Homes in ZIP Code 10514

• 

  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
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  /36

  $1,299,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 3 Baths
  • 2,444 Sq Ft

  816 Hardscrabble Rd, Chappaqua, NY 10514

  Just north of NYC, this move-in ready CHAPPAQUA home delivers effortless, elevated living—done RIGHT. Set behind a long private driveway with an attached 2-car garage and expansive front yard, the property captures stunning sunset views, with golden hour pouring in the best way. Inside captures a calm, grounded palette with clean, high-end finishes that deliver a serene feel. The layout is open,

  Bianca Siani eXp Realty

  816 Hardscrabble Rd, Chappaqua, NY 10514
• 

  $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 $1,072,546

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  326 Millwood Rd, Chappaqua, NY 10514
• 

  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
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  /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
• 

  $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 $2,605,201

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

  8 Turtleback Way, Chappaqua, NY 10514
• 

  Est $2,603,320 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

  • 13% Above List Price
  • $371/SF
  • 21 Days On Market

  • Last Sold Price $2,294,000
  • Aug 30, 2024

  Last Listing Agent Judith Kelly Houlihan Lawrence Inc.
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  /42

  $1,399,000 Pending

  • 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
• 

  $1,290,000 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

  Current Estimated Value $1,294,897

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  71 Commodore Rd, Chappaqua, NY 10514
• 

  Est $2,878,953 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

  • 20% Above List Price
  • $374/SF
  • 21 Days On Market

  • Last Sold Price $2,400,000
  • Jun 29, 2023

  Last Listing Agent Sari Shaw Compass Greater NY, LLC
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  /47

  $1,100,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,429 Sq Ft

  8 Old Roaring Brook Rd, Mount Kisco, NY 10549

  Set on a bucolic country road, this unique early-1900s home seamlessly blends old world charm with modern-day amenities. Bright and happy throughout, the home offers a wonderful flow ideal for both everyday living and entertaining. A sun-filled dining room with walls of glass brings the outdoors in, while the inviting living spaces create warmth and comfort. The first floor also features a living

  Stacey Sporn William Raveis Real Estate

  8 Old Roaring Brook Rd, Mount Kisco, NY 10549
• 

  $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 $1,452,240

  Last Listing Agent Toni DiMichelo Houlihan Lawrence Inc.

  2 South Place, Chappaqua, NY 10514
• 

  Est $3,188,818 Not Listed For Sale

  3 Trails End, Chappaqua, NY 10514

  • 5 Beds
  • 5.5 Baths
  • 6,083 Sq Ft
  • Built 1994

  3 Trails End, Chappaqua, NY 10514

  Last Sold Summary

  • 12% Above List Price
  • $469/SF
  • 29 Days On Market

  • Last Sold Price $2,850,000
  • Aug 09, 2023

  Last Listing Agent Jennifer Harris Compass Greater NY, LLC
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  /35

  $1,750,000 Pending

  • 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
• 

  $2,000,000 Sold Feb 09, 2026

  2 Whippoorwill Close, Chappaqua, NY 10514

  • 4 Beds
  • 3.5 Baths
  • 3,022 Sq Ft
  • Built 1980

  Last Sold Summary

  • 14% Above List Price
  • $662/SF
  • 4 Days On Market

  Current Estimated Value $1,868,139

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  2 Whippoorwill Close, Chappaqua, NY 10514
• 

  Est $2,775,676 Not Listed For Sale

  6 Trails End, Chappaqua, NY 10514

  • 5 Beds
  • 7 Baths
  • 7,624 Sq Ft
  • Built 1994

  6 Trails End, Chappaqua, NY 10514

  Last Sold Summary

  • 12% Above List Price
  • $325/SF
  • 164 Days On Market

  • Last Sold Price $2,480,000
  • May 10, 2024

  Last Listing Agent Yaxing Zhang Houlihan Lawrence Inc.
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  /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
• 

  $1,800,000 Sold Jul 24, 2025

  10 Tall Timber, Mount Kisco, NY 10549

  • 4 Beds
  • 2.5 Baths
  • 3,354 Sq Ft
  • Built 1960

  Last Sold Summary

  • 20% Above List Price
  • $537/SF
  • 10 Days On Market

  Current Estimated Value $1,831,792

  Last Listing Agent Lindsay Matthews Houlihan Lawrence Inc.

