New Castle, NY Homes

• 

  Est $1,665,293 Not Listed For Sale

  9 Killington St, Chappaqua, NY 10514

  • 3 Beds
  • 3 Baths
  • 2,625 Sq Ft
  • Built 1968

  9 Killington St, Chappaqua, NY 10514

  Last Sold Summary

  • 10% Above List Price
  • $574/SF
  • 14 Days On Market

  • Last Sold Price $1,507,717
  • Dec 20, 2024

  Last Listing Agent Natalia Wixom Compass Greater NY, LLC
• 

  

  

  /30

  $1,299,999 Pending

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

  114 Old Lyme Rd, Chappaqua, NY 10514

  Meticulously maintained and move-in ready, this light-filled 4-bedroom, 2.5-bath contemporary is set on one of Chappaqua’s most desirable streets. The open-concept layout offers seamless flow for everyday living and entertaining, enhanced by exceptional natural light throughout provided by pristine windows. Updated baths in 2025 bring a fresh, modern feel, complementing the home’s clean

  Sari Shaw Compass Greater NY, LLC

  114 Old Lyme Rd, Chappaqua, NY 10514
• 

  $1,382,000 Sold Jun 16, 2025

  3 Courtmel Rd, Mount Kisco, NY 10549

  • 4 Beds
  • 2.5 Baths
  • 2,684 Sq Ft
  • Built 1964

  Last Sold Summary

  • 10% Above List Price
  • $515/SF
  • 11 Days On Market

  Current Estimated Value $1,436,601

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

  3 Courtmel Rd, Mount Kisco, NY 10549
• 

  Est $1,573,651 Not Listed For Sale

  133 Westwood Dr, Mount Kisco, NY 10549

  • 2 Beds
  • 3 Baths
  • 4,626 Sq Ft
  • Built 1997

  133 Westwood Dr, Mount Kisco, NY 10549

  Last Sold Summary

  • 40% Above List Price
  • $243/SF
  • 107 Days On Market

  • Last Sold Price $1,125,000
  • Jan 12, 2024

  Last Listing Agent Jayne Begley William Raveis Real Estate
• 

  

  

  /17

  $3,350,000

  • 4 Beds
  • 7 Baths
  • 5,712 Sq Ft

  201 Bedford Rd, Chappaqua, NY 10514

  Exciting all new construction by highly regarded local builder, Tavo Development, along with noted architect Teo Siguenza, aiming for a Fall 2026 completion. This refined, 5,712 sq ft Colonial blends classic architecture with sophisticated modern living. The light-filled main level, with 10’ ceilings, offers a seamless open floorplan featuring a chef’s kitchen with island and service pantry,

  Brian Milton Compass Greater NY, LLC

  201 Bedford Rd, Chappaqua, NY 10514
• 

  $1,975,000 Sold Aug 28, 2025

  18 Brandon Dr, Mount Kisco, NY 10549

  • 4 Beds
  • 5.5 Baths
  • 5,365 Sq Ft
  • Built 1968

  Last Sold Summary

  • 1% Below List Price
  • $368/SF
  • 33 Days On Market

  Current Estimated Value $1,967,575

  Last Listing Agent Kile Boga-Ibric Houlihan Lawrence Inc.

  18 Brandon Dr, Mount Kisco, NY 10549
• 

  Est $8,149,800 Not Listed For Sale

  123 Westwood Dr, Mount Kisco, NY 10549

  • 8 Beds
  • 14 Baths
  • 9,952 Sq Ft
  • Built 2007

  123 Westwood Dr, Mount Kisco, NY 10549

  Last Sold Summary

  • 2% Below List Price
  • $834/SF
  • 148 Days On Market

  • Last Sold Price $8,300,000
  • Mar 10, 2025

  Last Listing Agent Brian Milton Compass Greater NY, LLC
• 

  /2

  $239,000 Pending

  • Land
  • 2.02 Acres
  • $118,317 per Acre

  181 Somerstown Rd, Millwood, NY 10546

  2+ acres of Land in Chappaqua School District. Calling all Buyers that can't find what they're looking for in a single family home...Build Your own home just the way you like! Moments from Shopping, Highways and Schools. Over 150' of frontage. Needs Zoning, Planning, BOH approvals. Get started today. Additional Information: SoilType:Unknown,

  Andrea Martone Houlihan Lawrence Inc.

