Chappaqua, NY Homes

• 

  $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 $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
• 

  $1,747,995

  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 $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
• 

  $1,391,022

  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 $2,166,132

  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
• 

  $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 $2,356,324

  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
• 

  $1,530,000

  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 $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
• 

  $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 $2,006,423

  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
• 

  $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 $1,650,909

  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
• 

  

  /36

  $1,495,000

  Pending

  • 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
• 

  $1,630,000

  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 $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
• 

  

  /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
• 

  $1,600,000

  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
• 

  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
• 

  

  /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
• 

  $1,375,000

  Sold Apr 20, 2026

  111 Seven Bridges Rd, Chappaqua, NY 10514

  • 4 Beds
  • 2.5 Baths
  • 2,069 Sq Ft
  • Built 1961

  Last Sold Summary

  • 15% Above List Price
  • $665/SF
  • 32 Days On Market

  Current Estimated Value $1,340,988

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

  111 Seven Bridges Rd, 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
• 

  

  /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
• 

  $2,375,000

  Sold Jun 12, 2026

  24 North Way, Chappaqua, NY 10514

  • 3 Beds
  • 3.5 Baths
  • 3,960 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Above List Price
  • $600/SF
  • 7 Days On Market

  Current Estimated Value $2,301,571

  Last Listing Agent Pamela Akin Douglas Elliman Real Estate

  24 North Way, 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
• 

  

  /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
• 

  $2,512,255

  Sold Jul 11, 2025

  35 Ivy Hill Rd, Chappaqua, NY 10514

  • 5 Beds
  • 4.5 Baths
  • 4,004 Sq Ft
  • Built 1942

  Last Sold Summary

  • 13% Below List Price
  • $627/SF
  • 47 Days On Market

  Current Estimated Value $2,672,702

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

  35 Ivy Hill Rd, Chappaqua, NY 10514
• 

  Est $1,348,810

  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

  • 33 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
• 

  $1,804,000

  Sold Jul 31, 2025

  10 Glen Terrace, Chappaqua, NY 10514

  • 4 Beds
  • 3.5 Baths
  • 3,219 Sq Ft
  • Built 1972

  Last Sold Summary

  • 27% Above List Price
  • $560/SF
  • 7 Days On Market

  Current Estimated Value $1,874,386

  Last Listing Agent Brendan Preston Houlihan Lawrence Inc.

  10 Glen Terrace, Chappaqua, NY 10514
• 

  Est $1,076,887

  Not Listed For Sale

  595 Quaker Rd, Chappaqua, NY 10514

  • 3 Beds
  • 3 Baths
  • 2,114 Sq Ft
  • Built 1953

  595 Quaker Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 84 Days On Market
• 

  

  /44

  $2,100,000

  Pending

  • 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
• 

  $2,551,201

  Sold May 15, 2026

  0 Gray Rock Ln Unit KEY943867, Chappaqua, NY 10514

  • 4 Beds
  • 2.5 Baths
  • 4,500 Sq Ft
  • Built 2026

  Last Sold Summary

  • 29% Above List Price
  • $567/SF
  • 88 Days On Market

  Last Listing Agent Rachel Lacoste Houlihan Lawrence Inc.

  0 Gray Rock Ln Unit KEY943867, Chappaqua, NY 10514

Showing Results 121 - 160, Page 4 of 18