4,409

Chappaqua, NY Homes

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    • 2 West Way, Chappaqua, NY 10514

      Est $1,597,258 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

      • 14% Above List Price
      • $592/SF
      • 13 Days On Market
      • Last Sold Price $1,402,000
      • Sep 11, 2023

      Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

  • /35

    $2,200,000 Pending

    • 4 Beds
    • 4.5 Baths
    • 5,012 Sq Ft

    15 Haights Cross Rd, Chappaqua, NY 10514

    A serene, light-filled retreat where modern design meets timeless comfort, this exceptional four bedroom four and one half bath contemporary residence offers an elevated lifestyle in one of Chappaqua’s most coveted settings. Set along a premier Chappaqua road on nearly three acres, the home is defined by its airy interiors, soaring ceilings, light hardwood floors throughout, and walls of windows

    Donna Gordon Julia B Fee Sothebys Int. Rlty

    15 Haights Cross Rd, Chappaqua, NY 10514
  • 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 $2,642,900

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

    35 Ivy Hill Rd, Chappaqua, NY 10514
    • 1 Green Ln, Chappaqua, NY 10514

      Est $2,242,756 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

      • 28% Above List Price
      • $273/SF
      • 15 Days On Market
      • Last Sold Price $1,757,500
      • Aug 21, 2023

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

  • /40

    $1,336,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,417 Sq Ft

    148 Devoe Rd, Chappaqua, NY 10514

    Classic Devoe Road colonial! A covered front portico welcomes you to this timeless traditional 3-bedroom, 2.5-bath colonial-style home. The spacious living room, anchored by a wood burning fireplace and lined with custom bookshelves enjoys radiant sunshine from the oversized true divided light picture window overlooking the front of the residence. The living room adjoins the formal dining room,

    Stacy Levey William Raveis-New York, LLC

    148 Devoe Rd, Chappaqua, NY 10514
  • 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 $1,800,722

    Last Listing Agent Brendan Preston Houlihan Lawrence Inc.

    10 Glen Terrace, Chappaqua, NY 10514
    • 55 Shadow Brook Pkwy, Chappaqua, NY 10514

      Est $1,636,257 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

      • 25% Above List Price
      • $398/SF
      • 49 Days On Market
      • Last Sold Price $1,310,000
      • Apr 26, 2024

      Last Listing Agent Eric Stein RE/MAX

  • /33

    $1,599,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,496 Sq Ft

    34 Turner Dr, Chappaqua, NY 10514

    Welcome to 34 Turner Drive South -- an expanded and gracious 4-bedroom, 2-1/2 Bath, Farmhouse Colonial nestled at the end of a private drive. This special home is set on over an acre of flat, private property, surrounded by towering trees and tranquil woods. The interior features 3 fireplaces, custom millwork, hardwood floors and classic architectural details. The main level has a gracious Living

    Victoria Miller Compass Greater NY, LLC

    34 Turner Dr, Chappaqua, NY 10514
  • 23 Round Hill 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 $1,595,524

    Last Listing Agent Michael Levy eXp Realty

    23 Round Hill Rd, Chappaqua, NY 10514
    • 30 Lori Ln, Chappaqua, NY 10514

      Est $1,293,298 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

      • 8% Above List Price
      • $524/SF
      • 3 Days On Market
      • Last Sold Price $1,200,000
      • Feb 28, 2025

      Last Listing Agent Dana Goldman Compass Greater NY, LLC

  • /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
  • 27 Deepwood Hill, 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

    Current Estimated Value $1,522,299

    Last Listing Agent Brendan Preston Houlihan Lawrence Inc.

    27 Deepwood Hill, Chappaqua, NY 10514
    • 29 Crossways, Chappaqua, NY 10514

      Est $1,495,770 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
      • Jan 07, 2025

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

  • /30

    $829,000

    • 4 Beds
    • 2.5 Baths
    • 1,584 Sq Ft

    73 S Bedford Rd, Chappaqua, NY 10514

    Welcome home to this well-maintained residence in the heart of vibrant Chappaqua! This 4 bedroom and 2.5 full bathroom house is located in the award-winning Chappaqua school district. Step inside to discover gleaming hardwood floors throughout, a cozy living room with a wood-burning fireplace, and a bright, charming dining room. The kitchen features ample cabinetry, granite countertops, and

    Thomas Hennerty

    73 S Bedford Rd, Chappaqua, NY 10514
  • 341 Millwood Rd, 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

    Current Estimated Value $1,333,149

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

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

      Est $557,445 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

      • 3% Above List Price
      • $450/SF
      • 8 Days On Market
      • Last Sold Price $540,000
      • Aug 26, 2024

