Chappaqua, NY Homes

• 

  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
• 

  $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
• 

  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
• 

  $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
• 

  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
• 

  $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
• 

  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
• 

  $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
• 

  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
• 

  $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
• 

  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
• 

  $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
• 

  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
• 

  $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
• 

  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.
• 

  $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
• 

  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
• 

  $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
• 

  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
• 

  $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
• 

  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
• 

  $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
• 

  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
• 

  $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
• 

  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.
• 

  $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
• 

  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
• 

  $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
• 

  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.
• 

  $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
• 

  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
• 

  $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
• 

  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