  181 Somerstown Rd, Millwood, NY 10546
• 

  $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 $3,827,102 Not Listed For Sale

  115 Westwood Dr, Mount Kisco, NY 10549

  • 5 Beds
  • 5.5 Baths
  • 8,406 Sq Ft
  • Built 2002

  115 Westwood Dr, Mount Kisco, NY 10549

  Last Sold Summary

  • 10% Above List Price
  • $414/SF
  • 27 Days On Market

  • Last Sold Price $3,482,000
  • Aug 06, 2024

  Last Listing Agent Angela Kessel Houlihan Lawrence Inc.
• 

  

  /6

  $639,000

  • Land
  • 7,405 Sq Ft
  • $3,758,824 per Acre

  65 S Bedford Rd, Chappaqua, NY 10514

  A rare opportunity to build mixed use consisting of commercial/professional and multi-family with huge income potential.The 1st floor as commercial and the 2nd and 3rd floors residential apartments.An architect has drawn 4 concept plans ranging from commercial space and lobby with (4) 2-bedroom apartments to commercial space and lobby with (6) 1-bedroom apartments.One example:1st

  Theodore Weinstein REO Edge LLC

  65 S Bedford Rd, 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 $1,334,363 Not Listed For Sale

  39 Kitchel Rd, Mount Kisco, NY 10549

  • 3 Beds
  • 2.5 Baths
  • 2,059 Sq Ft
  • Built 1955

  39 Kitchel Rd, Mount Kisco, NY 10549

  Last Sold Summary

  • 17% Above List Price
  • $556/SF
  • 14 Days On Market

  • Last Sold Price $1,145,000
  • Mar 12, 2024

  Last Listing Agent MaryAnn Bayer Compass Greater NY, LLC
• 

  

  /42

  $1,290,000 Pending

  • 3 Beds
  • 3 Baths
  • 3,421 Sq Ft

  80 Roaring Brook Rd, Chappaqua, NY 10514

  Step into a home that blends space, light, and everyday convenience in all the right ways. This legal 3-bedroom residence lives like a 4-bedroom, offering flexible options including a potential first-floor bedroom—perfect for guests, work-from-home needs, or multigenerational living.At the heart of the home, a majestic family room with a fireplace creates a warm and inviting atmosphere, ideal

  Mark Okamoto Houlihan Lawrence Inc.

  80 Roaring Brook Rd, 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 $2,126,241 Not Listed For Sale

  14 Tall Timber, Mount Kisco, NY 10549

  • 4 Beds
  • 3.5 Baths
  • 4,312 Sq Ft
  • Built 1962

  14 Tall Timber, Mount Kisco, NY 10549

  Last Sold Summary

  • 10% Above List Price
  • $446/SF
  • 11 Days On Market

  • Last Sold Price $1,925,000
  • Sep 20, 2024

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

  

  /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
• 

  $2,300,000 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 $2,283,088 Not Listed For Sale

  19 Tall Timber, Mount Kisco, NY 10549

  • 4 Beds
  • 3.5 Baths
  • 4,427 Sq Ft
  • Built 1961

  19 Tall Timber, Mount Kisco, NY 10549

  Last Sold Summary

  • 6% Above List Price
  • $486/SF
  • 10 Days On Market

  • Last Sold Price $2,150,000
  • Feb 24, 2025

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC
• 

  

  /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
• 

  $1,090,000 Sold Aug 08, 2025

  83 Inningwood Rd, Millwood, NY 10546

  • 4 Beds
  • 2 Baths
  • 1,874 Sq Ft
  • Built 1955

  Last Sold Summary

  • 9% Below List Price
  • $582/SF
  • 34 Days On Market

  Current Estimated Value $1,097,422

  Last Listing Agent Amy Via Houlihan Lawrence Inc.

