Homes in ZIP Code 10514

• 

  

  

  /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
• 

  $1,402,970 Sold Jun 23, 2025

  8 Dewitt Dr Unit 66, Chappaqua, NY 10514

  • 2 Beds
  • 3.5 Baths
  • 2,945 Sq Ft
  • Built 2024

  Last Sold Summary

  • 5% Above List Price
  • $476/SF
  • 142 Days On Market

  Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

  8 Dewitt Dr Unit 66, Chappaqua, NY 10514
• 

  Est $1,243,961 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

  • 107% Above List Price
  • $297/SF
  • 2 Days On Market

  • Last Sold Price $600,000
  • Dec 07, 2023

  Last Listing Agent Igor Krasnoperov Rising Star Realty
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  /26

  $799,000 Pending

  • 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
• 

  $1,125,000 Sold Jul 21, 2025

  16 Garey Dr, Chappaqua, NY 10514

  • 4 Beds
  • 2.5 Baths
  • 1,888 Sq Ft
  • Built 1958

  Last Sold Summary

  • 25% Above List Price
  • $596/SF
  • 18 Days On Market

  Current Estimated Value $1,159,569

  Last Listing Agent Sherry Wiggs Houlihan Lawrence Inc.

  16 Garey Dr, Chappaqua, NY 10514
• 

  Est $1,583,799 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

  • 21% Above List Price
  • $431/SF
  • 14 Days On Market

  • Last Sold Price $1,307,000
  • Jun 14, 2023

  Last Listing Agent MaryAnn Bayer Compass Greater NY, LLC
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  /44

  $3,400,000 Pending

  • 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
• 

  $1,320,000 Sold Dec 11, 2025

  41 Valley Ln, Chappaqua, NY 10514

  • 3 Beds
  • 2.5 Baths
  • 2,034 Sq Ft
  • Built 1972

  Last Sold Summary

  • 2% Above List Price
  • $649/SF
  • 10 Days On Market

  Current Estimated Value $1,327,741

  Last Listing Agent Amanda Goldberg William Raveis-New York, LLC

  41 Valley Ln, Chappaqua, NY 10514
• 

  Est $1,288,198 Not Listed For Sale

  619 Quaker Rd, Chappaqua, NY 10514

  • 3 Beds
  • 2 Baths
  • 1,872 Sq Ft
  • Built 1961

  619 Quaker Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 22% Above List Price
  • $564/SF
  • 33 Days On Market

  • Last Sold Price $1,055,000
  • Jun 16, 2023

  Last Listing Agent Karin Kimtis Compass Greater NY, LLC
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  /35

  $2,990,000

  • 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
• 

  $1,502,500 Sold Jun 09, 2025

  60 Cross Ridge Rd, Chappaqua, NY 10514

  • 3 Beds
  • 2 Baths
  • 2,426 Sq Ft
  • Built 1960

  Last Sold Summary

  • 16% Above List Price
  • $619/SF
  • 6 Days On Market

  Current Estimated Value $1,501,674

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

  60 Cross Ridge Rd, Chappaqua, NY 10514
• 

  Est $1,250,370 Not Listed For Sale

  1283 Hardscrabble Rd, Chappaqua, NY 10514

  • 3 Beds
  • 2 Baths
  • 2,830 Sq Ft
  • Built 1820

  1283 Hardscrabble Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 42% Above List Price
  • $311/SF
  • 94 Days On Market

  • Last Sold Price $880,000
  • Nov 17, 2023

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

  $1,725,000 Sold Oct 31, 2025

  9 Point Place, Chappaqua, NY 10514

  • 4 Beds
  • 3.5 Baths
  • 4,100 Sq Ft
  • Built 2019

  Last Sold Summary

  • 11% Above List Price
  • $421/SF
  • 24 Days On Market

  Current Estimated Value $1,767,292

  Last Listing Agent Mark Boyland Keller Williams Realty Partner

  9 Point Place, Chappaqua, NY 10514
• 

  Est $2,593,235 Not Listed For Sale

  650 Quaker Rd, Chappaqua, NY 10514

  • 5 Beds
  • 6 Baths
  • 6,349 Sq Ft
  • Built 2012

  650 Quaker Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 23% Above List Price
  • $331/SF
  • 46 Days On Market

  • Last Sold Price $2,100,000
  • Jul 28, 2023

  Last Listing Agent Edward Holmes William Raveis-New York, LLC
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  /24

