Chappaqua, NY Homes

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  Est $2,643,654 Not Listed For Sale

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

  31 Hemlock Hills, Chappaqua, NY 10514

  31 Hemlock Hills, Chappaqua, NY 10514
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  /48

  $1,099,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,918 Sq Ft

  124 Seven Bridges Rd, Chappaqua, NY 10514

  Set on 3.25 private acres of lush formal gardens and mature woodlands, this one-of-a-kind Chappaqua residence is a rare architectural treasure. Designed in the 1930s by renowned Westchester architect James Renwick Thomson, the home blends refined sophistication with warm, inviting charm—offering an unparalleled living experience just minutes from the heart of town. From Palladian windows and

  Cindy Glynn Compass Greater NY, LLC

  124 Seven Bridges Rd, 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 $830,815

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

  375 Quaker Rd, Chappaqua, NY 10514
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  Est $2,891,542 Not Listed For Sale

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

  6 Hemlock Hollow, Chappaqua, NY 10514

  6 Hemlock Hollow, Chappaqua, NY 10514
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  /34

  $1,725,000 Pending

  • 5 Beds
  • 5.5 Baths
  • 4,616 Sq Ft

  675 Quaker Rd, Chappaqua, NY 10514

  Stunning and elegant 5 bedroom/5.5 baths ranch style home plus detached garage Studio with full Bath and Kitchenette. Set back from the road with a fenced yard. Luxuriously appointed. Custom millwork featured in every room. Open floor plan, living room with marble floors, fireplace surrounded by built-in shelving with adjacent dining room with built-in cabinetry and buffet. Custom kitchen with

  Margaret Harrington Douglas Elliman Real Estate

  675 Quaker Rd, 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

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  93 Haights Cross Rd, Chappaqua, NY 10514
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  Est $3,039,277 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 6,083 Sq Ft

  3 Trails End, Chappaqua, NY 10514

  3 Trails End, Chappaqua, NY 10514
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  /32

  $1,599,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,732 Sq Ft

  35 Whitlaw Ln, Chappaqua, NY 10514

  Timeless elegance meets modern comfort in this beautifully updated Colonial home. Double entry front doors open to a gracious foyer, setting the stage for the home’s expansive and light-filled layout. At its center, the renovated chef’s kitchen impresses with gleaming Caesarstone countertops, professional-grade stainless steel appliances, dual dishwashers, an oversized island with prep sink,

  Jennifer Harris Compass Greater NY, LLC

  35 Whitlaw Ln, Chappaqua, NY 10514
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  $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 $685,241

  Last Listing Agent Sari Shaw Compass Greater NY, LLC

  380 Whippoorwill Rd, Chappaqua, NY 10514
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  Est $2,913,711 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 7,624 Sq Ft

  6 Trails End, Chappaqua, NY 10514

  6 Trails End, Chappaqua, NY 10514
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  /5

  $1,599,995 Pending

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

  15 Wallace Way Unit 20, Chappaqua, NY 10514

  TO BE BUILT. Move-in Spring 2026. Spacious 3485 square feet ! Still time to personalize interior finishes by visiting our luxurious Design Studio. As you enter the Millwood Elite, the exquisite foyer presents sweeping views of this home's open-concept floor plan and luxurious finishes. A large center island in the kitchen overlooks the casual dining area. The great room is the perfect setting

  Andrea Martone Houlihan Lawrence Inc.

  15 Wallace Way Unit 20, Chappaqua, NY 10514
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  $745,000 Sold Mar 25, 2025

  105 Rambling Brook Rd, Chappaqua, NY 10514

  • 2 Beds
  • 2.5 Baths
  • 1,296 Sq Ft
  • Built 1986

  Last Sold Summary

  • 1% Below List Price
  • $575/SF
  • 63 Days On Market

  Current Estimated Value $771,240

  Last Listing Agent Mark Boyland Keller Williams Realty Partner

  105 Rambling Brook Rd, Chappaqua, NY 10514
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  Est $2,634,746 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 5,272 Sq Ft

  6 Paula Place, Chappaqua, NY 10514

  6 Paula Place, Chappaqua, NY 10514
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  /4

  $1,399,995 Pending

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

  13 Wallace Way Unit 19 Briarcliff Tradit, Chappaqua, NY 10514

  2 BR Primary on first floor home. Large Eat in kitchen with island, open to great room and dining room. Second floor office and wet bar makes entertaining easy on rooftop terrace with built-in kitchen BBQ. Lower level is finished with media room and full bath.

  Thomas Jacovino Toll Brothers Real Estate Inc.

  13 Wallace Way Unit 19 Briarcliff Tradit, Chappaqua, NY 10514
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  $1,631,110 Sold Feb 25, 2025

  26 Dewitt Dr Unit 75, Chappaqua, NY 10514

  • 3 Beds
  • 2.5 Baths
  • 3,335 Sq Ft
  • Built 2024

  Last Sold Summary

  • $489/SF
  • 5 Days On Market

  Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

  26 Dewitt Dr Unit 75, Chappaqua, NY 10514
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  Est $845,008 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,160 Sq Ft

  15 Paula Place, Chappaqua, NY 10514

  15 Paula Place, Chappaqua, NY 10514
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  /38

  $1,250,000

  • 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
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  $2,875,000 Sold Mar 21, 2025

  76 Valley Ln, Chappaqua, NY 10514

  • 5 Beds
  • 5.5 Baths
  • 6,177 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Above List Price
  • $465/SF
  • 158 Days On Market

  Current Estimated Value $2,935,765

  Last Listing Agent Harriet Libov Houlihan Lawrence Inc.

