Chappaqua, NY Homes

• 

  Not Listed For Sale

  33 Lila Ln Unit 56, Chappaqua, NY 10514

  • 2 Beds
  • 3.5 Baths
  • 3,101 Sq Ft
  • Built 2023

  33 Lila Ln Unit 56, Chappaqua, NY 10514

  Last Sold Summary

  • $570/SF
  • 21 Days On Market

  Last Sold Price $1,768,456

  Last Listing Agent Debbe Yarosh Toll Brothers Real Estate Inc.
• 

  

  

  /20

  $475,000

  • 1 Bed
  • 1.5 Baths
  • 1,207 Sq Ft

  356 N Greeley Ave Unit 28G, Chappaqua, NY 10514

  Location, Location, Location! Chestnut Oak Complex. Dramatic and bright townhouse with natural lighting. This 1 bedroom 1.1 bath plus huge Loft/Den is in mint condition. Updated kitchen with stainless-steel appliances. Living room with high ceilings, fireplace and wall of windows is combined with spacious dining area. Updated powder room on the first level. Huge primary bedroom with with two

  Alicja Bohmrich Houlihan Lawrence Inc.

  356 N Greeley Ave Unit 28G, Chappaqua, NY 10514
• 

  $1,659,995 Sold Sep 10, 2025

  19 Wallace Way Unit 25, Chappaqua, NY 10514

  • 2 Beds
  • 4 Baths
  • 3,432 Sq Ft
  • Built 2022

  Last Sold Summary

  • 4% Below List Price
  • $484/SF
  • 91 Days On Market

  Current Estimated Value $1,702,037

  Last Listing Agent Andrea Martone Houlihan Lawrence Inc.

  19 Wallace Way Unit 25, Chappaqua, NY 10514
• 

  Not Listed For Sale

  1176 Hardscrabble Rd, Chappaqua, NY 10514

  • 4 Beds
  • 3 Baths
  • 3,537 Sq Ft
  • Built 1956

  1176 Hardscrabble Rd, Chappaqua, NY 10514

  Last Sold Summary

  • $560/SF
  • 44 Days On Market

  Last Sold Price $1,980,000

  Last Listing Agent Amy Via Houlihan Lawrence Inc.
• 

  

  

  /7

  $1,658,995 Pending

  • 2 Beds
  • 3.5 Baths
  • 3,353 Sq Ft

  11 Wallace Way Unit 18, Chappaqua, NY 10514

  To be Built! Spring 2025 move-in. 3485 square feet ! Still time to personalize interior finishes at our luxury Design Studio. Final building for sale at Chappaqua Crossing! A roaring fireplace will warm the entire home. A private rooftop terrace with included outdoor gas fireplace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this

  Andrea Martone Houlihan Lawrence Inc.

  11 Wallace Way Unit 18, Chappaqua, NY 10514
• 

  $3,400,000 Sold Sep 09, 2025

  5 Briarcliff Rd, Chappaqua, NY 10514

  • 4 Beds
  • 7 Baths
  • 7,305 Sq Ft
  • Built 2007

  Last Sold Summary

  • 8% Below List Price
  • $465/SF
  • 65 Days On Market

  Current Estimated Value $3,443,758

  Last Listing Agent Sari Shaw Compass Greater NY, LLC

  5 Briarcliff Rd, Chappaqua, NY 10514
• 

  Not Listed For Sale

  219 Hamilton Rd, Chappaqua, NY 10514

  • 6 Beds
  • 4.5 Baths
  • 4,692 Sq Ft
  • Built 1929

  219 Hamilton Rd, Chappaqua, NY 10514

  Last Sold Summary

  • $474/SF
  • 11 Days On Market

  Last Sold Price $2,225,000

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

  

  /50

  $2,599,000

  • 4 Beds
  • 4.5 Baths
  • 6,640 Sq Ft

  17 Byram Meadows Rd, Chappaqua, NY 10514

  Beautifully appointed and meticulously maintained 4 bedroom, 4 1/2 bath Colonial set on a level acre at the end of a quiet cul-de-sac in prestigious Inglenook Farm in the coveted Byram Hills Schools. A grand and light-filled two-story entry welcomes you into this refined open layout home featuring 9-foot ceilings on 1st and 2nd levels, oak flooring, and custom moldings and trim throughout. Formal

  Cindy Glynn Compass Greater NY, LLC

  17 Byram Meadows Rd, Chappaqua, NY 10514
• 

  $820,000 Sold Aug 20, 2025

  149 King St Unit 15, Chappaqua, NY 10514

  • 2 Beds
  • 2.5 Baths
  • 1,925 Sq Ft
  • Built 1988

  Last Sold Summary

  • $426/SF
  • 15 Days On Market

  Last Listing Agent Janet Short Houlihan Lawrence Inc.