  $1,299,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,892 Sq Ft

  56 Cross Ridge Rd, Chappaqua, NY 10514

  Bright and inviting, this 4-bedroom, 2.5-bath Colonial is ideally located with easy access to downtown Chappaqua, Metro-North, shops, dining, and local schools, offering the perfect balance of convenience and neighborhood charm. Thoughtfully designed for both everyday living and entertaining, the main level features a well-designed and functional layout with an open kitchen that flows seamlessly

  Sari Shaw Compass Greater NY, LLC

  56 Cross Ridge Rd, Chappaqua, NY 10514
• 

  $1,747,995 Sold Sep 19, 2025

  2 Carriage Ln Unit 81, Chappaqua, NY 10514

  • 2 Beds
  • 3.5 Baths
  • 3,269 Sq Ft
  • Built 2024

  Last Sold Summary

  • $535/SF
  • 235 Days On Market

  Current Estimated Value $1,762,682

  Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

  2 Carriage Ln Unit 81, Chappaqua, NY 10514
• 

  Est $2,916,326 Not Listed For Sale

  76 Valley Ln, Chappaqua, NY 10514

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

  76 Valley Ln, Chappaqua, NY 10514

  Last Sold Summary

  • 1% Above List Price
  • $465/SF
  • 158 Days On Market

  • Last Sold Price $2,875,000
  • Mar 21, 2025

  Last Listing Agent Harriet Libov Houlihan Lawrence Inc.
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  /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
• 

  $1,391,022 Sold Oct 23, 2025

  6 Algonquin Dr, Chappaqua, NY 10514

  • 4 Beds
  • 3.5 Baths
  • 3,776 Sq Ft
  • Built 1952

  Last Sold Summary

  • 16% Above List Price
  • $368/SF
  • 30 Days On Market

  Current Estimated Value $1,435,083

  Last Listing Agent Lindsay Rothman Compass Greater NY LLC

  6 Algonquin Dr, Chappaqua, NY 10514
• 

  Est $1,751,213 Not Listed For Sale

  20 Suzanne Ln, Chappaqua, NY 10514

  • 4 Beds
  • 3.5 Baths
  • 3,307 Sq Ft
  • Built 1965

  20 Suzanne Ln, Chappaqua, NY 10514

  Last Sold Summary

  • 13% Above List Price
  • $471/SF
  • 8 Days On Market

  • Last Sold Price $1,556,200
  • Aug 09, 2023

  Last Listing Agent MaryAnn Bayer Compass Greater NY, LLC
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  /38

  $1,925,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 4,489 Sq Ft

  1 Hitching Post Ln, Chappaqua, NY 10514

  Welcome to this warm, inviting 5-bedroom home nestled on a tree-lined beautiful Chappaqua street. It has a lovely front porch with plenty of room for cozy chairs, perfect for sipping coffee in the morning. Inside, there is a spacious living room with a wood burning fireplace, a bright kitchen and a large island. First floor features a Primary Suite, 4 additional bedrooms with 2 full baths

  Yona Strougo Compass Greater NY, LLC

  1 Hitching Post Ln, Chappaqua, NY 10514
• 

  $732,500 Sold Dec 15, 2025

  30 Rambling Brook Rd, Chappaqua, NY 10514

  • 2 Beds
  • 2.5 Baths
  • 1,244 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $589/SF
  • 24 Days On Market

  Current Estimated Value $734,761

  Last Listing Agent Amanda Acard Nestedge Realty

  30 Rambling Brook Rd, Chappaqua, NY 10514
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  Est $2,484,690 Not Listed For Sale

  95 Valley Ln, Chappaqua, NY 10514

  • 5 Beds
  • 5 Baths
  • 5,570 Sq Ft
  • Built 1979

  95 Valley Ln, Chappaqua, NY 10514

  Last Sold Summary

  • 6% Above List Price
  • $422/SF
  • 13 Days On Market

  • Last Sold Price $2,350,018
  • Aug 28, 2024

  Last Listing Agent Deena Bouchier Compass Greater NY, LLC
• 

  

