Homes in ZIP Code 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
• 

  

  

  /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
• 

  $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.
• 

  

  

  /22

  $669,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,479 Sq Ft

  10 Grove Mews, Chappaqua, NY 10514

  Move right in to this 2-bedroom + loft, 2.5-bathroom townhouse in the highly sought-after Chappaqua School District. Freshly painted throughout and updated with brand-new quartz countertops, new dishwasher and new kitchen flooring, this home offers immediate comfort with the flexibility to personalize. The dining area features sliding doors that open to a grassy green space, while the kitchen

  Karin Kimtis Compass Greater NY, LLC

  10 Grove Mews, 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
• 

  

  /27

  $778,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,408 Sq Ft

  158 Millwood Rd, Chappaqua, NY 10514

  This classic center hall Colonial sits across the street, just steps from Gedney Park - one of the area’s most beloved parks, offering direct access to trails, fields, a playground, a sledding hill, a fishing pond, and year-round recreation. Inside, enjoy a sunlit living room with a wood-burning fireplace, French doors to a 3-season porch with new vinyl flooring, and refinished wood floors

  Edward Holmes William Raveis-New York, LLC

  158 Millwood Rd, Chappaqua, NY 10514
• 

  $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 $2,998,601

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  93 Haights Cross Rd, Chappaqua, NY 10514
• 

  Est $3,113,594 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

  • 9% Above List Price
  • $469/SF
  • 29 Days On Market

  Last Sold Price $2,850,000

  Last Listing Agent Jennifer Harris Compass Greater NY, LLC
• 

  

  /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
• 

  $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 $751,388

  Last Listing Agent Sari Shaw Compass Greater NY, LLC

  380 Whippoorwill Rd, Chappaqua, NY 10514
• 

  Est $2,772,583 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

  Last Listing Agent Yaxing Zhang Houlihan Lawrence Inc.
• 

  

  /37

  $1,099,000

  • 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
• 

  $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 $773,990

  Last Listing Agent Mark Boyland Keller Williams Realty Partner

  105 Rambling Brook Rd, Chappaqua, NY 10514
• 

  Est $2,858,970 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

  • 209% Above List Price
  • $175/SF
  • 85 Days On Market

  Last Sold Price $925,000

  Last Listing Agent Joe Hasselt Joe Hasselt Real Estate
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  /36

  $2,499,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 4,482 Sq Ft

  34 Pebblebrook Way, Chappaqua, NY 10514

  The only triple mint move-in condition house in Chappaqua schools. Nestled within 1.65 acres in the sought-after Hardscrabble Lake development and Chappaqua school district, this rare find modern Center Hall Colonial home epitomizes luxury living. If you are searching for a masterpiece beautifully finished home that is turnkey inside and out, this is your home. This meticulously thought-out

  Natalia Wixom Compass Greater NY, LLC

  34 Pebblebrook Way, Chappaqua, NY 10514
• 

  $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 $2,874,800

  Last Listing Agent Harriet Libov Houlihan Lawrence Inc.

  76 Valley Ln, Chappaqua, NY 10514
• 

  Est $833,821 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

  • 18% Above List Price
  • $608/SF
  • 32 Days On Market

  Last Sold Price $705,000

  Last Listing Agent Lauren Zaccaria Houlihan Lawrence Inc.
• 

  

  /21

  $649,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,292 Sq Ft

  221 N Greeley Ave, Chappaqua, NY 10514

  Fantastic opportunity just steps from downtown Chappaqua. Only a short three minute walk to the heart of town, this property sits on a generous lot with great outdoor space and endless potential. Currently used as a single family home, the Business Retail zoning allows for a variety of uses whether you are an investor, looking for a live work setup, or considering a residential conversion. An

  Robert Dellaero Julia B Fee Sothebys Int. Rlty

  221 N Greeley Ave, 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 $1,078,695

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  326 Millwood Rd, Chappaqua, NY 10514
• 

  Est $2,212,556 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

  • 15% Above List Price
  • $340/SF
  • 24 Days On Market

  Last Sold Price $1,925,000

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

  

  /27

  $799,000 Coming Soon

  • 2 Beds
  • 2.5 Baths
  • 1,500 Sq Ft

  5 Grove Mews, Chappaqua, NY 10514

  All the space and privacy of a single-family home with the ease of condo living! One of the few completely stand-alone and private townhouses in Apple Hill Farm, this spacious 2-bedroom, 2.5-bath home offers a rare blend of comfort, style, and convenience. Enjoy the serene setting from a large wrap-around wood deck overlooking lush, wooded views—perfect for morning coffee or evening entertaining.

  Karin Kimtis Compass Greater NY, LLC

  5 Grove Mews, 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 $2,580,925

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

  8 Turtleback Way, Chappaqua, NY 10514
• 

  Est $2,342,996 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

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

  Last Sold Price $2,000,000

  Last Listing Agent Janine Marino Houlihan Lawrence Inc.
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  /44

  $3,400,000

  • 4 Beds
  • 5 Baths
  • 4,236 Sq Ft

  12 Haights Cross Rd, Chappaqua, NY 10514

  Experience the art of living well in this extraordinary private retreat overlooking Heaptaugua Lake. Set on just under five acres, the property offers total serenity while remaining just minutes from Chappaqua’s quaint downtown, restaurants, Metro-North, and shopping. Enter through the gates and follow the sweeping driveway as it curves past the pool house and pool, passing a sweeping lawn before

  Amy Via Houlihan Lawrence Inc.

