Chappaqua, NY Homes

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  Not Listed For Sale

  35 Lila Ln Unit 57, Chappaqua, NY 10514

  • 2 Beds
  • 3.5 Baths
  • 3,386 Sq Ft
  • Built 2023

  35 Lila Ln Unit 57, Chappaqua, NY 10514

  Last Sold Summary

  • $588/SF
  • 115 Days On Market

  • Last Sold Price $1,990,428
  • Oct 25, 2024

  Last Listing Agent Debbe Yarosh Toll Brothers Real Estate Inc.
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  /23

  $1,425,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,921 Sq Ft

  110 Marcourt Dr, Chappaqua, NY 10514

  Picturesque and spectacular center hall Colonial, beautifully situated on a cul de sac in the highly sought-after Dodge Farms neighborhood of Chappaqua. This sun-filled home blends suburban convenience with timeless warmth and character, offering generous-sized rooms and remarkable versatility throughout. The thoughtfully renovated chef's kitchen and baths complement a seamless flow ideal for

  Stephanie Garbuio Houlihan Lawrence Inc.

  110 Marcourt Dr, 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 $1,850,333

  Last Listing Agent Kori Sassower Compass Greater NY, LLC

  20 Bristol Place, Chappaqua, NY 10514
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  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
  • Oct 22, 2024

  Last Listing Agent Debbe Yarosh Toll Brothers Real Estate Inc.
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  /26

  $1,095,000

  • 4 Beds
  • 4 Baths
  • 2,108 Sq Ft

  3 Elm St, Chappaqua, NY 10514

  Discover this 4-bed two-family home in Chappaqua, NY, offering strong income potential, a prime village location, and excellent commuter convenience just one mile from the train. Ideal for investors or owner-occupants, this updated colonial duplex features two fully leased 2-bedroom, 2-bath units, each with approximately 1,054 square feet, private in-unit laundry, hardwood floors, covered front

  Edward Holmes William Raveis-New York, LLC

  3 Elm St, Chappaqua, NY 10514
• 

  $1,350,000 Sold Apr 10, 2026

  200 S Bedford Rd, Chappaqua, NY 10514

  • 3 Beds
  • 3 Baths
  • 2,364 Sq Ft
  • Built 1955

  Last Sold Summary

  • 17% Above List Price
  • $571/SF
  • 14 Days On Market

  Current Estimated Value $840,667

  Last Listing Agent Annette Cicinelli Keller Williams Realty Partner

  200 S Bedford Rd, Chappaqua, NY 10514
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  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
  • Dec 17, 2024

  Last Listing Agent Amy Via Houlihan Lawrence Inc.
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  /18

  $699,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,483 Sq Ft

  150 N Bedford Rd Unit 6D, Chappaqua, NY 10514

  Immaculate townhouse in a desirable walk-to-town location close to shops, restaurants, and the train. Refinished maple hardwood floors, custom built-ins, and a fireplace define the main living level, highlighted by a dramatic wall of windows with sunset views. Newer Pella sliders open to a private deck for seamless indoor-outdoor living. Custom stair railings, upgraded solid interior doors, and

  Sari Shaw Compass Greater NY, LLC

  150 N Bedford Rd Unit 6D, Chappaqua, NY 10514
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  $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
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  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
  • Aug 20, 2024

  Last Listing Agent Stacy Levey William Raveis-New York, LLC
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  /21

  $1,195,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,178 Sq Ft

  26 Meadow Ln, Chappaqua, NY 10514

  Welcome to 26 Meadow Lane, a pristine 2,178-square-foot ranch set on over half an acre of flat, beautifully landscaped property in one of Chappaqua’s most coveted residential neighborhoods. A rocking chair front porch and Belgian block-lined driveway offer an immediate sense of arrival, while sidewalk-lined streets connect the neighborhood to the acclaimed village of Chappaqua, minutes from

  Lauren Zaccaria Houlihan Lawrence Inc.

