Recently Sold Homes in 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

  Last Listing Agent Sari Shaw Compass Greater NY, LLC

  6 Whippoorwill Lake Rd, 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 $1,799,378

  Last Listing Agent Debra Goldenberg Compass Greater NY, LLC

  3 Sunset Dr, 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
• 

  $1,715,408 Sold May 16, 2025

  3 Dewitt Dr Unit 77, Chappaqua, NY 10514

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

  Last Sold Summary

  • 5% Above List Price
  • $525/SF
  • 39 Days On Market

  Current Estimated Value $1,762,364

  Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

  3 Dewitt Dr Unit 77, Chappaqua, NY 10514
• 

  $1,402,970 Sold Jun 23, 2025

  8 Dewitt Dr Unit 66, Chappaqua, NY 10514

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

  Last Sold Summary

  • 5% Above List Price
  • $476/SF
  • 142 Days On Market

  Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

  8 Dewitt Dr Unit 66, 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 $1,143,919

  Last Listing Agent Sherry Wiggs Houlihan Lawrence Inc.

  16 Garey Dr, 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

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

  41 Valley Ln, Chappaqua, NY 10514
• 

  $1,502,500 Sold Jun 09, 2025

  60 Cross Ridge Rd, Chappaqua, NY 10514

  • 3 Beds
  • 2 Baths
  • 2,426 Sq Ft
  • Built 1960

  Last Sold Summary

  • 16% Above List Price
  • $619/SF
  • 6 Days On Market

  Current Estimated Value $1,487,329

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

  60 Cross Ridge Rd, 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 $1,725,947

  Last Listing Agent Mark Boyland Keller Williams Realty Partner

  9 Point Place, 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 $1,759,692

  Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

  2 Carriage Ln Unit 81, Chappaqua, NY 10514
• 

  $1,391,022 Sold Oct 23, 2025

  6 Algonquin Dr, Chappaqua, NY 10514

  • 4 Beds
  • 3.5 Baths
  • 3,776 Sq Ft
  • Built 1952

  Last Sold Summary

  • 16% Above List Price
  • $368/SF
  • 30 Days On Market

  Current Estimated Value $1,385,905

  Last Listing Agent Lindsay Rothman Compass Greater NY LLC

  6 Algonquin Dr, Chappaqua, NY 10514
• 

  $732,500 Sold Dec 15, 2025

  30 Rambling Brook Rd, Chappaqua, NY 10514

  • 2 Beds
  • 2.5 Baths
  • 1,244 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $589/SF
  • 24 Days On Market

  Last Listing Agent Amanda Acard Nestedge Realty

  30 Rambling Brook Rd, Chappaqua, NY 10514
• 

  $1,530,000 Sold Sep 12, 2025

  31 Wynnewood Rd, Chappaqua, NY 10514

  • 4 Beds
  • 3 Baths
  • 2,420 Sq Ft
  • Built 1928

  Last Sold Summary

  • 22% Above List Price
  • $632/SF
  • 9 Days On Market

  Current Estimated Value $1,469,553

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  31 Wynnewood Rd, Chappaqua, NY 10514
• 

  $1,150,000 Sold May 06, 2025

  44 Wynnewood Rd, Chappaqua, NY 10514

  • 2 Beds
  • 2 Baths
  • 1,922 Sq Ft
  • Built 1937

  Last Sold Summary

  • 35% Above List Price
  • $598/SF
  • 8 Days On Market

  Current Estimated Value $1,080,005

  Last Listing Agent Barbara Pagliuca Houlihan Lawrence Inc.

  44 Wynnewood 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

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

  56 Annandale Rd, Chappaqua, NY 10514
• 

  $912,483 Sold Mar 21, 2025

  9 Elm St, Chappaqua, NY 10514

  • 4 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 1905

  Last Sold Summary

  • 1% Above List Price
  • $634/SF
  • 133 Days On Market

  Current Estimated Value $800,064

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

  9 Elm St, Chappaqua, NY 10514
• 

  $2,597,511 Sold Dec 04, 2025

  482 Armonk Rd, Mount Kisco, NY 10549

  • 5 Beds
  • 4.5 Baths
  • 4,348 Sq Ft
  • Built 1936

  Last Sold Summary

  • 4% Above List Price
  • $597/SF
  • 121 Days On Market

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

  482 Armonk Rd, Mount Kisco, NY 10549
• 

  $425,000 Sold Feb 25, 2025

  39 Barnes Ln, Chappaqua, NY 10514

  • Land
  • 1.06 Acres
  • $400,943 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 87 Days On Market

