4,404

Chappaqua, NY Homes

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  • 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
    • 1283 Hardscrabble Rd, Chappaqua, NY 10514

      Est $1,226,717 Not Listed For Sale

      1283 Hardscrabble Rd, Chappaqua, NY 10514

      • 3 Beds
      • 2 Baths
      • 2,830 Sq Ft
      • Built 1820
      1283 Hardscrabble Rd, Chappaqua, NY 10514

      Last Sold Summary

      • 39% Above List Price
      • $311/SF
      • 94 Days On Market

      Last Sold Price $880,000

      Last Listing Agent Sari Shaw Compass Greater NY, LLC

  • 14 Valley Ln, Chappaqua, NY 10514
    14 Valley Ln, Chappaqua, NY 10514
    14 Valley Ln, Chappaqua, NY 10514
    /38

    $1,250,000 Pending

    • 3 Beds
    • 3.5 Baths
    • 2,900 Sq Ft

    14 Valley Ln, Chappaqua, NY 10514

    Experience timeless design and modern comfort in this stunning mid-century modern home, perfectly situated on 2.3 flat, open acres in the heart of Chappaqua. With three bedrooms, an office, and a spacious loft that lives like a four-bedroom, this property offers versatility and style for today’s lifestyle.Step inside and be captivated by walls of glass and abundant natural light framing

    Harriet Libov Houlihan Lawrence Inc.

    14 Valley Ln, Chappaqua, NY 10514
  • 3 Dewitt Dr Unit 77, 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 $1,750,189

    Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

    3 Dewitt Dr Unit 77, Chappaqua, NY 10514
    • 650 Quaker Rd, Chappaqua, NY 10514

      Est $2,418,806 Not Listed For Sale

      650 Quaker Rd, Chappaqua, NY 10514

      • 5 Beds
      • 6 Baths
      • 6,349 Sq Ft
      • Built 2012
      650 Quaker Rd, Chappaqua, NY 10514

      Last Sold Summary

      • 15% Above List Price
      • $331/SF
      • 46 Days On Market

      Last Sold Price $2,100,000

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

  • 168 Birchwood Close Unit 168, Chappaqua, NY 10514
    168 Birchwood Close Unit 168, Chappaqua, NY 10514
    168 Birchwood Close Unit 168, Chappaqua, NY 10514
    /29

    $469,000 Pending

    • 1 Bed
    • 1 Bath
    • 837 Sq Ft

    168 Birchwood Close Unit 168, Chappaqua, NY 10514

    Rarely offered end unit, one bedroom condo located in the highly desirable Old Farm Lake community in Chappaqua, this home presents a unique opportunity to enjoy privacy, space, and outdoor living in a setting that combines convenience with a resort style lifestyle. The end unit positioning provides exceptional natural light throughout the day, creating a bright and welcoming atmosphere from the

    Kimberly Cacace Howard Hanna Rand Realty

    168 Birchwood Close Unit 168, Chappaqua, NY 10514
  • 8 Dewitt Dr Unit 66, 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
    • 20 Suzanne Ln, Chappaqua, NY 10514

      Est $1,741,766 Not Listed For Sale

      20 Suzanne Ln, Chappaqua, NY 10514

      • 4 Beds
      • 3.5 Baths
      • 3,307 Sq Ft
      • Built 1965
      20 Suzanne Ln, Chappaqua, NY 10514

      Last Sold Summary

      • 12% Above List Price
      • $471/SF
      • 8 Days On Market

      Last Sold Price $1,556,200

      Last Listing Agent MaryAnn Bayer Compass Greater NY, LLC

  • 150 Bedford Rd Unit 12A, Chappaqua, NY 10514
    150 Bedford Rd Unit 12A, Chappaqua, NY 10514
    150 Bedford Rd Unit 12A, Chappaqua, NY 10514
    /17

    $569,000

    • 2 Beds
    • 1.5 Baths
    • 924 Sq Ft

    150 Bedford Rd Unit 12A, Chappaqua, NY 10514

    Welcome to this move-in-ready 2-bedroom, 2-bath residence in highly sought-after Chappaqua Commons. Recently refreshed with thoughtful updates throughout, this sun-filled home combines modern finishes with effortless convenience.The spacious open-concept living and dining area features brand-new flooring (2025) and a seamless flow to the updated kitchen, boasting new countertops and

    Sari Shaw Compass Greater NY, LLC

    150 Bedford Rd Unit 12A, 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 $1,144,487

    Last Listing Agent Sherry Wiggs Houlihan Lawrence Inc.