  26 Meadow Ln, 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 $1,281,496

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

  26 Mayberry Rd, Chappaqua, NY 10514
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  Est $2,604,055 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

  • 1% Above List Price
  • $609/SF
  • 13 Days On Market

  • Last Sold Price $2,588,444
  • Jun 07, 2024

  Last Listing Agent Heather Bouza Compass Greater NY, LLC
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  /39

  $1,599,999 Pending

  • 4 Beds
  • 3 Baths
  • 3,672 Sq Ft

  734 King St, Chappaqua, NY 10514

  Thoughtfully reimagined farmhouse with barn, this distinctive 4-bedroom, 3-bath home blends historic charm with striking modern design. Set on close to 2 private acres surrounded by mature trees, the property offers exceptional privacy and a peaceful natural setting. Inside, soaring ceilings, oversized windows, and multiple skylights flood the home with natural light. The open-concept living

  Sari Shaw Compass Greater NY, LLC

  734 King St, 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 $2,342,333

  Last Listing Agent Nancy Strong Douglas Elliman Real Estate

  3 Boulder Trail, Chappaqua, NY 10514
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  Est $1,707,797 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

  • 25% Above List Price
  • $336/SF
  • 13 Days On Market

  • Last Sold Price $1,361,000
  • Dec 14, 2023

  Last Listing Agent Eric Stein RE/MAX
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  /8

  $2,895,000

  • 4 Beds
  • 5.5 Baths
  • 4,589 Sq Ft

  39 Barnes Ln, Chappaqua, NY 10514

  Exceptional new construction opportunity in the highly sought-after Chappaqua School District, currently being built with anticipated completion in August 2026. Early buyers will have the rare chance to customize many of the final finishes and tailor the home to their personal style. This thoughtfully designed home offers 4 bedrooms and 5.1 bathrooms, with a highly desirable layout that lives

  Karin Kimtis Compass Greater NY, LLC

  39 Barnes Ln, Chappaqua, NY 10514
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  $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 $1,611,848

  Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

  16 Dewitt Dr Unit 70, Chappaqua, NY 10514
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  Est $1,803,865 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

  • 13% Above List Price
  • $434/SF
  • 12 Days On Market

  • Last Sold Price $1,600,018
  • Dec 04, 2024

  Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.
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  /40

  $1,299,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,193 Sq Ft

  25 Longview Ln, Chappaqua, NY 10514

  Tastefully updated and well maintained, this sophisticated yet traditional Contemporary home offers the perfect balance of elegance and comfort in the highly sought-after Chappaqua school district. The light-filled, open floor plan welcomes you with spacious rooms, soaring ceilings, and a floor-to-ceiling stone fireplace anchoring the dramatic great room. The expansive eat-in kitchen is a chef’s

  Cindy Glynn Compass Greater NY, LLC

  25 Longview Ln, 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 $1,628,585

  Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

  106 Random Farms Dr, Chappaqua, NY 10514
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  Est $1,653,547 Not Listed For Sale

  64 Cowdin Cir, Chappaqua, NY 10514

  • 3 Beds
  • 2.5 Baths
  • 2,911 Sq Ft
  • Built 1962

  64 Cowdin Cir, Chappaqua, NY 10514

  Last Sold Summary

  • 3% Above List Price
  • $552/SF
  • 14 Days On Market

  • Last Sold Price $1,607,000
  • Mar 11, 2025

  Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.
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  /36

  $1,599,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 3,121 Sq Ft

  40 Kings Ct, Chappaqua, NY 10514

  A truly exceptional offering, this picture-perfect 1930s Colonial blends timeless elegance with modern luxury. Set on beautifully landscaped property in a serene setting yet just a moment away from town. Impeccably maintained, tastefully expanded & renovated, the home showcases refined design, effortless flow, and enduring architectural charm.The main level is thoughtfully designed with a

  Jennifer Harris Compass Greater NY, LLC

  40 Kings Ct, Chappaqua, NY 10514
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  $460,000 Sold May 01, 2026

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

  • 1 Bed
  • 1.5 Baths
  • 1,207 Sq Ft
  • Built 1988

  Last Sold Summary

  • 15% Below List Price
  • $381/SF
  • 162 Days On Market

  Current Estimated Value $470,967

  Last Listing Agent Alicja Bohmrich Houlihan Lawrence Inc.