  Current Estimated Value $647,706

  Last Listing Agent Sari Shaw Compass Greater NY, LLC

  39 Barnes Ln, Chappaqua, NY 10514
• 

  $1,600,000 Sold Jul 09, 2025

  25 Campfire Rd, Chappaqua, NY 10514

  • 3 Beds
  • 4 Baths
  • 4,086 Sq Ft
  • Built 1937

  Last Sold Summary

  • 19% Above List Price
  • $392/SF
  • 7 Days On Market

  Current Estimated Value $1,604,809

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  25 Campfire Rd, Chappaqua, NY 10514
• 

  $1,519,995 Sold May 16, 2025

  7 Dewitt Dr Unit 79, Chappaqua, NY 10514

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

  Last Sold Summary

  • 11% Below List Price
  • $421/SF
  • 354 Days On Market

  Current Estimated Value $1,583,218

  Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

  7 Dewitt Dr Unit 79, Chappaqua, NY 10514
• 

  $3,375,000 Sold May 14, 2025

  72 Carolyn Place, Chappaqua, NY 10514

  • 4 Beds
  • 8 Baths
  • 8,291 Sq Ft
  • Built 2000

  Last Sold Summary

  • 4% Below List Price
  • $407/SF
  • 140 Days On Market

  Current Estimated Value $3,504,084

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  72 Carolyn Place, Chappaqua, NY 10514
• 

  $2,512,255 Sold Jul 11, 2025

  35 Ivy Hill Rd, Chappaqua, NY 10514

  • 5 Beds
  • 4.5 Baths
  • 4,004 Sq Ft
  • Built 1942

  Last Sold Summary

  • 13% Below List Price
  • $627/SF
  • 47 Days On Market

  Current Estimated Value $2,651,715

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

  35 Ivy Hill Rd, Chappaqua, NY 10514
• 

  $1,804,000 Sold Jul 31, 2025

  10 Glen Terrace, Chappaqua, NY 10514

  • 4 Beds
  • 3.5 Baths
  • 3,219 Sq Ft
  • Built 1972

  Last Sold Summary

  • 27% Above List Price
  • $560/SF
  • 7 Days On Market

  Current Estimated Value $1,788,805

  Last Listing Agent Brendan Preston Houlihan Lawrence Inc.

  10 Glen Terrace, Chappaqua, NY 10514
• 

  $1,500,000 Sold Jun 17, 2025

  23 Round Hill Rd, Chappaqua, NY 10514

  • 5 Beds
  • 3.5 Baths
  • 3,230 Sq Ft
  • Built 1964

  Last Sold Summary

  • 9% Above List Price
  • $464/SF
  • 25 Days On Market

  Current Estimated Value $1,592,764

  Last Listing Agent Michael Levy eXp Realty

  23 Round Hill Rd, 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

  Last Listing Agent Brendan Preston Houlihan Lawrence Inc.

  27 Deepwood Hill, Chappaqua, NY 10514
• 

  $875,000 Sold Aug 06, 2025

  341 Millwood Rd, Chappaqua, NY 10514

  • 4 Beds
  • 2.5 Baths
  • 2,541 Sq Ft
  • Built 1964

  Last Sold Summary

  • 3% Below List Price
  • $344/SF
  • 32 Days On Market

  Last Listing Agent Jo Ann Reilly Julia B Fee Sothebys Int. Rlty

  341 Millwood Rd, Chappaqua, NY 10514
• 

  $1,415,000 Sold Jun 06, 2025

  24 Greenbriar Dr, Chappaqua, NY 10514

  • 4 Beds
  • 3 Baths
  • 2,781 Sq Ft
  • Built 1978

  Last Sold Summary

  • 23% Above List Price
  • $509/SF
  • 10 Days On Market

  Current Estimated Value $1,430,333

  Last Listing Agent Jennifer Harris Compass Greater NY, LLC

  24 Greenbriar Dr, Chappaqua, NY 10514
• 

  $1,250,000 Sold Jun 20, 2025

  64 Stornowaye St, Chappaqua, NY 10514

  • 3 Beds
  • 2 Baths
  • 2,144 Sq Ft
  • Built 1973

  Last Sold Summary

  • 4% Above List Price
  • $583/SF
  • 11 Days On Market

  Current Estimated Value $1,289,854

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

  64 Stornowaye St, Chappaqua, NY 10514
• 

  $1,850,000 Sold Sep 02, 2025

  42 Cross Ridge Rd, Chappaqua, NY 10514

  • 3 Beds
  • 3 Baths
  • 3,102 Sq Ft
  • Built 1959

  Last Sold Summary

  • 35% Above List Price
  • $596/SF
  • 7 Days On Market

  Current Estimated Value $1,726,798

  Last Listing Agent Pamela Akin Douglas Elliman Real Estate

  42 Cross Ridge 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 $855,701

  Last Listing Agent Daniel Berger RE/MAX Prestige Properties

  816 Hardscrabble Rd, Chappaqua, NY 10514
• 

  $1,025,000 Sold Aug 22, 2025

  100 Castle Rd, Chappaqua, NY 10514

  • 3 Beds
  • 3.5 Baths
  • 2,590 Sq Ft
  • Built 1996

  Last Sold Summary

  • 9% Below List Price
  • $396/SF
  • 19 Days On Market

  Current Estimated Value $1,046,640

  Last Listing Agent Alicja Bohmrich Houlihan Lawrence Inc.