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

      Est $2,460,291 Not Listed For Sale

      95 Valley Ln, Chappaqua, NY 10514

      • 5 Beds
      • 5 Baths
      • 5,570 Sq Ft
      • Built 1979
      95 Valley Ln, Chappaqua, NY 10514

      Last Sold Summary

      • 5% Above List Price
      • $422/SF
      • 13 Days On Market

      Last Sold Price $2,350,018

      Last Listing Agent Deena Bouchier Compass Greater NY, LLC

  • 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 $1,318,537

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

    41 Valley Ln, Chappaqua, NY 10514
    • 1266 Hardscrabble Rd, Chappaqua, NY 10514

      Est $1,340,115 Not Listed For Sale

      1266 Hardscrabble Rd, Chappaqua, NY 10514

      • 5 Beds
      • 4 Baths
      • 4,447 Sq Ft
      • Built 1956
      1266 Hardscrabble Rd, Chappaqua, NY 10514

      Last Sold Summary

      • 52% Above List Price
      • $198/SF
      • 18 Days On Market

      Last Sold Price $880,000

      Last Listing Agent Bill Reilly Billingsley Realty

  • 60 Cross Ridge 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 $1,498,471

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

    60 Cross Ridge Rd, Chappaqua, NY 10514
    • 24 Hilltop Dr, Chappaqua, NY 10514

      Est $1,274,959 Not Listed For Sale

      24 Hilltop Dr, Chappaqua, NY 10514

      • 3 Beds
      • 3 Baths
      • 3,186 Sq Ft
      • Built 1964
      24 Hilltop Dr, Chappaqua, NY 10514

      Last Sold Summary

      • 28% Above List Price
      • $314/SF
      • 27 Days On Market

      Last Sold Price $999,000

      Last Listing Agent Kile Boga-Ibric Houlihan Lawrence Inc.

  • 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 $1,743,162

    Last Listing Agent Mark Boyland Keller Williams Realty Partner

    9 Point Place, Chappaqua, NY 10514
    • 20 Hilltop Dr, Chappaqua, NY 10514

      Est $1,382,610 Not Listed For Sale

      20 Hilltop Dr, Chappaqua, NY 10514

      • 4 Beds
      • 2.5 Baths
      • 2,762 Sq Ft
      • Built 1966
      20 Hilltop Dr, Chappaqua, NY 10514

      Last Sold Summary

      • 16% Above List Price
      • $431/SF
      • 7 Days On Market

      Last Sold Price $1,190,000

      Last Listing Agent Keri Cipriano William Raveis Real Estate

  • 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 $1,765,513

    Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

    2 Carriage Ln Unit 81, Chappaqua, NY 10514
    • 48 Hilltop Dr, Chappaqua, NY 10514

      Est $1,320,783 Not Listed For Sale

      48 Hilltop Dr, Chappaqua, NY 10514

      • 4 Beds
      • 2.5 Baths
      • 1,836 Sq Ft
      • Built 1969
      48 Hilltop Dr, Chappaqua, NY 10514

      Last Sold Summary

      • 10% Above List Price
      • $654/SF
      • 10 Days On Market

      Last Sold Price $1,200,000

      Last Listing Agent Lori Meringolo Houlihan Lawrence Inc.

  • 6 Algonquin 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 $1,384,017

    Last Listing Agent Lindsay Rothman Compass Greater NY LLC

    6 Algonquin Dr, Chappaqua, NY 10514
    • 66 Hilltop Dr, Chappaqua, NY 10514

      Est $2,537,544 Not Listed For Sale

      66 Hilltop Dr, Chappaqua, NY 10514

      • 4 Beds
      • 4.5 Baths
      • 5,395 Sq Ft
      • Built 1966
      66 Hilltop Dr, Chappaqua, NY 10514

      Last Sold Summary

      • 5% Above List Price
      • $448/SF
      • 7 Days On Market

      Last Sold Price $2,415,000

      Last Listing Agent Sari Shaw Compass Greater NY, LLC

  • 30 Rambling Brook Rd, 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

    Current Estimated Value $739,970

    Last Listing Agent Amanda Acard Nestedge Realty

    30 Rambling Brook Rd, Chappaqua, NY 10514
    • 2 West Way, Chappaqua, NY 10514

      Est $1,571,726 Not Listed For Sale

      2 West Way, Chappaqua, NY 10514

      • 4 Beds
      • 3 Baths
      • 2,369 Sq Ft
      • Built 1949
      2 West Way, Chappaqua, NY 10514

      Last Sold Summary

      • 12% Above List Price
      • $592/SF
      • 13 Days On Market

      Last Sold Price $1,402,000

      Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

  • 31 Wynnewood 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 $1,501,992

    Last Listing Agent Cindy Glynn Compass Greater NY, LLC

    31 Wynnewood Rd, Chappaqua, NY 10514
    • 1 Green Ln, Chappaqua, NY 10514

      Est $2,194,896 Not Listed For Sale

      1 Green Ln, Chappaqua, NY 10514

      • 4 Beds
      • 6 Baths
      • 6,444 Sq Ft
      • Built 1987
      1 Green Ln, Chappaqua, NY 10514

      Last Sold Summary

      • 25% Above List Price
      • $273/SF
      • 15 Days On Market

      Last Sold Price $1,757,500

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

  • 44 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 $1,085,520

    Last Listing Agent Barbara Pagliuca Houlihan Lawrence Inc.

