Chappaqua, NY Homes

• 

  $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
• 

  Est $1,747,065 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,307 Sq Ft

  20 Suzanne Ln, Chappaqua, NY 10514

  20 Suzanne Ln, 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
• 

  Est $2,552,612 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 5,570 Sq Ft

  95 Valley Ln, Chappaqua, NY 10514

  95 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

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

  41 Valley Ln, Chappaqua, NY 10514
• 

  Est $1,479,468 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 4,447 Sq Ft

  1266 Hardscrabble Rd, Chappaqua, NY 10514

  1266 Hardscrabble Rd, 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
• 

  Est $1,377,445 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,186 Sq Ft

  24 Hilltop Dr, Chappaqua, NY 10514

  24 Hilltop Dr, 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

  Last Listing Agent Mark Boyland Keller Williams Realty Partner

  9 Point Place, Chappaqua, NY 10514
• 

  Est $1,382,300 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,762 Sq Ft

  20 Hilltop Dr, Chappaqua, NY 10514

  20 Hilltop Dr, 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
• 

  Est $1,345,723 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,836 Sq Ft

  48 Hilltop Dr, Chappaqua, NY 10514

  48 Hilltop Dr, 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
• 

  Est $2,554,920 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 5,395 Sq Ft

  66 Hilltop Dr, Chappaqua, NY 10514

  66 Hilltop 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
• 

  Est $1,619,348 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,369 Sq Ft

  2 West Way, Chappaqua, NY 10514

  2 West Way, 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
• 

  Est $2,350,418 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 6,444 Sq Ft

  1 Green Ln, Chappaqua, NY 10514

  1 Green Ln, 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
• 

  Est $1,681,101 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,291 Sq Ft

  55 Shadow Brook Pkwy, Chappaqua, NY 10514

  55 Shadow Brook Pkwy, 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
• 

  Est $1,476,080 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,946 Sq Ft

  29 Crossways, Chappaqua, NY 10514

  29 Crossways, 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
• 

  Est $573,135 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  309 N Greeley Ave Unit 5C1, Chappaqua, NY 10514

  309 N Greeley Ave Unit 5C1, Chappaqua, NY 10514
• 

  $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
• 

  Est $642,431 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,563 Sq Ft

  377 N Greeley Ave Unit 39A, Chappaqua, NY 10514

  377 N Greeley Ave Unit 39A, 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
• 

  Est $451,273 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,008 Sq Ft

  370 N Greeley Ave, Chappaqua, NY 10514

  370 N Greeley Ave, 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
• 

  Est $560,655 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,226 Sq Ft

  301 N Greeley Ave, Chappaqua, NY 10514

  301 N Greeley Ave, 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
• 

  Est $492,815 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,226 Sq Ft

  325 N Greeley Ave, Chappaqua, NY 10514

  325 N Greeley Ave, 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 $2,611,894

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

  35 Ivy Hill Rd, Chappaqua, NY 10514
• 

  Est $610,243 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,650 Sq Ft

  320 N Greeley Ave, Chappaqua, NY 10514

  320 N Greeley Ave, 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
• 

  Est $1,511,634 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,812 Sq Ft

  9 Pine Cliff Rd, Chappaqua, NY 10514

  9 Pine Cliff Rd, 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
• 

  Est $1,184,387 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,352 Sq Ft

  111 Commodore Rd, Chappaqua, NY 10514

  111 Commodore 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
• 

  Est $1,336,416 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,219 Sq Ft

  345 Quaker Rd, Chappaqua, NY 10514

  345 Quaker Rd, Chappaqua, NY 10514

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