New Castle, NY Homes

• 

  $1,275,000

  Sold Oct 03, 2025

  26 Mayberry Rd, Chappaqua, NY 10514

  • 5 Beds
  • 3 Baths
  • 3,200 Sq Ft
  • Built 1964

  Last Sold Summary

  • 1% Above List Price
  • $398/SF
  • 85 Days On Market

  Current Estimated Value $1,364,464

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

  26 Mayberry Rd, Chappaqua, NY 10514
• 

  Not Listed For Sale

  130 Pinesbridge Rd, Ossining, NY 10562

  • 4 Beds
  • 3 Baths
  • 2,644 Sq Ft
  • Built 1946

  130 Pinesbridge Rd, Ossining, NY 10562

  Last Sold Summary

  • 168 Days On Market
• 

  

  

  /9

  $2,895,000

  • 4 Beds
  • 5.5 Baths
  • 4,589 Sq Ft

  39 Barnes Ln, Chappaqua, NY 10514

  Exceptional new construction opportunity in the highly sought-after Chappaqua School District, currently being built with anticipated completion this Fall 2026. Early buyers will have the rare chance to customize many of the final finishes and tailor the home to their personal style. This thoughtfully designed home offers 4 bedrooms and 5.1 bathrooms, with a highly desirable layout that lives

  Karin Kimtis Compass Greater NY, LLC

  39 Barnes Ln, Chappaqua, NY 10514
• 

  $1,570,856

  Sold Jul 25, 2025

  16 Dewitt Dr Unit 70, Chappaqua, NY 10514

  • 2 Beds
  • 3.5 Baths
  • 3,269 Sq Ft
  • Built 2025

  Last Sold Summary

  • 11% Below List Price
  • $481/SF
  • 323 Days On Market

  Current Estimated Value $1,603,997

  Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

  16 Dewitt Dr Unit 70, Chappaqua, NY 10514
• 

  Not Listed For Sale

  50 Spring Valley Rd, Ossining, NY 10562

  • 3 Beds
  • 5 Baths
  • 3,902 Sq Ft
  • Built 1897

  50 Spring Valley Rd, Ossining, NY 10562

  Last Sold Summary

  • 388 Days On Market
• 

  

  /35

  $849,000

  $50K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 2,292 Sq Ft

  55 Hoags Cross Rd, Ossining, NY 10562

  Welcome to 55 Hoags Cross Rd. in the desirable New Castle area of Ossining. Privately set on a level acre and surrounded by trees and natural landscaping, this property offers a rare sense of quiet seclusion: your own peaceful retreat, just moments from town, commuting routes, and everyday conveniences. This beautifully maintained split-level ranch lives like a 4-bedroom and offers exceptional

  Maryanne Durr Coldwell Banker Realty

  55 Hoags Cross Rd, Ossining, NY 10562
• 

  $706,499

  Sold Oct 30, 2025

  52 Red Oak Ln, Mount Kisco, NY 10549

  • 2 Beds
  • 2 Baths
  • 1,775 Sq Ft
  • Built 1938

  Last Sold Summary

  • 12% Below List Price
  • $398/SF
  • 127 Days On Market

  Current Estimated Value $759,708

  Last Listing Agent Kile Boga-Ibric Houlihan Lawrence Inc.

  52 Red Oak Ln, Mount Kisco, NY 10549
• 

  Not Listed For Sale

  49 Spring Valley Rd, Ossining, NY 10562

  • 5 Beds
  • 3 Baths
  • 2,754 Sq Ft
  • Built 1855

  49 Spring Valley Rd, Ossining, NY 10562

  Last Sold Summary

  • 75 Days On Market
• 

  

  /16

  $1,299,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 3,193 Sq Ft

  25 Longview Ln, Chappaqua, NY 10514

  Tastefully updated and well maintained, this sophisticated yet traditional Contemporary home offers the perfect balance of elegance and comfort in the highly sought-after Chappaqua school district. The light-filled, open floor plan welcomes you with spacious rooms, soaring ceilings, and a floor-to-ceiling stone fireplace anchoring the dramatic great room. The expansive eat-in kitchen is a chef’s