  149 King St Unit 15, Chappaqua, NY 10514
• 

  Est $2,520,515 Not Listed For Sale

  16 Kittle Rd, Chappaqua, NY 10514

  • 5 Beds
  • 5.5 Baths
  • 4,249 Sq Ft
  • Built 1936

  16 Kittle Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 3% Below List Price
  • $609/SF
  • 13 Days On Market

  Last Sold Price $2,588,444

  Last Listing Agent Heather Bouza William Raveis-New York, LLC
• 

  

  /30

  $1,299,999

  • 4 Beds
  • 2.5 Baths
  • 2,460 Sq Ft

  114 Old Lyme Rd, Chappaqua, NY 10514

  Meticulously maintained and move-in ready, this light-filled 4-bedroom, 2.5-bath contemporary is set on one of Chappaqua’s most desirable streets. The open-concept layout offers seamless flow for everyday living and entertaining, enhanced by exceptional natural light throughout provided by pristine windows. Updated baths in 2025 bring a fresh, modern feel, complementing the home’s clean

  Sari Shaw Compass Greater NY, LLC

  114 Old Lyme Rd, Chappaqua, NY 10514
• 

  $1,632,000 Sold Apr 21, 2025

  81 Cross Ridge Rd, Chappaqua, NY 10514

  • 4 Beds
  • 3 Baths
  • 3,211 Sq Ft
  • Built 1963

  Last Sold Summary

  • 17% Above List Price
  • $508/SF
  • 14 Days On Market

  Current Estimated Value $1,699,095

  Last Listing Agent Pamela Akin Douglas Elliman Real Estate

  81 Cross Ridge Rd, Chappaqua, NY 10514
• 

  Est $1,686,917 Not Listed For Sale

  55 Cowdin Cir, Chappaqua, NY 10514

  • 4 Beds
  • 3.5 Baths
  • 4,045 Sq Ft
  • Built 1952

  55 Cowdin Cir, Chappaqua, NY 10514

  Last Sold Summary

  • 24% Above List Price
  • $336/SF
  • 13 Days On Market

  Last Sold Price $1,361,000

  Last Listing Agent Eric Stein RE/MAX
• 

  

  /29

  $1,199,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,069 Sq Ft

  111 Seven Bridges Rd, Chappaqua, NY 10514

  Welcome to this sparkling sun-filled ranch, this beautifully updated 4 bedroom/2.1 bath home offers an easy living floorplan, lovely landscaped property and easy access to top rated schools, shops and commuter train. Over 2000 sq ft, on an acre, offering privacy amidst a neighborhood feel. Newly renovated bathrooms, updated kitchen, freshly painted interior, and gleaming newly refinished white

  Sena Baron William Raveis-New York, LLC

  111 Seven Bridges Rd, Chappaqua, NY 10514
• 

  $1,835,000 Sold Jun 30, 2025

  20 Bristol Place, Chappaqua, NY 10514

  • 4 Beds
  • 4 Baths
  • 4,082 Sq Ft
  • Built 1965

  Last Sold Summary

  • 23% Above List Price
  • $450/SF
  • 6 Days On Market

  Current Estimated Value $1,839,333

  Last Listing Agent Kori Sassower Compass Greater NY, LLC

  20 Bristol Place, Chappaqua, NY 10514
• 

  Est $1,786,853 Not Listed For Sale

  70 Cowdin Cir, Chappaqua, NY 10514

  • 4 Beds
  • 4 Baths
  • 3,689 Sq Ft
  • Built 1963

  70 Cowdin Cir, Chappaqua, NY 10514

  Last Sold Summary

  • 12% Above List Price
  • $434/SF
  • 12 Days On Market

  Last Sold Price $1,600,018

  Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.
• 

  

