Recently Sold Homes in 10514

• 

  $1,280,000 Sold Sep 03, 2025

  5 Crossways, Chappaqua, NY 10514

  • 4 Beds
  • 2.5 Baths
  • 2,212 Sq Ft
  • Built 1934

  Last Sold Summary

  • 16% Above List Price
  • $579/SF
  • 14 Days On Market

  Current Estimated Value $1,257,258

  Last Listing Agent Jill Urban Compass Greater NY, LLC

  5 Crossways, Chappaqua, NY 10514
• 

  $1,615,000 Sold Aug 01, 2025

  7 High Point Cir, Chappaqua, NY 10514

  • 4 Beds
  • 3.5 Baths
  • 4,099 Sq Ft
  • Built 1985

  Last Sold Summary

  • 6% Above List Price
  • $394/SF
  • 13 Days On Market

  Current Estimated Value $1,651,617

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  7 High Point Cir, Chappaqua, NY 10514
• 

  $1,175,000 Sold Oct 27, 2025

  495 Quaker Rd, Chappaqua, NY 10514

  • 3 Beds
  • 2 Baths
  • 2,695 Sq Ft
  • Built 1961

  Last Sold Summary

  • 9% Above List Price
  • $436/SF
  • 7 Days On Market

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

  495 Quaker Rd, Chappaqua, NY 10514
• 

  $1,800,000 Sold Oct 09, 2025

  73 Random Farms Dr, Chappaqua, NY 10514

  • 5 Beds
  • 4.5 Baths
  • 5,089 Sq Ft
  • Built 1991

  Last Sold Summary

  • $354/SF
  • 15 Days On Market

  Last Listing Agent Alicja Bohmrich Houlihan Lawrence Inc.

  73 Random Farms Dr, Chappaqua, NY 10514
• 

  $2,315,000 Sold Jul 14, 2025

  55 Deepwood Dr, Chappaqua, NY 10514

  • 4 Beds
  • 3.5 Baths
  • 4,199 Sq Ft
  • Built 1927

  Last Sold Summary

  • 23% Above List Price
  • $551/SF
  • 13 Days On Market

  Current Estimated Value $2,263,138

  Last Listing Agent Avital Soldatenko Houlihan Lawrence Inc.

  55 Deepwood Dr, Chappaqua, NY 10514
• 

  $2,225,000 Sold Jul 29, 2025

  1 West Place, Chappaqua, NY 10514

  • 3 Beds
  • 3.5 Baths
  • 3,176 Sq Ft
  • Built 1948

  Last Sold Summary

  • 24% Above List Price
  • $701/SF
  • 10 Days On Market

  Current Estimated Value $2,146,731

  Last Listing Agent Jennifer Harris Compass Greater NY, LLC

  1 West Place, Chappaqua, NY 10514
• 

  $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
• 

  $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
• 

  $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
• 

  $737,500 Sold Sep 15, 2025

  403 Saw Mill River Rd, Millwood, NY 10546

  • 3 Beds
  • 2 Baths
  • 1,644 Sq Ft
  • Built 1957

  Last Sold Summary

  • 2% Below List Price
  • $449/SF
  • 33 Days On Market

  Current Estimated Value $767,036

  Last Listing Agent Allison Jaffe Key Real Estate Services, LLC

  403 Saw Mill River Rd, Millwood, NY 10546
• 

  $770,200 Sold Sep 10, 2025

  400 Saw Mill River Rd, Millwood, NY 10546

  • 3 Beds
  • 2 Baths
  • 1,687 Sq Ft
  • Built 1929

  Last Sold Summary

  • 4% Above List Price
  • $457/SF
  • 16 Days On Market

  Current Estimated Value $758,930

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

  400 Saw Mill River Rd, Millwood, NY 10546
• 

  $709,000 Sold Nov 19, 2025

  448 Saw Mill River Rd, Millwood, NY 10546

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1950

  Last Sold Summary

  • 10% Below List Price
  • $473/SF
  • 42 Days On Market

  Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

  448 Saw Mill River Rd, Millwood, NY 10546
• 

  $1,650,000 Sold Jul 02, 2025

  7 Taylor Rd, Mount Kisco, NY 10549

  • 4 Beds
  • 3.5 Baths
  • 3,432 Sq Ft
  • Built 1965

  Last Sold Summary

  • 2% Below List Price
  • $481/SF
  • 41 Days On Market

  Current Estimated Value $1,659,127

  Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

  7 Taylor Rd, Mount Kisco, NY 10549

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