  10 Tall Timber, Mount Kisco, NY 10549
• 

  Est $3,124,407 Not Listed For Sale

  6 Paula Place, Chappaqua, NY 10514

  • 4 Beds
  • 3.5 Baths
  • 5,272 Sq Ft
  • Built 2005

  6 Paula Place, Chappaqua, NY 10514

  Last Sold Summary

  • 238% Above List Price
  • $175/SF
  • 85 Days On Market

  • Last Sold Price $925,000
  • Dec 11, 2024

  Last Listing Agent Joe Hasselt Joe Hasselt Real Estate
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  /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
• 

  $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 $2,317,108

  Last Listing Agent Sari Shaw Compass Greater NY, LLC

  25 Random Farms Dr, Chappaqua, NY 10514
• 

  Est $826,391 Not Listed For Sale

  15 Paula Place, Chappaqua, NY 10514

  • 2 Beds
  • 1 Bath
  • 1,160 Sq Ft
  • Built 1952

  15 Paula Place, Chappaqua, NY 10514

  Last Sold Summary

  • 17% Above List Price
  • $608/SF
  • 32 Days On Market

  • Last Sold Price $705,000
  • Jun 28, 2024

  Last Listing Agent Lauren Zaccaria Houlihan Lawrence Inc.
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  /27

  $2,600,000

  • 6 Beds
  • 4 Baths
  • 4,233 Sq Ft

  82 Douglas Rd, Chappaqua, NY 10514

  UNIQUE HIGH-NET INVESTMENT OPPORTUNITY IN CHAPPAQUA SCHOOLS - 5 MIN WALK TO TRAIN. LIVE IN ONE UNIT AND COLLECT INCOME FROM TWO UNITS. LEGAL THREE-FAMILY PROPERTY WITH ONE SINGLE-FAMILY 2BR/2BA RESIDENCE AND A TWO-FAMILY (4BR/2BA) RESIDENCE. HIGH RENTS - $167K ANNUAL GROSS/ $135K NET. ALL UNITS CURRENTLY RENTED BUT TWO OF THREE UNITS EXPIRE 7/31/26, SO THERE IS FLEXIBILITY. SINGLE FAMILY TENANT

  Kristen Renzulli Arch & Gable Realty LLC

  82 Douglas Rd, Chappaqua, NY 10514
• 

  $950,000 Sold Jul 17, 2025

  514 Saw Mill River Rd, Millwood, NY 10546

  • 3 Beds
  • 3 Baths
  • 2,296 Sq Ft
  • Built 1976

  Last Sold Summary

  • 7% Above List Price
  • $414/SF
  • 6 Days On Market

  Current Estimated Value $972,629

  Last Listing Agent Hiralben Trivedi Compass Greater NY, LLC

  514 Saw Mill River Rd, Millwood, NY 10546
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  Est $2,230,139 Not Listed For Sale

  345 Roaring Brook Rd, Chappaqua, NY 10514

  • 4 Beds
  • 4.5 Baths
  • 5,668 Sq Ft
  • Built 1965

  345 Roaring Brook Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 16% Above List Price
  • $340/SF
  • 24 Days On Market

  • Last Sold Price $1,925,000
  • Aug 01, 2024

  Last Listing Agent Sena Baron William Raveis-New York, LLC
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  /44

  $1,425,000 Pending

  • 4 Beds
  • 3 Baths
  • 3,761 Sq Ft

  39 Mayberry Rd, Chappaqua, NY 10514

  Set privately on 2+ acres at the end of a quiet cul-de-sac, this beautifully updated 4-bedroom ranch lives like a 5-bedroom home and offers the perfect blend of comfort, flexibility, and style. Enjoy distant western sunset views and direct access to the adjacent Pruyn Sanctuary, creating a serene, nature-connected setting while still being part of a neighborhood.The heart of the home is the

  Sena Baron William Raveis-New York, LLC

  39 Mayberry Rd, Chappaqua, NY 10514
• 

  $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 $874,662

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

  10 Leroy Place, Chappaqua, NY 10514
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  Est $2,402,936 Not Listed For Sale

  15 Kerry Ln, Chappaqua, NY 10514

  • 4 Beds
  • 4 Baths
  • 5,534 Sq Ft
  • Built 1935

  15 Kerry Ln, Chappaqua, NY 10514

  Last Sold Summary

  • 20% Above List Price
  • $361/SF
  • 128 Days On Market

  • Last Sold Price $2,000,000
  • Aug 23, 2024

  Last Listing Agent Janine Marino Houlihan Lawrence Inc.
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  /48

  $4,500,000

  • 5 Beds
  • 7 Baths
  • 7,608 Sq Ft

  150 Old Farm Rd N, Chappaqua, NY 10514

  1906 Grandeur. 2026 Luxury: The Ultimate Gated Sanctuary. Perched majestically atop a private hilltop, this gated 7,800-square-foot, five-bedroom estate presents a rare convergence of Gilded Age prestige and contemporary luxury. Believed to have been commissioned in 1906 for railroad magnate A.H. Smith, the residence has been masterfully renovated to honor its historic soul, featuring original