  /23

  $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
• 

  $1,530,000 Sold Sep 12, 2025

  31 Wynnewood Rd, Chappaqua, NY 10514

  • 4 Beds
  • 3 Baths
  • 2,420 Sq Ft
  • Built 1928

  Last Sold Summary

  • 22% Above List Price
  • $632/SF
  • 9 Days On Market

  Current Estimated Value $1,491,259

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  31 Wynnewood Rd, Chappaqua, NY 10514
• 

  Est $1,380,757 Not Listed For Sale

  1266 Hardscrabble Rd, Chappaqua, NY 10514

  • 5 Beds
  • 4 Baths
  • 4,447 Sq Ft
  • Built 1956

  1266 Hardscrabble Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 57% Above List Price
  • $198/SF
  • 18 Days On Market

  • Last Sold Price $880,000
  • Jul 07, 2023

  Last Listing Agent Bill Reilly Billingsley Realty
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  /44

  $2,100,000

  • 4 Beds
  • 4.5 Baths
  • 4,681 Sq Ft

  350 Wooded Hill Ct, Chappaqua, NY 10514

  Welcome to 350 Wooded Hill Court. A grand, young Colonial offering resort-style living in Chappaqua, sited on 2.9 acres. Discover the perfect blend of luxury, lifestyle, and location in this exceptional 4-bedroom, 4.5-bath set on a private cul-de-sac just minutes from town, schools, shopping, and Metro-North. Built with exquisite craftsmanship by one of Chappaqua’s most reputable builders, this

  Wendy Nolan Houlihan Lawrence Inc.

  350 Wooded Hill Ct, Chappaqua, NY 10514
• 

  $1,150,000 Sold May 06, 2025

  44 Wynnewood Rd, Chappaqua, NY 10514

  • 2 Beds
  • 2 Baths
  • 1,922 Sq Ft
  • Built 1937

  Last Sold Summary

  • 35% Above List Price
  • $598/SF
  • 8 Days On Market

  Current Estimated Value $1,123,122

  Last Listing Agent Barbara Pagliuca Houlihan Lawrence Inc.

  44 Wynnewood Rd, Chappaqua, NY 10514
• 

  Est $1,306,117 Not Listed For Sale

  24 Hilltop Dr, Chappaqua, NY 10514

  • 3 Beds
  • 3 Baths
  • 3,186 Sq Ft
  • Built 1964

  24 Hilltop Dr, Chappaqua, NY 10514

  Last Sold Summary

  • 31% Above List Price
  • $314/SF
  • 27 Days On Market

  • Last Sold Price $999,000
  • Jan 10, 2024

  Last Listing Agent Kile Boga-Ibric Houlihan Lawrence Inc.
• 

  

  /37

  $2,250,000

  • 4 Beds
  • 3.5 Baths
  • 3,988 Sq Ft

  21 Hemlock Hills, Chappaqua, NY 10514

  Experience modern luxury at 21 Hemlock Hills, a stunning home set on 1.8 acres of meticulously landscaped grounds. This residence features 4 spacious bedrooms and 3.5 bathrooms, including a gorgeous, luxurious master bathroom that serves as a private retreat. The heart of the home is the Carol Kurth-designed Leicht kitchen, a masterpiece featured in a magazine, seamlessly flowing into the open

  Debra Goldenberg Compass Greater NY, LLC

  21 Hemlock Hills, Chappaqua, NY 10514
• 

  $1,780,000 Sold Dec 22, 2025

  56 Annandale Rd, Chappaqua, NY 10514

  • 4 Beds
  • 4.5 Baths
  • 4,543 Sq Ft
  • Built 2006

  Last Sold Summary

  • 1% Below List Price
  • $392/SF
  • 16 Days On Market

  Current Estimated Value $1,874,945

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

  56 Annandale Rd, Chappaqua, NY 10514
• 

  Est $1,392,870 Not Listed For Sale

  20 Hilltop Dr, Chappaqua, NY 10514

  • 4 Beds
  • 2.5 Baths
  • 2,762 Sq Ft
  • Built 1966

  20 Hilltop Dr, Chappaqua, NY 10514

  Last Sold Summary

  • 17% Above List Price
  • $431/SF
  • 7 Days On Market

  • Last Sold Price $1,190,000
  • Aug 23, 2024

  Last Listing Agent Keri Cipriano William Raveis Real Estate
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  /33