  12 Haights Cross Rd, 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 $1,349,817

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  71 Commodore Rd, Chappaqua, NY 10514
• 

  Est $1,991,768 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

  • 4% Above List Price
  • $539/SF
  • 12 Days On Market

  Last Sold Price $1,909,000

  Last Listing Agent Amanda Acard Nestedge Realty
• 

  

  /21

  $849,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,569 Sq Ft

  23 Waters Edge Unit 23, Chappaqua, NY 10514

  Welcome to 23 Waters Edge, a delightful three-bedroom, two-and-a-half-bath home in the sought-after Old Farm Lake community in Chappaqua. This natural light-filled residence features an open floor plan with sliding doors that lead to a private patio—perfect for relaxed, easy living. Ideally located in the complex, this home enjoys privacy along with proximity to the community amenities. The open

  Joanna Rizoulis Julia B Fee Sothebys Int. Rlty

  23 Waters Edge Unit 23, Chappaqua, NY 10514
• 

  $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 $1,439,914

  Last Listing Agent Toni DiMichelo Houlihan Lawrence Inc.

  2 South Place, Chappaqua, NY 10514
• 

  Est $1,879,595 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

  • 7% Above List Price
  • $553/SF
  • 52 Days On Market

  Last Sold Price $1,750,000

  Last Listing Agent Elaine Wasserman Houlihan Lawrence Inc.
• 

  

  /35

  $3,450,000

  • 6 Beds
  • 5.5 Baths
  • 8,200 Sq Ft

  20 Bessel Ln, Chappaqua, NY 10514

  Nestled in breathtaking natural surroundings, this modern architectural masterpiece by renowned designer Myron Goldfinger offers three levels of striking contemporary design. The residence features a soaring three-story curved ceiling, a dramatic floating staircase, and expansive open-plan living and entertaining spaces that frame the home’s private setting. The main-level primary suite provides

  Tianying Xu Houlihan Lawrence Inc.

  20 Bessel Ln, 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 $1,741,668

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  2 Whippoorwill Close, Chappaqua, NY 10514
• 

  Est $2,045,598 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

  • 16% Above List Price
  • $322/SF
  • 6 Days On Market

  Last Sold Price $1,760,000

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC
• 

  

  /30

  $799,000 Pending

  • 3 Beds
  • 3 Baths
  • 1,692 Sq Ft

  550 Saw Mill River Rd, Millwood, NY 10546

  Chappaqua Schools. The Pride of Homeownership Starts Here. Tucked away in the highly sought-after Chappaqua School District, this meticulously maintained Raised Ranch blends comfort, style, and functionality in all the right ways. Step inside to find a bright and open layout—perfect for everyday living and entertaining. The spacious living room flows effortlessly into the dining room with sliding

  Yara Annechiarico At Home With Yara Realty

  550 Saw Mill River Rd, Millwood, NY 10546
• 

  $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 $1,773,744

  Last Listing Agent Lindsay Matthews Houlihan Lawrence Inc.

  10 Tall Timber, Mount Kisco, NY 10549
• 

  Est $1,253,963 Not Listed For Sale

  610 Quaker Rd, Chappaqua, NY 10514

  • 3 Beds
  • 2 Baths
  • 2,022 Sq Ft
  • Built 1954

  610 Quaker Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 109% Above List Price
  • $297/SF
  • 2 Days On Market

  Last Sold Price $600,000

  Last Listing Agent Igor Krasnoperov Rising Star Realty
• 

  

  /21

  $2,850,000 Pending

  • 4 Beds
  • 7 Baths
  • 5,536 Sq Ft

  211 Bedford Rd, Chappaqua, NY 10514

  Exciting and new state-of-the-art expansion and renovation by highly recognized local developer, Tavo Development teaming with noted architect Teo Seguenza. Ready for occupancy in Spring 2026. Meticulous attention to detail, years of experience and master craftsmanship are combined in this new offering, encompassing 5,536 sq ft, 4 bedrooms, 5 full and 2 half baths, a finished walk-out lower level

  Brian Milton Compass Greater NY, LLC

  211 Bedford 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 $2,281,742

  Last Listing Agent Sari Shaw Compass Greater NY, LLC

  25 Random Farms Dr, Chappaqua, NY 10514
• 

  Est $1,564,250 Not Listed For Sale

  15 Suzanne Ln, Chappaqua, NY 10514

  • 4 Beds
  • 3.5 Baths
  • 3,032 Sq Ft
  • Built 1965

  15 Suzanne Ln, Chappaqua, NY 10514

  Last Sold Summary

  • 20% Above List Price
  • $431/SF
  • 14 Days On Market

  Last Sold Price $1,307,000

  Last Listing Agent MaryAnn Bayer Compass Greater NY, LLC

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