  Cindy Glynn Compass Greater NY, LLC

  25 Longview Ln, Chappaqua, NY 10514
• 

  $1,600,000

  Sold Aug 22, 2025

  106 Random Farms Dr, Chappaqua, NY 10514

  • 5 Beds
  • 3.5 Baths
  • 3,859 Sq Ft
  • Built 1920

  Last Sold Summary

  • $415/SF
  • 40 Days On Market

  Current Estimated Value $1,670,337

  Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

  106 Random Farms Dr, Chappaqua, NY 10514
• 

  Not Listed For Sale

  85 Haights Cross Rd, Chappaqua, NY 10514

  • 7 Beds
  • 6 Baths
  • 6,814 Sq Ft
  • Built 1969

  85 Haights Cross Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 43 Days On Market
• 

  

  /49

  $1,100,000

  • 5 Beds
  • 3 Baths
  • 2,715 Sq Ft

  2 Turner Dr, Chappaqua, NY 10514

  Some homes have good bones. This one has great ones in a private setting. Nestled in Chappaqua's beloved Seven Bridges neighborhood, this 1934 Colonial sits on nearly three-quarters of an acre where tree-lined streets and a true sense of community appeal to buyers who embrace Chappaqua and remain for years. Original hardwood floors, a wood-burning fireplace, crown molding, and a screened porch

  Lauren Zaccaria Houlihan Lawrence Inc.

  2 Turner Dr, Chappaqua, NY 10514
• 

  $460,000

  Sold May 01, 2026

  356 N Greeley Ave Unit 28G, Chappaqua, NY 10514

  • 1 Bed
  • 1.5 Baths
  • 1,207 Sq Ft
  • Built 1988

  Last Sold Summary

  • 15% Below List Price
  • $381/SF
  • 162 Days On Market

  Current Estimated Value $472,834

  Last Listing Agent Alicja Bohmrich Houlihan Lawrence Inc.

  356 N Greeley Ave Unit 28G, Chappaqua, NY 10514
• 

  Not Listed For Sale

  219 Hamilton Rd, Chappaqua, NY 10514

  • 6 Beds
  • 4.5 Baths
  • 4,692 Sq Ft
  • Built 1929

  219 Hamilton Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 11 Days On Market
• 

  

  /48

  $1,275,000

  Pending

  • 3 Beds
  • 3 Baths
  • 2,803 Sq Ft

  20 Main St, Mount Kisco, NY 10549

  Charming Cape Colonial on over an acre offering 2,834 sq ft of beautifully updated living space, set at the end of a quiet dead-end street in Kisco Park in the renowned Chappaqua school district.. This inviting 3-bedroom home lives like 4/5 bedroom and features a stunning new white eat-in kitchen with stainless steel appliances, quartz and granite countertops, a door out, and a large center

  Sena Baron William Raveis-New York, LLC

  20 Main St, Mount Kisco, NY 10549
• 

  $1,655,800

  Sold Apr 21, 2026

  9 Whitlaw Ln, Chappaqua, NY 10514

  • 4 Beds
  • 2.5 Baths
  • 2,932 Sq Ft
  • Built 1969

  Last Sold Summary

  • 12% Above List Price
  • $565/SF
  • 10 Days On Market

  Current Estimated Value $1,522,469

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

  9 Whitlaw Ln, Chappaqua, NY 10514
• 

  Est $1,783,242

  Not Listed For Sale

  370 Sarles St, Mount Kisco, NY 10549

  • 4 Beds
  • 3.5 Baths
  • 2,973 Sq Ft
  • Built 1908

  370 Sarles St, Mount Kisco, NY 10549

  Last Sold Summary

  • 27 Days On Market
• 

  

  /30

  $1,050,000

  • 3 Beds
  • 3 Baths
  • 2,160 Sq Ft

  568 Saw Mill River Rd, Millwood, NY 10546

  Private access to the scenic North County Trailway, offering miles of paved trails for walking, running, and biking, is just one of the many highlights of this beautifully maintained home. Not to be missed, this sun-filled 3-bedroom, 3-bath raised ranch offers a comfortable layout ideal for both everyday living and entertaining. Set privately on over 1.3 level acres and screened from the road by