    44 Wynnewood Rd, Chappaqua, NY 10514
    • 55 Shadow Brook Pkwy, Chappaqua, NY 10514

      Est $1,602,752 Not Listed For Sale

      55 Shadow Brook Pkwy, Chappaqua, NY 10514

      • 5 Beds
      • 3 Baths
      • 3,291 Sq Ft
      • Built 1964
      55 Shadow Brook Pkwy, Chappaqua, NY 10514

      Last Sold Summary

      • 22% Above List Price
      • $398/SF
      • 49 Days On Market

      Last Sold Price $1,310,000

      Last Listing Agent Eric Stein RE/MAX

  • 56 Annandale 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

    Current Estimated Value $1,837,620

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

    56 Annandale Rd, Chappaqua, NY 10514
    • 30 Lori Ln, Chappaqua, NY 10514

      Est $1,246,536 Not Listed For Sale

      30 Lori Ln, Chappaqua, NY 10514

      • 4 Beds
      • 3 Baths
      • 2,288 Sq Ft
      • Built 1994
      30 Lori Ln, Chappaqua, NY 10514

      Last Sold Summary

      • 4% Above List Price
      • $524/SF
      • 3 Days On Market

      Last Sold Price $1,200,000

      Last Listing Agent Dana Goldman Compass Greater NY, LLC

  • 9 Elm St, 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 $801,625

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

    9 Elm St, Chappaqua, NY 10514
    • 29 Crossways, Chappaqua, NY 10514

      Est $1,493,115 Not Listed For Sale

      29 Crossways, Chappaqua, NY 10514

      • 3 Beds
      • 2.5 Baths
      • 2,946 Sq Ft
      • Built 1921
      29 Crossways, Chappaqua, NY 10514

      Last Sold Summary

      • 5% Above List Price
      • $484/SF
      • 6 Days On Market

      Last Sold Price $1,425,000

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

  • 25 Campfire Rd, 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 $1,602,401

    Last Listing Agent Cindy Glynn Compass Greater NY, LLC

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

      Est $550,881 Not Listed For Sale

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

      • 2 Beds
      • 1 Bath
      • 1,200 Sq Ft
      • Built 1988
      309 N Greeley Ave Unit 5C1, Chappaqua, NY 10514

      Last Sold Summary

      • 2% Above List Price
      • $450/SF
      • 8 Days On Market

      Last Sold Price $540,000

      Last Listing Agent Deena Bouchier Compass Greater NY, LLC

  • 7 Dewitt Dr Unit 79, 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 $1,578,325

    Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

    7 Dewitt Dr Unit 79, Chappaqua, NY 10514
    • 377 N Greeley Ave Unit 39A, Chappaqua, NY 10514

      Est $627,916 Not Listed For Sale

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

      • 2 Beds
      • 2 Baths
      • 1,563 Sq Ft
      • Built 1984
      377 N Greeley Ave Unit 39A, Chappaqua, NY 10514

      Last Sold Summary

      • 12% Above List Price
      • $358/SF
      • 31 Days On Market

      Last Sold Price $560,000

      Last Listing Agent Marie DiBella Homes By Mara

  • 72 Carolyn Place, 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 $3,416,461

    Last Listing Agent Cindy Glynn Compass Greater NY, LLC

    72 Carolyn Place, Chappaqua, NY 10514
    • 370 N Greeley Ave, Chappaqua, NY 10514

      Est $442,211 Not Listed For Sale

      370 N Greeley Ave, Chappaqua, NY 10514

      • 1 Bed
      • 1.5 Baths
      • 1,008 Sq Ft
      • Built 1988
      370 N Greeley Ave, Chappaqua, NY 10514

      Last Sold Summary

      • 26% Above List Price
      • $347/SF
      • 31 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Samantha Pitman Houlihan Lawrence Inc.

  • 35 Ivy Hill Rd, 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 $2,648,430

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

    35 Ivy Hill Rd, Chappaqua, NY 10514
    • 301 N Greeley Ave, Chappaqua, NY 10514

      Est $523,992 Not Listed For Sale

      301 N Greeley Ave, Chappaqua, NY 10514

      • 1 Bed
      • 1.5 Baths
      • 1,226 Sq Ft
      • Built 1988
      301 N Greeley Ave, Chappaqua, NY 10514

      Last Sold Summary

      • 9% Above List Price
      • $392/SF
      • 14 Days On Market

      Last Sold Price $480,000

      Last Listing Agent George Esquilin William Raveis-New York LLC

  • 10 Glen Terrace, 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 $1,795,096

    Last Listing Agent Brendan Preston Houlihan Lawrence Inc.

    10 Glen Terrace, Chappaqua, NY 10514

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