  100 Castle Rd, Chappaqua, NY 10514
• 

  $995,000 Sold Jul 28, 2025

  2 Woodmill Rd, Chappaqua, NY 10514

  • 5 Beds
  • 3.5 Baths
  • 5,227 Sq Ft
  • Built 1900

  Last Sold Summary

  • 15% Below List Price
  • $190/SF
  • 55 Days On Market

  Current Estimated Value $1,474,091

  Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

  2 Woodmill Rd, Chappaqua, NY 10514
• 

  $1,500,000 Sold Apr 14, 2025

  3 Greenridge Dr, Chappaqua, NY 10514

  • 4 Beds
  • 3.5 Baths
  • 4,183 Sq Ft
  • Built 1991

  Last Sold Summary

  • 12% Below List Price
  • $359/SF
  • 13 Days On Market

  Current Estimated Value $1,590,533

  Last Listing Agent MaryAnn Bayer Compass Greater NY, LLC

  3 Greenridge Dr, Chappaqua, NY 10514
• 

  $655,000 Sold Apr 01, 2025

  366 Saw Mill River Rd, Millwood, NY 10546

  • 3 Beds
  • 1.5 Baths
  • 1,417 Sq Ft
  • Built 1928

  Last Sold Summary

  • 9% Above List Price
  • $462/SF
  • 12 Days On Market

  Current Estimated Value $674,142

  Last Listing Agent Susan Myers Nestedge Realty

  366 Saw Mill River Rd, Millwood, NY 10546
• 

  $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 $1,701,336

  Last Listing Agent Suzan Zeolla Houlihan Lawrence Inc.

  43 Random Farms Cir, Chappaqua, NY 10514
• 

  $999,999 Sold Aug 18, 2025

  9 Campfire Rd, Chappaqua, NY 10514

  • 2 Beds
  • 1.5 Baths
  • 2,300 Sq Ft
  • Built 1930

  Last Sold Summary

  • 7% Below List Price
  • $435/SF
  • 21 Days On Market

  Current Estimated Value $1,028,351

  Last Listing Agent Therese Herrero Coldwell Banker Realty

  9 Campfire Rd, Chappaqua, NY 10514
• 

  $727,500 Sold May 28, 2025

  386 N Greeley Ave Unit 43B, Chappaqua, NY 10514

  • 2 Beds
  • 2 Baths
  • 1,660 Sq Ft
  • Built 1984

  Last Sold Summary

  • 12% Above List Price
  • $438/SF
  • 11 Days On Market

  Current Estimated Value $726,637

  Last Listing Agent Rachel Lacoste Houlihan Lawrence Inc.

  386 N Greeley Ave Unit 43B, Chappaqua, NY 10514
• 

  $970,000 Sold May 30, 2025

  33 Kipp St, Chappaqua, NY 10514

  • 3 Beds
  • 1.5 Baths
  • 1,923 Sq Ft
  • Built 1850

  Last Sold Summary

  • 5% Above List Price
  • $504/SF
  • 11 Days On Market

  Current Estimated Value $1,012,569

  Last Listing Agent Deena Bouchier Compass Greater NY, LLC

  33 Kipp St, Chappaqua, NY 10514
• 

  $2,244,055 Sold Mar 18, 2025

  19 Random Farms Cir, Chappaqua, NY 10514

  • 4 Beds
  • 4.5 Baths
  • 4,847 Sq Ft
  • Built 1993

  Last Sold Summary

  • 21% Above List Price
  • $463/SF
  • 6 Days On Market

  Current Estimated Value $2,362,691

  Last Listing Agent Sari Shaw Compass Greater NY, LLC

  19 Random Farms Cir, Chappaqua, NY 10514
• 

  $635,000 Sold Mar 28, 2025

  173 Birchwood Close Unit 173, Chappaqua, NY 10514

  • 2 Beds
  • 2 Baths
  • 1,724 Sq Ft
  • Built 1987

  Last Sold Summary

  • 3% Above List Price
  • $368/SF
  • 6 Days On Market

  Current Estimated Value $690,686

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  173 Birchwood Close Unit 173, Chappaqua, NY 10514

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