  Stacey Sporn William Raveis Real Estate

  568 Saw Mill River Rd, Millwood, NY 10546
• 

  $1,325,000

  Sold Jul 17, 2025

  6 Noyes Rd, Mount Kisco, NY 10549

  • 4 Beds
  • 3.5 Baths
  • 4,192 Sq Ft
  • Built 1955

  Last Sold Summary

  • 8% Above List Price
  • $316/SF
  • 13 Days On Market

  Current Estimated Value $1,415,022

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

  6 Noyes Rd, Mount Kisco, NY 10549
• 

  Est $2,637,338

  Not Listed For Sale

  16 Kittle Rd, Chappaqua, NY 10514

  • 5 Beds
  • 5.5 Baths
  • 4,249 Sq Ft
  • Built 1936

  16 Kittle Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 13 Days On Market
• 

  

  /36

  $1,599,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 3,121 Sq Ft

  40 Kings Ct, Chappaqua, NY 10514

  A truly exceptional offering, this picture-perfect 1930s Colonial blends timeless elegance with modern luxury. Set on beautifully landscaped property in a serene setting yet just a moment away from town. Impeccably maintained, tastefully expanded & renovated, the home showcases refined design, effortless flow, and enduring architectural charm.The main level is thoughtfully designed with a

  Jennifer Harris Compass Greater NY, LLC

  40 Kings Ct, 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 $1,869,953

  Not Listed For Sale

  55 Cowdin Cir, Chappaqua, NY 10514

  • 4 Beds
  • 3.5 Baths
  • 4,045 Sq Ft
  • Built 1952

  55 Cowdin Cir, Chappaqua, NY 10514

  Last Sold Summary

  • 13 Days On Market
• 

  

  /25

  $450,000

  • 3 Beds
  • 2 Baths
  • 882 Sq Ft

  281 Croton Dam Rd Unit A, Ossining, NY 10562

  Welcome home to 281a Croton Dam Road. Nestled on a picturesque lot along scenic Croton Dam Road, this charming 3-bedroom home offers the perfect blend of character, comfort, and affordability. The thoughtfully designed layout features a convenient first-floor bedroom, ideal for guests, a home office, or one-level living, while two additional bedrooms are located upstairs. Filled with natural

  Annette Cicinelli Keller Williams Realty Partner

  281 Croton Dam Rd Unit A, Ossining, NY 10562
• 

  $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 $913,324

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

  375 Quaker Rd, Chappaqua, NY 10514
• 

  Est $2,011,758

  Not Listed For Sale

  70 Cowdin Cir, Chappaqua, NY 10514

  • 4 Beds
  • 4 Baths
  • 3,689 Sq Ft
  • Built 1963

  70 Cowdin Cir, Chappaqua, NY 10514

  Last Sold Summary

  • 12 Days On Market
• 

  

  /43

  $675,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,959 Sq Ft

  24 Highview Rd, Ossining, NY 10562

  Welcome to 24 Highview Road, a classic Split-Level home offering the perfect blend of privacy and potential on a rare 1.32-acre lot in the Town of New Castle. This 3-bedroom, 2.1-bathroom residence features 1,959 square feet of living space with several recent high-value mechanical and interior upgrades. The main level boasts a spacious living room with a cozy fireplace and a seamless flow into

  Elizabeth Koski Coldwell Banker Realty

  24 Highview Rd, Ossining, NY 10562
• 

  $1,436,000

  Sold Dec 05, 2025

  20 Pamela Place, Millwood, NY 10546

  • 4 Beds
  • 2.5 Baths
  • 3,103 Sq Ft
  • Built 1971

  Last Sold Summary

  • 9% Above List Price
  • $463/SF
  • 14 Days On Market

  Current Estimated Value $1,427,725

  Last Listing Agent Helen Dorman Houlihan Lawrence Inc.