  /6

  $639,000

  • Land
  • 0.17 Acre
  • $3,758,824 per Acre

  65 S Bedford Rd, Chappaqua, NY 10514

  A rare opportunity to build mixed use consisting of commercial/professional and multi-family with huge income potential.The 1st floor as commercial and the 2nd and 3rd floors residential apartments.An architect has drawn 4 concept plans ranging from commercial space and lobby with (4) 2-bedroom apartments to commercial space and lobby with (6) 1-bedroom apartments.One example:1st

  Theodore Weinstein REO Edge LLC

  65 S Bedford Rd, Chappaqua, NY 10514
• 

  $1,600,000 Sold Jul 22, 2025

  6 Dewitt Dr Unit 65, Chappaqua, NY 10514

  • 2 Beds
  • 3.5 Baths
  • 3,353 Sq Ft
  • Built 2025

  Last Sold Summary

  • 2% Below List Price
  • $477/SF
  • 66 Days On Market

  Last Listing Agent Andrea Martone Houlihan Lawrence Inc.

  6 Dewitt Dr Unit 65, Chappaqua, NY 10514
• 

  Est $2,493,620 Not Listed For Sale

  76 Cowdin Ln, Chappaqua, NY 10514

  • 4 Beds
  • 6 Baths
  • 5,600 Sq Ft
  • Built 1962

  76 Cowdin Ln, Chappaqua, NY 10514

  Last Sold Summary

  • 5% Above List Price
  • $424/SF
  • 14 Days On Market

  Last Sold Price $2,375,000

  Last Listing Agent Yona Strougo Compass Greater NY, LLC
• 

  

  /41

  $2,750,000 Pending

  • 6 Beds
  • 3.5 Baths
  • 6,532 Sq Ft

  276 Quaker Rd, Chappaqua, NY 10514

  A truly rare Chappaqua mini-estate with pool and tennis, offering resort-style living just a short walk from the town and train. Privately perched atop a hill and approached by a sweeping stone-lined driveway, this property delivers an exceptional blend of privacy, presence, and convenience—moments from shops, dining, and Metro-North. The expansive grounds are designed for all-season enjoyment,

  Sari Shaw Compass Greater NY, LLC

  276 Quaker Rd, Chappaqua, NY 10514
• 

  $1,275,000 Sold Oct 03, 2025

  26 Mayberry Rd, Chappaqua, NY 10514

  • 5 Beds
  • 3 Baths
  • 3,200 Sq Ft
  • Built 1964

  Last Sold Summary

  • 1% Above List Price
  • $398/SF
  • 85 Days On Market

  Current Estimated Value $1,276,619

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

  26 Mayberry Rd, Chappaqua, NY 10514
• 

  Est $2,975,825 Not Listed For Sale

  63 Cowdin Ln, Chappaqua, NY 10514

  • 4 Beds
  • 5.5 Baths
  • 7,764 Sq Ft
  • Built 2007

  63 Cowdin Ln, Chappaqua, NY 10514

  Last Sold Summary

  • 7% Above List Price
  • $359/SF
  • 11 Days On Market

  Last Sold Price $2,784,000

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC
• 

  

  /49

  $1,100,000 Pending

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

  29 Meadow Ln, Chappaqua, NY 10514

  Welcome to 29 Meadow Lane, ideally tucked away on a quiet, picturesque cul-de-sac in the heart of Chappaqua. Set on over half an acre of beautifully landscaped, private property, this fully updated ranch offers flexible living, modern comfort, and an exceptional location. Sidewalk-lined streets lead from the neighborhood into bucolic downtown Chappaqua, just minutes from shops, dining, and the

  Lauren Zaccaria Houlihan Lawrence Inc.