      Last Listing Agent Deena Bouchier Compass Greater NY, LLC

  • /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
  • 24 Greenbriar Dr, 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 $1,422,667

    Last Listing Agent Jennifer Harris Compass Greater NY, LLC

    24 Greenbriar Dr, Chappaqua, NY 10514
    • 377 N Greeley Ave Unit 39A, Chappaqua, NY 10514

      Est $632,966 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

      • 13% Above List Price
      • $358/SF
      • 31 Days On Market
      • Last Sold Price $560,000
      • Dec 04, 2024

      Last Listing Agent Marie DiBella Homes By Mara

  • /22

    $849,000

    • 3 Beds
    • 2.5 Baths
    • 1,539 Sq Ft

    88 Farm Lake Crescent Rd Unit 88, Chappaqua, NY 10514

    Welcome to 88 Farm Lake Crescent, a beautifully maintained three-bedroom, two-and-a-half-bath residence in the highly desirable Old Farm Lake community in Chappaqua.Bathed in natural light, this inviting home offers a thoughtfully designed floor plan ideal for both comfortable living and effortless entertaining. Sliding glass doors open to a private deck overlooking Farm Lake, creating a

    Joanna Rizoulis Julia B Fee Sothebys Int. Rlty

    88 Farm Lake Crescent Rd Unit 88, Chappaqua, NY 10514
  • 64 Stornowaye St, 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 $1,296,847

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

    64 Stornowaye St, Chappaqua, NY 10514
    • 370 N Greeley Ave, Chappaqua, NY 10514

      Est $446,645 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

      • 28% Above List Price
      • $347/SF
      • 31 Days On Market
      • Last Sold Price $350,000
      • Nov 27, 2023

      Last Listing Agent Samantha Pitman Houlihan Lawrence Inc.

  • 42 Cross Ridge Rd, 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 $1,716,658

    Last Listing Agent Pamela Akin Douglas Elliman Real Estate

    42 Cross Ridge Rd, Chappaqua, NY 10514
    • 301 N Greeley Ave, Chappaqua, NY 10514

      Est $528,063 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

      • 10% Above List Price
      • $392/SF
      • 14 Days On Market
      • Last Sold Price $480,000
      • Jul 19, 2023

      Last Listing Agent George Esquilin William Raveis-New York LLC

  • 100 Castle 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 $1,078,384

    Last Listing Agent Alicja Bohmrich Houlihan Lawrence Inc.

    100 Castle Rd, Chappaqua, NY 10514
    • 325 N Greeley Ave, Chappaqua, NY 10514

      Est $498,594 Not Listed For Sale

      325 N Greeley Ave, Chappaqua, NY 10514

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

      Last Sold Summary

      • 21% Above List Price
      • $336/SF
      • 17 Days On Market
      • Last Sold Price $412,000
      • Aug 27, 2024

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

  • 2 Woodmill 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 $1,374,277

    Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

    2 Woodmill Rd, Chappaqua, NY 10514
    • 320 N Greeley Ave, Chappaqua, NY 10514

      Est $580,485 Not Listed For Sale

      320 N Greeley Ave, Chappaqua, NY 10514

      • 2 Beds
      • 2 Baths
      • 1,650 Sq Ft
      • Built 1988
      320 N Greeley Ave, Chappaqua, NY 10514

      Last Sold Summary

      • 22% Above List Price
      • $288/SF
      • 8 Days On Market
      • Last Sold Price $475,000
      • Aug 11, 2023

      Last Listing Agent Janet Auer Coldwell Banker Realty

  • 43 Random Farms Cir, Chappaqua, NY 10514

    $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 $1,745,274

    Last Listing Agent Suzan Zeolla Houlihan Lawrence Inc.