  76 Valley Ln, Chappaqua, NY 10514
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  Est $2,258,481 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 5,668 Sq Ft

  345 Roaring Brook Rd, Chappaqua, NY 10514

  345 Roaring Brook Rd, Chappaqua, NY 10514
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  /17

  $599,000 Open Sat 11AM - 1PM

  • 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
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  $999,000 Sold Aug 18, 2025

  326 Millwood Rd, Chappaqua, NY 10514

  • 3 Beds
  • 3.5 Baths
  • 2,313 Sq Ft
  • Built 1924

  Last Sold Summary

  • $432/SF
  • 3 Days On Market

  Current Estimated Value $1,032,073

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  326 Millwood Rd, Chappaqua, NY 10514
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  Est $2,352,367 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 5,534 Sq Ft

  15 Kerry Ln, Chappaqua, NY 10514

  15 Kerry Ln, Chappaqua, NY 10514
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  $2,635,000 Sold Aug 25, 2025

  8 Turtleback Way, Chappaqua, NY 10514

  • 5 Beds
  • 4.5 Baths
  • 6,649 Sq Ft
  • Built 1999

  Last Sold Summary

  • 6% Above List Price
  • $396/SF
  • 10 Days On Market

  Current Estimated Value $2,617,197

  Last Listing Agent Michele Iasich-Pagnotta Houlihan & O'Malley R. E. Serv

  8 Turtleback Way, Chappaqua, NY 10514
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  Est $2,042,082 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,541 Sq Ft

  28 McKesson Hill Rd, Chappaqua, NY 10514

  28 McKesson Hill Rd, Chappaqua, NY 10514
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  $1,290,000 Sold Jan 21, 2026

  71 Commodore Rd, Chappaqua, NY 10514

  • 3 Beds
  • 2 Baths
  • 1,957 Sq Ft
  • Built 1955

  Last Sold Summary

  • 11% Below List Price
  • $659/SF
  • 37 Days On Market

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  71 Commodore Rd, Chappaqua, NY 10514
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  Est $1,873,068 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,164 Sq Ft

  1 Round Hill Rd, Chappaqua, NY 10514

  1 Round Hill Rd, Chappaqua, NY 10514
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  $1,450,000 Sold May 22, 2025

  2 South Place, Chappaqua, NY 10514

  • 3 Beds
  • 2.5 Baths
  • 2,233 Sq Ft
  • Built 1936

  Last Sold Summary

  • 32% Above List Price
  • $649/SF
  • 9 Days On Market

  Current Estimated Value $1,441,420

  Last Listing Agent Toni DiMichelo Houlihan Lawrence Inc.

  2 South Place, Chappaqua, NY 10514
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  Est $2,094,384 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 5,474 Sq Ft

  2 Sunset Dr, Chappaqua, NY 10514

  2 Sunset Dr, Chappaqua, NY 10514
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  $2,300,000 Sold May 29, 2025

  25 Random Farms Dr, Chappaqua, NY 10514

  • 4 Beds
  • 4.5 Baths
  • 4,490 Sq Ft
  • Built 1992

  Last Sold Summary

  • 21% Above List Price
  • $512/SF
  • 6 Days On Market

  Current Estimated Value $2,338,099

  Last Listing Agent Sari Shaw Compass Greater NY, LLC

  25 Random Farms Dr, Chappaqua, NY 10514
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  Est $1,236,477 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,022 Sq Ft

  610 Quaker Rd, Chappaqua, NY 10514

  610 Quaker Rd, Chappaqua, NY 10514
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  $870,000 Sold Jun 04, 2025

  10 Leroy Place, Chappaqua, NY 10514

  • 2 Beds
  • 1.5 Baths
  • 1,492 Sq Ft
  • Built 1905

  Last Sold Summary

  • 35% Above List Price
  • $583/SF
  • 12 Days On Market

  Current Estimated Value $877,282

  Last Listing Agent Danae Richards William Raveis-New York, LLC

  10 Leroy Place, Chappaqua, NY 10514
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  Est $1,578,529 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,032 Sq Ft

  15 Suzanne Ln, Chappaqua, NY 10514

  15 Suzanne Ln, Chappaqua, NY 10514
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  $2,275,000 Sold Jan 31, 2025

  55 Florence Dr, Chappaqua, NY 10514

  • 4 Beds
  • 3.5 Baths
  • 2,984 Sq Ft
  • Built 1978

  Last Sold Summary

  • 20% Above List Price
  • $762/SF
  • 4 Days On Market

  Current Estimated Value $2,320,080

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

  55 Florence Dr, Chappaqua, NY 10514
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  Est $1,275,360 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,872 Sq Ft

  619 Quaker Rd, Chappaqua, NY 10514

  619 Quaker Rd, Chappaqua, NY 10514
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  $1,775,000 Sold Jul 17, 2025

  3 Sunset Dr, Chappaqua, NY 10514

  • 4 Beds
  • 3.5 Baths
  • 3,587 Sq Ft
  • Built 1969

  Last Sold Summary

  • 11% Above List Price
  • $495/SF
  • 7 Days On Market

  Current Estimated Value $1,799,378

  Last Listing Agent Debra Goldenberg Compass Greater NY, LLC

  3 Sunset Dr, Chappaqua, NY 10514
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  Est $1,056,079 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,740 Sq Ft

  625 Quaker Rd, Chappaqua, NY 10514

  625 Quaker Rd, Chappaqua, NY 10514
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  $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
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  Est $1,224,526 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,830 Sq Ft

  1283 Hardscrabble Rd, Chappaqua, NY 10514

  1283 Hardscrabble Rd, Chappaqua, NY 10514
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  $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 $1,762,364

  Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

  3 Dewitt Dr Unit 77, Chappaqua, NY 10514
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  Est $2,574,715 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 6,349 Sq Ft

  650 Quaker Rd, Chappaqua, NY 10514

  650 Quaker Rd, Chappaqua, NY 10514

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