  29 Meadow Ln, Chappaqua, NY 10514
• 

  $2,300,000 Sold Oct 08, 2025

  3 Boulder Trail, Chappaqua, NY 10514

  • 5 Beds
  • 4.5 Baths
  • 5,183 Sq Ft
  • Built 2000

  Last Sold Summary

  • 18% Above List Price
  • $444/SF
  • 91 Days On Market

  Current Estimated Value $2,334,333

  Last Listing Agent Nancy Strong Douglas Elliman Real Estate

  3 Boulder Trail, Chappaqua, NY 10514
• 

  Est $2,250,038 Not Listed For Sale

  70 Cowdin Ln, Chappaqua, NY 10514

  • 4 Beds
  • 4 Baths
  • 5,309 Sq Ft
  • Built 1987

  70 Cowdin Ln, Chappaqua, NY 10514

  Last Sold Summary

  • 22% Above List Price
  • $348/SF
  • 97 Days On Market

  Last Sold Price $1,850,000

  Last Listing Agent Suzanne Sanborn William Raveis Real Estate
• 

  

  /42

  $1,399,000

  • 4 Beds
  • 2.5 Baths
  • 2,443 Sq Ft

  6 Killington St, Chappaqua, NY 10514

  Dreamy modern ranch nestled on a private landscaped acre on a cul-de-sac in sought-after Whippoorwill. A flagstone walkway leads to a covered entry. The contemporary-styled front door with cross-reed glass panels and sidelight sets a refined first impression. Designed for effortless indoor/outdoor living, the rear-facing living room anchors the home with a wood-burning fireplace and two sets of

  Stacy Levey William Raveis-New York, LLC

  6 Killington St, Chappaqua, NY 10514
• 

  $1,570,856 Sold Jul 25, 2025

  16 Dewitt Dr Unit 70, Chappaqua, NY 10514

  • 2 Beds
  • 3.5 Baths
  • 3,269 Sq Ft
  • Built 2025

  Last Sold Summary

  • 11% Below List Price
  • $481/SF
  • 323 Days On Market

  Current Estimated Value $1,602,071

  Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

  16 Dewitt Dr Unit 70, Chappaqua, NY 10514
• 

  Est $1,618,799 Not Listed For Sale

  9 Killington St, Chappaqua, NY 10514

  • 3 Beds
  • 3 Baths
  • 2,625 Sq Ft
  • Built 1968

  9 Killington St, Chappaqua, NY 10514

  Last Sold Summary

  • 7% Above List Price
  • $574/SF
  • 14 Days On Market

  Last Sold Price $1,507,717

  Last Listing Agent Natalia Wixom Compass Greater NY, LLC
• 

  

  /35

  $1,750,000

  • 3 Beds
  • 2.5 Baths
  • 2,712 Sq Ft

  4 Wright Dr, Chappaqua, NY 10514

  A rare opportunity to own one of the few true 3-bedroom townhomes in Chappaqua Crossing Carriages, a sold-out luxury community within the highly sought-after Chappaqua School District. With all three bedrooms ideally situated on the second floor — a layout rarely available here — this exceptional end unit combines smart design with high-end finishes and extensive upgrades throughout. The main

  Karin Kimtis Compass Greater NY, LLC

  4 Wright Dr, Chappaqua, NY 10514
• 

  $1,920,000 Sold Apr 21, 2025

  22 Valley Ln, Chappaqua, NY 10514

  • 4 Beds
  • 3.5 Baths
  • 4,145 Sq Ft
  • Built 1959

  Last Sold Summary

  • 1% Above List Price
  • $463/SF
  • 5 Days On Market

  Current Estimated Value $1,959,439

  Last Listing Agent Sari Shaw Compass Greater NY, LLC

  22 Valley Ln, Chappaqua, NY 10514
• 

  Est $2,552,678 Not Listed For Sale

  17 Colony Row, Chappaqua, NY 10514

  • 4 Beds
  • 6 Baths
  • 5,680 Sq Ft
  • Built 1965

  17 Colony Row, Chappaqua, NY 10514

  Last Sold Summary

  • 6% Above List Price
  • $423/SF
  • 43 Days On Market

  Last Sold Price $2,400,000

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC
• 

  

  /22

  $1,780,000 Pending

  • 2 Beds
  • 3.5 Baths
  • 2,945 Sq Ft

  26 Wallace Way, Chappaqua, NY 10514

  Welcome to 26 Wallace Way — a standout residence in the coveted, sold-out Chappaqua Crossings Carriages community. Thoughtfully designed and impeccably finished, this first-floor primary bedroom home elevates townhouse living with refined interiors, dramatic architecture, and a setting that is both private and connected.The main level makes an immediate impression with a dramatic

