Homes in ZIP Code 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 $3,399,549

  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

  • 29 Days On Market
• 

  

  

  /43

  $2,499,000

  • 3 Beds
  • 4 Baths
  • 6,115 Sq Ft

  33 Greenbriar Dr, Chappaqua, NY 10514

  Set on beautifully landscaped grounds in one of Chappaqua’s most coveted neighborhoods, this exceptional luxury Colonial blends timeless architecture, designer finishes, and an unmatched indoor-outdoor lifestyle within the award-winning Chappaqua school district. Privately positioned against acres of preserved land, this premier Westchester County property offers both tranquility and convenience,

  Wendy Nolan Houlihan Lawrence Inc.

  33 Greenbriar Dr, Chappaqua, NY 10514
• 

  $2,000,000

  Sold Apr 28, 2026

  40 Smith St, Chappaqua, NY 10514

  • 4 Beds
  • 2.5 Baths
  • 2,658 Sq Ft
  • Built 1927

  Last Sold Summary

  • 38% Above List Price
  • $752/SF
  • 7 Days On Market

  Current Estimated Value $1,641,354

  Last Listing Agent Joanna Rizoulis Julia B Fee Sothebys Int. Rlty

  40 Smith St, Chappaqua, NY 10514
• 

  Est $2,674,972

  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

  • 164 Days On Market
• 

  

  /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
• 

  $1,125,000

  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 $1,232,542

  Last Listing Agent Sherry Wiggs Houlihan Lawrence Inc.

  16 Garey Dr, Chappaqua, NY 10514
• 

  Est $1,802,386

  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

  • 85 Days On Market
• 

  

  /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
• 

  $1,320,000

  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 $1,369,703

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

  41 Valley Ln, Chappaqua, NY 10514
• 

  Est $897,078

  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

  • 32 Days On Market
• 

  

  /27

  $2,600,000

  Pending

  • 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
• 

  $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 $1,826,860

  Last Listing Agent Mark Boyland Keller Williams Realty Partner

  9 Point Place, Chappaqua, NY 10514
• 

  Est $2,166,132

  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

  • 24 Days On Market
• 

  

  /33

  $1,999,999

  • 5 Beds
  • 4.5 Baths
  • 4,058 Sq Ft

  765 King St, Chappaqua, NY 10514

  Perfectly situated on over three picturesque acres, this timeless 5 bedroom Federal Colonial effortlessly blends historical charm with modern convenience. Thoughtfully updated while maintaining its classic character, the home offers expansive living spaces, refined finishes, and an exceptional layout designed for today’s lifestyle. At the heart of the home is the stunning chef’s kitchen featuring

  Sari Shaw Compass Greater NY, LLC

  765 King St, 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 $1,887,391

  Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

  2 Carriage Ln Unit 81, Chappaqua, NY 10514
• 

  Est $2,356,324

  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

  • 128 Days On Market
• 

  

  /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
• 

  $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 $1,515,221

  Last Listing Agent Lindsay Rothman Compass Greater NY LLC

  6 Algonquin Dr, Chappaqua, NY 10514
• 

  Est $2,111,863

  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

  • 12 Days On Market
• 

  

  /44

  $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
• 

  $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 $751,273

  Last Listing Agent Amanda Acard Nestedge Realty

  30 Rambling Brook Rd, Chappaqua, NY 10514
• 

  Est $2,006,423

  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

  • 52 Days On Market
• 

  

  /36

  $2,499,000

  $101K PRICE DROP 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
• 

  $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 $1,577,732

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  31 Wynnewood Rd, Chappaqua, NY 10514
• 

  Est $1,650,909

  Not Listed For Sale

  23 Round Hill Rd, Chappaqua, NY 10514

  • 5 Beds
  • 3.5 Baths
  • 3,230 Sq Ft
  • Built 1964

  23 Round Hill Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 25 Days On Market
• 

  

  /31

  $725,000

  • 2 Beds
  • 2.5 Baths
  • 1,818 Sq Ft

  134 Bayberry Close Unit 134, Chappaqua, NY 10514

  Welcome to 134 Bayberry Close in the sought-after Old Farm Lake community, in the heart of Chappaqua. This spacious 2-bedroom, 2.5-bathroom townhouse offers over 1,800 sq ft of living space across three levels, including a finished walk-out lower level. The main level features an eat-in kitchen, a dining area with sliding glass doors to the deck, and a sun-filled living room with cathedral

  Mark Boyland Keller Williams Realty Partner

  134 Bayberry Close Unit 134, 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 $1,945,060

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

  56 Annandale Rd, Chappaqua, NY 10514
• 

  Est $2,093,182

  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

  • 6 Days On Market
• 

  

  /49

  $1,595,000

  Open Sat 3PM - 4PM

  • 7 Beds
  • 3 Baths
  • 5,200 Sq Ft

  52 Orchard Ridge Rd, Chappaqua, NY 10514

  Rare opportunity to own two side-by-side residences on a beautifully landscaped 0.45-acre property in the highly sought-after Chappaqua School District. 52 Orchard Ridge features a renovated 3-bedroom, 1.5-bath home with hardwood floors, stainless steel appliances, updated cabinetry and countertops, and in-unit laundry. This residence will be delivered vacant at closing, offering immediate

  Valon Nikci Link NY Realty

  52 Orchard Ridge Rd, 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 $2,725,074

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

  482 Armonk Rd, Mount Kisco, NY 10549
• 

  Est $1,508,380

  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

  • 13 Days On Market
• 

  

  /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
• 

  $2,450,000

  Sold Jun 09, 2026

  5 Morning View Ct, Chappaqua, NY 10514

  • 4 Beds
  • 5 Baths
  • 5,767 Sq Ft
  • Built 2012

  Last Sold Summary

  • 26% Above List Price
  • $425/SF
  • 5 Days On Market

  Current Estimated Value $2,094,708

  Last Listing Agent Sari Shaw Compass Greater NY, LLC

  5 Morning View Ct, Chappaqua, NY 10514
• 

  Est $1,301,217

  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

  • 2 Days On Market
• 

  

  /35

  $2,990,000

  $687K PRICE DROP

  • 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
• 

  $1,630,000

  Sold Jun 15, 2026

  114 Old Lyme Rd, Chappaqua, NY 10514

  • 4 Beds
  • 2.5 Baths
  • 2,460 Sq Ft
  • Built 1977

  Last Sold Summary

  • 25% Above List Price
  • $663/SF
  • 6 Days On Market

  Current Estimated Value $1,428,789

  Last Listing Agent Sari Shaw Compass Greater NY, LLC

  114 Old Lyme Rd, Chappaqua, NY 10514
• 

  Est $1,667,163

  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

  • 14 Days On Market
• 

  

  /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
• 

  $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 $1,711,331

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  25 Campfire Rd, Chappaqua, NY 10514

Showing Results 121 - 160, Page 4 of 18