  20 Pamela Place, Millwood, NY 10546
• 

  Est $1,669,211

  Not Listed For Sale

  64 Cowdin Cir, Chappaqua, NY 10514

  • 3 Beds
  • 2.5 Baths
  • 2,911 Sq Ft
  • Built 1962

  64 Cowdin Cir, Chappaqua, NY 10514

  Last Sold Summary

  • 14 Days On Market
• 

  

  /43

  $1,099,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,999 Sq Ft

  28 Valley View Rd, Chappaqua, NY 10514

  Some homes offer space. Others offer a feeling.Tucked along a picturesque tree lined street in the sought after Dodge Farm section of Chappaqua, 28 Valley View Road is a place where privacy, comfort and timeless charm come together beautifully. Privately sited on approximately 1.2 acres, framed by beautiful landscaping, mature plantings and striking stone walls, this thoughtfully designed 3

  Kile Boga-Ibric Houlihan Lawrence Inc.

  28 Valley View 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 $3,077,164

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  93 Haights Cross Rd, Chappaqua, NY 10514
• 

  Est $747,579

  Not Listed For Sale

  10 Birch Dr, Mount Kisco, NY 10549

  • 3 Beds
  • 1 Bath
  • 1,266 Sq Ft
  • Built 1930

  10 Birch Dr, Mount Kisco, NY 10549

  Last Sold Summary

  • 71 Days On Market
• 

  

  /23

  $1,590,000

  $35K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 2,576 Sq Ft

  17 Lila Ln, Chappaqua, NY 10514

  Welcome to this sophisticated carriage home at 17 Lila Lane, offering a rare blend of contemporary luxury and maintenance-free living within the prestigious Chappaqua Crossing community. The thoughtfully designed layout is anchored by a gorgeous chef’s kitchen, featuring a large center island with ample seating and a premium JennAir appliance package. Equally enticing is the coveted first-floor

  Jocelyn Cloder Compass Greater NY, LLC

  17 Lila Ln, 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 $730,660

  Last Listing Agent Sari Shaw Compass Greater NY, LLC

  380 Whippoorwill Rd, Chappaqua, NY 10514
• 

  Est $1,132,673

  Not Listed For Sale

  120 Harriman Rd, Mount Kisco, NY 10549

  • 4 Beds
  • 3 Baths
  • 2,168 Sq Ft
  • Built 1965

  120 Harriman Rd, Mount Kisco, NY 10549

  Last Sold Summary

  • 19 Days On Market
• 

  

  /41

  $1,250,000

  • 3 Beds
  • 2 Baths
  • 1,702 Sq Ft

  65 Douglas Rd, Chappaqua, NY 10514

  The truly enchanting waterfront setting of this exceptional in-town 1930 Dutch Colonial is defined by sweeping views, lush landscaping, expansive flat yards and a pristine spring-fed duck pond. Meandering stone pathways guide you through beautifully curated grounds, revealing peaceful gathering spaces and quiet corners perfect for enjoying the storybook scenery. Just off the kitchen, a generous

  Lynn Harmonay North Country Sothebys Int Rlt

  65 Douglas Rd, 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 $1,084,340

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  326 Millwood Rd, Chappaqua, NY 10514
• 

  Not Listed For Sale

  62 Kathleen Ln, Mount Kisco, NY 10549

  • 4 Beds
  • 3.5 Baths
  • 4,783 Sq Ft
  • Built 1950

  62 Kathleen Ln, Mount Kisco, NY 10549

  Last Sold Summary

  • 39 Days On Market
• 

  

  /42

  $1,799,000

  $100K PRICE DROP

  • 2 Beds
  • 3.5 Baths
  • 3,574 Sq Ft

  2 Dewitt Dr, Chappaqua, NY 10514

  Welcome to 2 DeWitt Drive — a stunning 2025-built carriage home offering refined luxury and effortless living in one of Chappaqua’s most desirable communities. This light-filled corner residence spans 3,574 square feet with 2 spacious bedrooms (lives like a 3BR) and 3.5 baths, thoughtfully designed with high-end finishes and sophisticated upgrades throughout. Expansive windows flood the home with

  Joann Galluccio William Raveis-New York LLC

  2 Dewitt Dr, 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 $1,310,363

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  71 Commodore Rd, Chappaqua, NY 10514

Showing Results 81 - 120, Page 3 of 18