Recently Sold Chappaqua, NY Homes

• 

  $1,280,000 Sold Jan 03, 2025

  21 Flag Hill Rd, Chappaqua, NY 10514

  • 5 Beds
  • 3 Baths
  • 3,113 Sq Ft
  • Built 1972

  Last Sold Summary

  • 8% Above List Price
  • $411/SF
  • 16 Days On Market

  Current Estimated Value $1,312,333

  Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

  21 Flag Hill 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

  Last Listing Agent Mark Boyland Keller Williams Realty Partner

  59 Crest Rd, Chappaqua, NY 10514
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  $1,600,000 Sold Jan 21, 2025

  14 Alta Ln, Chappaqua, NY 10514

  • 5 Beds
  • 6 Baths
  • 5,111 Sq Ft
  • Built 1979

  Last Sold Summary

  • 11% Below List Price
  • $313/SF
  • 48 Days On Market

  Current Estimated Value $1,724,317

  Last Listing Agent Stacey Rechler Douglas Elliman Real Estate

  14 Alta Ln, Chappaqua, NY 10514
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  $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 $2,202,810

  Last Listing Agent Sari Shaw Compass Greater NY, LLC

  97 Random Farms Dr, 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 $1,827,239

  Last Listing Agent Pamela Akin Douglas Elliman Real Estate

  24 Hunting Ridge Rd, 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 $1,496,342

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

  45 Crossways, 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
• 

  $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
• 

  $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 $1,741,504

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

  33 W Orchard 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 $1,637,394

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  52 Old Lyme Rd, Chappaqua, NY 10514

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