  356 N Greeley Ave Unit 28G, Chappaqua, NY 10514
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  Est $2,490,238 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
  • Aug 02, 2024

  Last Listing Agent Yona Strougo Compass Greater NY, LLC
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  /23

  $1,625,000

  • 3 Beds
  • 4 Baths
  • 2,576 Sq Ft

  17 Lila Ln, Chappaqua, NY 10514

  Welcome to this sophisticated carriage home at 17 Lila Lane, offering a rare blend of contemporary luxury and maintenance-free living within the prestigious Chappaqua Crossing community. The thoughtfully designed layout is anchored by a gorgeous chef’s kitchen, featuring a large center island with ample seating and a premium JennAir appliance package. Equally enticing is the coveted first-floor

  Jocelyn Cloder Compass Greater NY, LLC

  17 Lila Ln, Chappaqua, NY 10514
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  $1,655,800 Sold Apr 21, 2026

  9 Whitlaw Ln, Chappaqua, NY 10514

  • 4 Beds
  • 2.5 Baths
  • 2,932 Sq Ft
  • Built 1969

  Last Sold Summary

  • 12% Above List Price
  • $565/SF
  • 10 Days On Market

  Current Estimated Value $1,401,919

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

  9 Whitlaw Ln, Chappaqua, NY 10514
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  Est $2,986,213 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
  • Jul 30, 2024

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC
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  /42

  $1,799,000

  • 2 Beds
  • 3.5 Baths
  • 3,574 Sq Ft

  2 Dewitt Dr, Chappaqua, NY 10514

  Welcome to 2 DeWitt Drive — a stunning 2025-built carriage home offering refined luxury and effortless living in one of Chappaqua’s most desirable communities. This light-filled corner residence spans 3,574 square feet with 2 spacious bedrooms (lives like a 3BR) and 3.5 baths, thoughtfully designed with high-end finishes and sophisticated upgrades throughout. Expansive windows flood the home with

  Joann Galluccio William Raveis-New York LLC

  2 Dewitt Dr, 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
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  Est $2,227,866 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

  • 20% Above List Price
  • $348/SF
  • 97 Days On Market

  • Last Sold Price $1,850,000
  • Nov 04, 2024

  Last Listing Agent Suzanne Sanborn William Raveis Real Estate
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  /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
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  $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 $882,092

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

  375 Quaker Rd, Chappaqua, NY 10514
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  Est $1,665,293 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

  • 10% Above List Price
  • $574/SF
  • 14 Days On Market

  • Last Sold Price $1,507,717
  • Dec 20, 2024

  Last Listing Agent Natalia Wixom Compass Greater NY, LLC
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  /41

  $1,600,000

  • 4 Beds
  • 3.5 Baths
  • 3,138 Sq Ft

  14 Crossways, Chappaqua, NY 10514

  Most “walk-to-town” homes ask you to compromise on space, privacy, or both. At 14 Crossways, you get all three. Set less than a mile from the Chappaqua station, it combines true walkability with more than 3,100 square feet of well-organized living space on a private, level half-acre. Carefully maintained and thoughtfully improved, it is also a house designed for entertaining. At its center, the

  Jonathan Cape Julia B Fee Sothebys Int. Rlty

  14 Crossways, Chappaqua, NY 10514
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  $2,960,000 Sold Dec 26, 2025

  93 Haights Cross Rd, Chappaqua, NY 10514

  • 4 Beds
  • 4.5 Baths
  • 6,542 Sq Ft
  • Built 1979

  Last Sold Summary

  • 15% Below List Price
  • $452/SF
  • 102 Days On Market

  Current Estimated Value $2,991,645

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  93 Haights Cross Rd, Chappaqua, NY 10514
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  Est $2,543,276 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
  • Jan 03, 2025

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC
• 

  

  /30

  $1,299,999 Pending

  • 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
• 

  $525,000 Sold Oct 16, 2025

  380 Whippoorwill Rd, Chappaqua, NY 10514

  • 3 Beds
  • 2 Baths
  • 880 Sq Ft
  • Built 1927

  Last Sold Summary

  • 16% Below List Price
  • $597/SF
  • 61 Days On Market

  Current Estimated Value $660,849

  Last Listing Agent Sari Shaw Compass Greater NY, LLC

  380 Whippoorwill Rd, Chappaqua, NY 10514
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  Est $1,371,310 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

  • 25% Above List Price
  • $467/SF
  • 17 Days On Market

  • Last Sold Price $1,100,000
  • Aug 22, 2023

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

Showing Results 41 - 80, Page 2 of 18