feb 04, 2026

    6 Whippoorwill Lake Rd, Chappaqua, NY 10514

    • 4 Beds
    • 3.5 Baths
    • 3,244 Sq Ft
    • Built 1979

    Last Sold Summary

    • 4% Above List Price
    • $530/SF
    • 25 Days On Market

    Current Estimated Value $1,739,959

    Last Listing Agent Sari Shaw Compass Greater NY, LLC

    6 Whippoorwill Lake Rd, Chappaqua, NY 10514
  • 3 Sunset Dr, Chappaqua, NY 10514

    $1,775,000

    Sold Jul 17, 2025

    3 Sunset Dr, Chappaqua, NY 10514

    • 4 Beds
    • 3.5 Baths
    • 3,587 Sq Ft
    • Built 1969

    Last Sold Summary

    • 11% Above List Price
    • $495/SF
    • 7 Days On Market

    Current Estimated Value $1,894,662

    Last Listing Agent Debra Goldenberg Compass Greater NY, LLC

    3 Sunset Dr, Chappaqua, NY 10514
  • 10 Carriage Ln Unit 85, Chappaqua, NY 10514

    $1,679,000

    Sold Sep 18, 2025

    10 Carriage Ln Unit 85, Chappaqua, NY 10514

    • 2 Beds
    • 3.5 Baths
    • 3,269 Sq Ft
    • Built 2025

    Last Sold Summary

    • $514/SF
    • 137 Days On Market

    Last Listing Agent Andrea Martone Houlihan Lawrence Inc.

    10 Carriage Ln Unit 85, Chappaqua, NY 10514
  • 40 Smith St, Chappaqua, NY 10514

    $2,000,000

    Sold Apr 28, 2026

    40 Smith St, Chappaqua, NY 10514

    • 4 Beds
    • 2.5 Baths
    • 2,658 Sq Ft
    • Built 1927

    Last Sold Summary

    • 38% Above List Price
    • $752/SF
    • 7 Days On Market

    Current Estimated Value $1,641,354

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

    40 Smith St, Chappaqua, NY 10514
  • 16 Garey Dr, Chappaqua, NY 10514

    $1,125,000

    Sold Jul 21, 2025

    16 Garey Dr, Chappaqua, NY 10514

    • 4 Beds
    • 2.5 Baths
    • 1,888 Sq Ft
    • Built 1958

    Last Sold Summary

    • 25% Above List Price
    • $596/SF
    • 18 Days On Market

    Current Estimated Value $1,232,542

    Last Listing Agent Sherry Wiggs Houlihan Lawrence Inc.

    16 Garey Dr, Chappaqua, NY 10514
  • 41 Valley Ln, Chappaqua, NY 10514

    $1,320,000

    Sold Dec 11, 2025

    41 Valley Ln, Chappaqua, NY 10514

    • 3 Beds
    • 2.5 Baths
    • 2,034 Sq Ft
    • Built 1972

    Last Sold Summary

    • 2% Above List Price
    • $649/SF
    • 10 Days On Market

    Current Estimated Value $1,369,703

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

    41 Valley Ln, Chappaqua, NY 10514
  • 9 Point Place, Chappaqua, NY 10514

    $1,725,000

    Sold Oct 31, 2025

    9 Point Place, Chappaqua, NY 10514

    • 4 Beds
    • 3.5 Baths
    • 4,100 Sq Ft
    • Built 2019

    Last Sold Summary

    • 11% Above List Price
    • $421/SF
    • 24 Days On Market

    Current Estimated Value $1,826,860

    Last Listing Agent Mark Boyland Keller Williams Realty Partner

    9 Point Place, Chappaqua, NY 10514
  • 2 Carriage Ln Unit 81, Chappaqua, NY 10514

    $1,747,995

    Sold Sep 19, 2025

    2 Carriage Ln Unit 81, Chappaqua, NY 10514

    • 2 Beds
    • 3.5 Baths
    • 3,269 Sq Ft
    • Built 2024

    Last Sold Summary

    • $535/SF
    • 235 Days On Market

    Current Estimated Value $1,887,391

    Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

    2 Carriage Ln Unit 81, Chappaqua, NY 10514

Showing Results 1 - 40, Page 1 of 4

How to Buy a Home How to Finance a Home How to Sell a Home