  Joanna Rizoulis Julia B Fee Sothebys Int. Rlty

  150 Old Farm Rd N, Chappaqua, NY 10514
• 

  $1,720,000 Sold Feb 04, 2026

  6 Whippoorwill Lake Rd, Chappaqua, NY 10514

  • 4 Beds
  • 3.5 Baths
  • 3,244 Sq Ft
  • Built 1979

  Last Sold Summary

  • 4% Above List Price
  • $530/SF
  • 25 Days On Market

  Current Estimated Value $1,727,388

  Last Listing Agent Sari Shaw Compass Greater NY, LLC

  6 Whippoorwill Lake Rd, Chappaqua, NY 10514
• 

  Est $2,030,236 Not Listed For Sale

  28 McKesson Hill Rd, Chappaqua, NY 10514

  • 4 Beds
  • 3.5 Baths
  • 3,541 Sq Ft
  • Built 1967

  28 McKesson Hill Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 6% Above List Price
  • $539/SF
  • 12 Days On Market

  • Last Sold Price $1,909,000
  • Jul 12, 2023

  Last Listing Agent Amanda Acard Nestedge Realty
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  /37

  $1,099,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,887 Sq Ft

  2 Apple Tree Close, Chappaqua, NY 10514

  Nestled on a quiet cul-de-sac, 2 Apple Tree Close is a rare 1930s Colonial that beautifully honors its architectural heritage while offering the comforts of contemporary living. Located within the award-winning Chappaqua Central School District, this 3-bedroom, 1.5-bath residence perfectly preserves both authenticity and timeless appeal. Behind the original front door, a welcoming entry and

  Rachel Lacoste Houlihan Lawrence Inc.

  2 Apple Tree Close, Chappaqua, NY 10514
• 

  $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 $1,819,951

  Last Listing Agent Debra Goldenberg Compass Greater NY, LLC

  3 Sunset Dr, Chappaqua, NY 10514
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  Est $1,882,057 Not Listed For Sale

  1 Round Hill Rd, Chappaqua, NY 10514

  • 4 Beds
  • 3 Baths
  • 3,164 Sq Ft
  • Built 1963

  1 Round Hill Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 8% Above List Price
  • $553/SF
  • 52 Days On Market

  • Last Sold Price $1,750,000
  • Oct 03, 2024

  Last Listing Agent Elaine Wasserman Houlihan Lawrence Inc.
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  /36

  $1,495,000

  • 4 Beds
  • 2.5 Baths
  • 3,347 Sq Ft

  52 Whippoorwill Lake Rd, Chappaqua, NY 10514

  Welcome to this fabulous 4-bedroom, 2.5-bath contemporary Colonial home, perfectly designed for today’s lifestyle with a seamless blend of style and comfort. Set on 2.26 private acres with vast views of the private community lake, this home offers open, luminous living spaces flooded with natural light and thoughtful architectural detail throughout. As you enter the home, you step into the formal

  Lisa Teich Julia B Fee Sothebys Int. Rlty

  52 Whippoorwill Lake Rd, Chappaqua, NY 10514
• 

  $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
• 

  Est $2,062,371 Not Listed For Sale

  2 Sunset Dr, Chappaqua, NY 10514

  • 4 Beds
  • 6 Baths
  • 5,474 Sq Ft
  • Built 1986

  2 Sunset Dr, Chappaqua, NY 10514

  Last Sold Summary

  • 17% Above List Price
  • $322/SF
  • 6 Days On Market

  • Last Sold Price $1,760,000
  • Jun 10, 2024

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

  $2,650,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 4,975 Sq Ft

  3 Pondfield Dr S, Chappaqua, NY 10514

  Welcome to an exceptional move-in ready home located in a highly desirable Chappaqua neighborhood known for its award-winning schools & sought-after lifestyle. Perfectly positioned at the end of a quiet cul-de-sac, this stunning & chic property offers privacy, space & luxury living at its finest. Step inside & you'll find a bright, open-concept floor plan with natural light & high-end finishes

  Lori Meringolo Houlihan Lawrence Inc.

  3 Pondfield Dr S, Chappaqua, NY 10514
• 

  $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 $1,754,796

  Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

  3 Dewitt Dr Unit 77, Chappaqua, NY 10514
• 

  Est $1,445,086 Not Listed For Sale

  12 Seven Bridges Rd, Chappaqua, NY 10514

  • 3 Beds
  • 2.5 Baths
  • 2,543 Sq Ft
  • Built 1950

  12 Seven Bridges Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 2% Above List Price
  • $554/SF
  • 13 Days On Market

  • Last Sold Price $1,410,000
  • Apr 15, 2025

  Last Listing Agent Brendan Preston Houlihan Lawrence Inc.

Showing Results 81 - 120, Page 3 of 18