    43 Random Farms Cir, Chappaqua, NY 10514
    • 9 Pine Cliff Rd, Chappaqua, NY 10514

      Est $1,498,585 Not Listed For Sale

      9 Pine Cliff Rd, Chappaqua, NY 10514

      • 3 Beds
      • 3 Baths
      • 1,812 Sq Ft
      • Built 1927
      9 Pine Cliff Rd, Chappaqua, NY 10514

      Last Sold Summary

      • 3% Above List Price
      • $800/SF
      • 3 Days On Market
      • Last Sold Price $1,450,000
      • Apr 25, 2024

      Last Listing Agent Carine Nowak Compass Greater NY, LLC

  • 9 Campfire Rd, 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 $1,067,286

    Last Listing Agent Therese Herrero Coldwell Banker Realty

    9 Campfire Rd, Chappaqua, NY 10514
    • 111 Commodore Rd, Chappaqua, NY 10514

      Est $1,175,367 Not Listed For Sale

      111 Commodore Rd, Chappaqua, NY 10514

      • 4 Beds
      • 2.5 Baths
      • 2,352 Sq Ft
      • Built 1955
      111 Commodore Rd, Chappaqua, NY 10514

      Last Sold Summary

      • 29% Above List Price
      • $387/SF
      • 31 Days On Market
      • Last Sold Price $910,000
      • Apr 17, 2024

      Last Listing Agent Mary Worstell Real Property Purveyors Inc.

  • 386 N Greeley Ave Unit 43B, 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 $726,361

    Last Listing Agent Rachel Lacoste Houlihan Lawrence Inc.

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

      Est $1,396,596 Not Listed For Sale

      345 Quaker Rd, Chappaqua, NY 10514

      • 3 Beds
      • 2.5 Baths
      • 2,219 Sq Ft
      • Built 1927
      345 Quaker Rd, Chappaqua, NY 10514

      Last Sold Summary

      • 18% Above List Price
      • $532/SF
      • 11 Days On Market
      • Last Sold Price $1,180,000
      • Jun 30, 2023

      Last Listing Agent Jennifer Harris Compass Greater NY, LLC

  • 29 Meadow Ln, Chappaqua, NY 10514

    $1,300,033 Sold Mar 27, 2026

    29 Meadow Ln, Chappaqua, NY 10514

    • 4 Beds
    • 2.5 Baths
    • 2,445 Sq Ft
    • Built 1960

    Last Sold Summary

    • 18% Above List Price
    • $532/SF
    • 10 Days On Market

    Current Estimated Value $1,116,914

    Last Listing Agent Lauren Zaccaria Houlihan Lawrence Inc.

    29 Meadow Ln, Chappaqua, NY 10514
    • 85 Commodore Rd, Chappaqua, NY 10514

      Est $1,967,820 Not Listed For Sale

      85 Commodore Rd, Chappaqua, NY 10514

      • 5 Beds
      • 3.5 Baths
      • 3,432 Sq Ft
      • Built 1927
      85 Commodore Rd, Chappaqua, NY 10514

      Last Sold Summary

      • 19% Above List Price
      • $484/SF
      • 7 Days On Market
      • Last Sold Price $1,660,000
      • Jul 31, 2023

      Last Listing Agent Brendan Preston Houlihan Lawrence Inc.

  • 33 Kipp St, 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 $1,001,968

    Last Listing Agent Deena Bouchier Compass Greater NY, LLC

    33 Kipp St, Chappaqua, NY 10514
    • 2 Chappaqua Mountain Rd, Chappaqua, NY 10514

      Est $1,438,920 Not Listed For Sale

      2 Chappaqua Mountain Rd, Chappaqua, NY 10514

      • 3 Beds
      • 3 Baths
      • 2,945 Sq Ft
      • Built 1956
      2 Chappaqua Mountain Rd, Chappaqua, NY 10514

      Last Sold Summary

      • 13% Above List Price
      • $431/SF
      • 130 Days On Market
      • Last Sold Price $1,270,000
      • Jan 30, 2024

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

  • 19 Stony Hollow, Chappaqua, NY 10514

    $2,250,000 Sold Mar 04, 2026

    19 Stony Hollow, Chappaqua, NY 10514

    • 3 Beds
    • 4.5 Baths
    • 3,880 Sq Ft
    • Built 1994

    Last Sold Summary

    • 13% Above List Price
    • $580/SF
    • 14 Days On Market

    Current Estimated Value $2,035,129

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

    19 Stony Hollow, Chappaqua, NY 10514
    • 10 Birch Ln, Chappaqua, NY 10514

      Est $1,523,166 Not Listed For Sale

      10 Birch Ln, Chappaqua, NY 10514

      • 4 Beds
      • 3 Baths
      • 3,022 Sq Ft
      • Built 1962
      10 Birch Ln, Chappaqua, NY 10514

      Last Sold Summary

      • 22% Above List Price
      • $414/SF
      • 11 Days On Market
      • Last Sold Price $1,250,000
      • Jul 21, 2023

      Last Listing Agent Donna Gordon Julia B Fee Sothebys Int. Rlty

Showing Results 161 - 200, Page 5 of 18

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