  83 Inningwood Rd, Millwood, NY 10546
• 

  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
• 

  

  /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
• 

  $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
• 

  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
• 

  

  /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
• 

  $1,500,000 Sold Jul 24, 2025

  134 Ruxton Rd, Mount Kisco, NY 10549

  • 2 Beds
  • 2.5 Baths
  • 3,100 Sq Ft
  • Built 1988

  Last Sold Summary

  • 3% Above List Price
  • $484/SF
  • 7 Days On Market

  Current Estimated Value $1,459,706

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  134 Ruxton Rd, Mount Kisco, NY 10549
• 

  Est $1,011,628 Not Listed For Sale

  135 Armonk Rd, Mount Kisco, NY 10549

  • 4 Beds
  • 2.5 Baths
  • 2,294 Sq Ft
  • Built 1930

  135 Armonk Rd, Mount Kisco, NY 10549

  Last Sold Summary

  • 35% Above List Price
  • $327/SF
  • 50 Days On Market

  • Last Sold Price $750,000
  • Sep 01, 2023

  Last Listing Agent Brad Schneider ERA Insite Realty Services
• 

  

  /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
• 

  $1,200,000 Sold Jul 31, 2025

  16 Gregory Ln, Millwood, NY 10546

  • 4 Beds
  • 2.5 Baths
  • 2,251 Sq Ft
  • Built 1968

  Last Sold Summary

  • 10% Above List Price
  • $533/SF
  • 20 Days On Market

  Current Estimated Value $1,201,052

  Last Listing Agent Adriane Defeo Compass Greater NY, LLC

  16 Gregory Ln, Millwood, NY 10546
• 

  Est $2,359,236 Not Listed For Sale

  23 Taylor Rd, Mount Kisco, NY 10549

  • 4 Beds
  • 5 Baths
  • 4,416 Sq Ft
  • Built 1929

  23 Taylor Rd, Mount Kisco, NY 10549

  Last Sold Summary

  • 11% Below List Price
  • $600/SF
  • 154 Days On Market

  • Last Sold Price $2,650,000
  • Feb 11, 2025

  Last Listing Agent Maureen Verre Houlihan Lawrence Inc.
• 

  

  /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
• 

  $650,000 Sold May 09, 2025

  13 Main St, Mount Kisco, NY 10549

  • 3 Beds
  • 1 Bath
  • 1,058 Sq Ft
  • Built 1925

  Last Sold Summary

  • 2% Above List Price
  • $614/SF
  • 27 Days On Market

  Current Estimated Value $699,274

  Last Listing Agent Valerie Codino Keller Williams Realty Group

  13 Main St, Mount Kisco, NY 10549
• 

  Est $1,812,235 Not Listed For Sale

  21 Taylor Rd, Mount Kisco, NY 10549

  • 3 Beds
  • 4 Baths
  • 3,957 Sq Ft
  • Built 1965

  21 Taylor Rd, Mount Kisco, NY 10549

  Last Sold Summary

  • 16% Above List Price
  • $394/SF
  • 67 Days On Market

  • Last Sold Price $1,560,000
  • Jan 10, 2025

  Last Listing Agent Reza Zoroufie Siano & Company Ltd.
• 

  

  /44

  $2,950,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 7,371 Sq Ft

  2 Cerf Ln, Mount Kisco, NY 10549

  This meticulously designed Colonial in the prestigious Chappaqua Central School District provides a true haven for those who appreciate refined living with a contemporary turnkey design aesthetic. The blend of traditional and contemporary vibes creates an exquisite mix of sophistication and relaxed comfort for entertaining and everyday living. Featuring high-end finishes throughout, every level

  Alaina Bainlardi William Raveis-New York LLC

  2 Cerf Ln, Mount Kisco, NY 10549
• 

  $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 $2,603,320 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.
• 

  

  /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
• 

  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

Showing Results 121 - 160, Page 4 of 18