  $2,050,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 5,792 Sq Ft

  114 Random Farms Dr, Chappaqua, NY 10514

  Spectacular and turnkey center hall Colonial in the desirable Random Farms community within the highly coveted Chappaqua School District. Perched atop a hill, this home enjoys sweeping views and breathtaking sunsets from a private setting. Boasting 5 spacious bedrooms and 4.1 baths across three beautifully finished levels, this home offers 5,792 sq ft of beautifully designed living space, filled

  Cindy Glynn Compass Greater NY, LLC

  114 Random Farms Dr, Chappaqua, NY 10514
• 

  $2,597,511 Sold Dec 04, 2025

  482 Armonk Rd, Mount Kisco, NY 10549

  • 5 Beds
  • 4.5 Baths
  • 4,348 Sq Ft
  • Built 1936

  Last Sold Summary

  • 4% Above List Price
  • $597/SF
  • 121 Days On Market

  Current Estimated Value $2,736,474

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

  482 Armonk Rd, Mount Kisco, NY 10549
• 

  Est $1,344,395 Not Listed For Sale

  48 Hilltop Dr, Chappaqua, NY 10514

  • 4 Beds
  • 2.5 Baths
  • 1,836 Sq Ft
  • Built 1969

  48 Hilltop Dr, Chappaqua, NY 10514

  Last Sold Summary

  • 12% Above List Price
  • $654/SF
  • 10 Days On Market

  • Last Sold Price $1,200,000
  • Jul 09, 2024

  Last Listing Agent Lori Meringolo Houlihan Lawrence Inc.
• 

  

  /14

  $1,750,000

  • Land
  • 12.92 Acres
  • $135,449 per Acre

  767 King St, Chappaqua, NY 10514

  Extremely rare and ultra-private 12.92 acres of waterfront land in the Whippoorwill Lake enclave of Chappaqua. An exceptionally private canvas for a one-of-a-kind secluded getaway compound. Beyond the gate, a long private drive ascends to a concealed building site with sweeping lake and woodland vistas, plus natural water features including a waterfall and bridge. Near Whippoorwill Park,

  Sena Baron William Raveis-New York, LLC

  767 King St, Chappaqua, NY 10514
• 

  $1,600,000 Sold Jul 09, 2025

  25 Campfire Rd, Chappaqua, NY 10514

  • 3 Beds
  • 4 Baths
  • 4,086 Sq Ft
  • Built 1937

  Last Sold Summary

  • 19% Above List Price
  • $392/SF
  • 7 Days On Market

  Current Estimated Value $1,630,501

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  25 Campfire Rd, Chappaqua, NY 10514
• 

  Est $2,563,438 Not Listed For Sale

  66 Hilltop Dr, Chappaqua, NY 10514

  • 4 Beds
  • 4.5 Baths
  • 5,395 Sq Ft
  • Built 1966

  66 Hilltop Dr, Chappaqua, NY 10514

  Last Sold Summary

  • 6% Above List Price
  • $448/SF
  • 7 Days On Market

  • Last Sold Price $2,415,000
  • Dec 10, 2024

  Last Listing Agent Sari Shaw Compass Greater NY, LLC
• 

  

  /50

  $1,349,000

  • 3 Beds
  • 2.5 Baths
  • 3,112 Sq Ft

  335 Roaring Brook Rd, Chappaqua, NY 10514

  "VICTORIAN SPLENDOR" - A unique opportunity to own an early Grand Victorian home on park-like property with 3 fireplaces, a pool and a barn.Designated a New Castle George Carpenter Historic Landmark dating back to 1780. As you enter the main entrance a flood of natural light welcome you. The two-story projection of the façade’s central section, rising to a peak at the roofline, along

  Alicja Bohmrich Houlihan Lawrence Inc.

  335 Roaring Brook Rd, Chappaqua, NY 10514

Showing Results 121 - 160, Page 4 of 18