  Craig DeCecchis Corcoran Legends Realty

  26 Wallace Way, Chappaqua, NY 10514
• 

  $1,600,000 Sold Aug 22, 2025

  106 Random Farms Dr, Chappaqua, NY 10514

  • 5 Beds
  • 3.5 Baths
  • 3,859 Sq Ft
  • Built 1920

  Last Sold Summary

  • $415/SF
  • 40 Days On Market

  Current Estimated Value $1,611,744

  Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

  106 Random Farms Dr, Chappaqua, NY 10514
• 

  Est $1,362,785 Not Listed For Sale

  416 Bedford Rd, Chappaqua, NY 10514

  • 3 Beds
  • 3 Baths
  • 2,356 Sq Ft
  • Built 1952

  416 Bedford Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 24% Above List Price
  • $467/SF
  • 17 Days On Market

  Last Sold Price $1,100,000

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

  

  /33

  $999,999 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,220 Sq Ft

  105 Douglas Rd, Chappaqua, NY 10514

  .Welcome to this unique and charming carriage home nestled in the heart of Chappaqua. Legally 2BR but lives as 3 BR with permitted additions. Bright and sunny, set on a private 0.69-acre lot. This well-maintained residence blends timeless character with modern updates. Step inside to a welcoming entry foyer that leads to a spacious living room, complete with a cozy fireplace and French doors

  Al Posillico Keller Williams Realty Group

  105 Douglas Rd, Chappaqua, NY 10514
• 

  $1,658,000 Sold Aug 25, 2025

  4 Carriage Ln Unit 82, Chappaqua, NY 10514

  • 2 Beds
  • 3.5 Baths
  • 3,614 Sq Ft
  • Built 2025

  Last Sold Summary

  • 2% Below List Price
  • $459/SF
  • 47 Days On Market

  Last Listing Agent Andrea Martone Houlihan Lawrence Inc.

  4 Carriage Ln Unit 82, Chappaqua, NY 10514
• 

  Est $2,563,592 Not Listed For Sale

  31 Hemlock Hills, Chappaqua, NY 10514

  • 4 Beds
  • 4.5 Baths
  • 6,187 Sq Ft
  • Built 1989

  31 Hemlock Hills, Chappaqua, NY 10514

  Last Sold Summary

  • 12% Above List Price
  • $371/SF
  • 21 Days On Market

  Last Sold Price $2,294,000

  Last Listing Agent Judith Kelly Houlihan Lawrence Inc.
• 

  

  /34

  $1,195,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,407 Sq Ft

  86 Seven Bridges Rd, Chappaqua, NY 10514

  Nestled privately back from the street, this stunning residence offers a seamless blend of indoor elegance and outdoor serenity. The heart of the home is an airy, open-concept first floor anchored by a cozy wood-burning fireplace and a renovated chef’s kitchen. This level flows naturally into a bright family room with exposures on three sides. This level also opens through sliders to an expansive

  Joanna Rizoulis Julia B Fee Sothebys Int. Rlty

  86 Seven Bridges Rd, Chappaqua, NY 10514
• 

  $752,000 Sold Aug 19, 2025

  375 Quaker Rd, Chappaqua, NY 10514

  • 3 Beds
  • 2.5 Baths
  • 2,084 Sq Ft
  • Built 1910

  Last Sold Summary

  • 16% Above List Price
  • $361/SF
  • 17 Days On Market

  Current Estimated Value $855,843

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

  375 Quaker Rd, Chappaqua, NY 10514
• 

  Est $2,781,855 Not Listed For Sale

  6 Hemlock Hollow, Chappaqua, NY 10514

  • 4 Beds
  • 4.5 Baths
  • 6,422 Sq Ft
  • Built 1998

  6 Hemlock Hollow, Chappaqua, NY 10514

  Last Sold Summary

  • 16% Above List Price
  • $374/SF
  • 21 Days On Market

  Last Sold Price $2,400,000

  Last Listing Agent Sari Shaw Compass Greater NY, LLC

Showing Results 41 - 80, Page 2 of 18