New Castle, NY Homes

• 

  

  

  /39

  $1,199,000

  Pending

  • 3 Beds
  • 3.5 Baths
  • 2,708 Sq Ft

  25 Cabin Ridge Rd, Chappaqua, NY 10514

  Escape to your own private retreat on 3.44 acres of wooded land, where rustic charm meets modern comfort. This unique residence was thoughtfully expanded in 2005 and refined with modern luxuries while preserving its timeless character. The beautifully crafted, freshly painted 2,708-square-foot home offers 3 bedrooms and 4 bathrooms in a serene, nature-filled setting. Inside, you'll find a

  Jia Wei Keller Williams Realty Group

  25 Cabin Ridge Rd, Chappaqua, NY 10514
• Selling your home? Sell it faster and for more with a Homes.com Boost.

  Learn More
• 

  

  

  /32

  $5,900 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,553 Sq Ft
  • Townhouse for Rent

  17 Rambling Brook Rd, Chappaqua, NY 10514

  Move In Ready, Recently Remodeled Townhouse in Old Farm Lake, Chappaqua. Discover this beautifully updated end unit townhouse offering 3 bedrooms, 3 baths, one car garage, deck, and a bonus room on each level. With a natural organic feel to compliment quiet community settings and landscaping, your new home offers calming sensory attentive features throughout to fit any mood. Enjoy New Designer

  Lauren Zaccaria Houlihan Lawrence Inc.

  17 Rambling Brook Rd, Chappaqua, NY 10514
• 

  $199,900

  Sold Apr 15, 2026

  135 - 6 Highland Ave S Unit D1, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • Built 1962

  Last Sold Summary

  • 5% Below List Price
  • $297/SF
  • 203 Days On Market

  Last Listing Agent Sherry Wiggs Houlihan Lawrence Inc.

  135 - 6 Highland Ave S Unit D1, Ossining, NY 10562
• 

  Not Listed For Sale

  26 Dewitt Dr Unit 75, Chappaqua, NY 10514

  • 3 Beds
  • 2.5 Baths
  • 3,335 Sq Ft
  • Built 2024

  26 Dewitt Dr Unit 75, Chappaqua, NY 10514

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.
• 

  

  

  /21

  $1,195,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,178 Sq Ft

  26 Meadow Ln, Chappaqua, NY 10514

  Welcome to 26 Meadow Lane, a pristine 2,178-square-foot ranch set on over half an acre of flat, beautifully landscaped property in one of Chappaqua’s most coveted residential neighborhoods. A rocking chair front porch and Belgian block-lined driveway offer an immediate sense of arrival, while sidewalk-lined streets connect the neighborhood to the acclaimed village of Chappaqua, minutes from

  Lauren Zaccaria Houlihan Lawrence Inc.

  26 Meadow Ln, Chappaqua, NY 10514
• 

  $1,659,995

  Sold Sep 10, 2025

  19 Wallace Way Unit 25, Chappaqua, NY 10514

  • 2 Beds
  • 4 Baths
  • 3,432 Sq Ft
  • Built 2022

  Last Sold Summary

  • 4% Below List Price
  • $484/SF
  • 91 Days On Market

  Current Estimated Value $1,807,390

  Last Listing Agent Andrea Martone Houlihan Lawrence Inc.

  19 Wallace Way Unit 25, Chappaqua, NY 10514
• 

  Not Listed For Sale

  45 Lila Ln Unit 62, Chappaqua, NY 10514

  • 2 Beds
  • 3.5 Baths
  • 3,101 Sq Ft
  • Built 2023

  45 Lila Ln Unit 62, Chappaqua, NY 10514

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.
• 

  

  /33

  $1,299,999

  Pending

  • 3 Beds
  • 5 Baths
  • 3,751 Sq Ft

  100 Byram Lake Rd, Mount Kisco, NY 10549

  Secluded, sustainable retreat just minutes from downtown Mt. Kisco with Bedford schools and Chappaqua express train commute. Built on an historic 1880’s summer estate, this home offers a rare combination of tranquility, modern efficiency, timeless charm and one level-living. Situated on 1.16 private acres, this home emphasizes sustainability with zero carbon emissions via solar panels, geothermal

  Joanne Milch William Raveis-New York, LLC

  100 Byram Lake Rd, Mount Kisco, NY 10549
• 

  $3,400,000

  Sold Sep 09, 2025

  5 Briarcliff Rd, Chappaqua, NY 10514

  • 4 Beds
  • 7 Baths
  • 7,305 Sq Ft
  • Built 2007

  Last Sold Summary

  • 8% Below List Price
  • $465/SF
  • 65 Days On Market

  Current Estimated Value $3,693,183

  Last Listing Agent Sari Shaw Compass Greater NY, LLC

  5 Briarcliff Rd, Chappaqua, NY 10514
• 

  Not Listed For Sale

  41 Lila Ln Unit 60, Chappaqua, NY 10514

  • 2 Beds
  • 3.5 Baths
  • 3,101 Sq Ft
  • Built 2023

  41 Lila Ln Unit 60, Chappaqua, NY 10514

  Last Sold Summary

  • 117 Days On Market

  Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.
• 

  

  /39

  $1,599,999

  Pending

  • 4 Beds
  • 3 Baths
  • 3,672 Sq Ft

  734 King St, Chappaqua, NY 10514

  Thoughtfully reimagined farmhouse with barn, this distinctive 4-bedroom, 3-bath home blends historic charm with striking modern design. Set on close to 2 private acres surrounded by mature trees, the property offers exceptional privacy and a peaceful natural setting. Inside, soaring ceilings, oversized windows, and multiple skylights flood the home with natural light. The open-concept living

  Sari Shaw Compass Greater NY, LLC

  734 King St, Chappaqua, NY 10514
• 

  $820,000

  Sold Aug 20, 2025

  149 King St Unit 15, Chappaqua, NY 10514

  • 2 Beds
  • 2.5 Baths
  • 1,925 Sq Ft
  • Built 1988

  Last Sold Summary

  • $426/SF
  • 15 Days On Market

  Last Listing Agent Janet Short Houlihan Lawrence Inc.

  149 King St Unit 15, Chappaqua, NY 10514
• 

  Est $1,117,860

  Not Listed For Sale

  16 Seth Canyon Dr, Mount Kisco, NY 10549

  • 4 Beds
  • 3 Baths
  • 2,688 Sq Ft
  • Built 1987

  16 Seth Canyon Dr, Mount Kisco, NY 10549

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Nikki McMann William Raveis-New York LLC
• 

  

  /49

  $1,600,000

  Pending

  • 11 Beds
  • 9 Baths

  120 Spring Valley Rd, Ossining, NY 10562

  Rare multi-residence property offering exceptional flexibility, income potential, and a picturesque setting on beautifully landscaped grounds with scenic views of a shared pond. Nestled among mature trees and expansive lawns, this unique offering features three separate residential structures situated on one parcel, creating an outstanding opportunity for investors, owner-occupants,

  Alfred Bruno Berkshire Hathaway HS NY Prop

  120 Spring Valley Rd, Ossining, NY 10562
• 

  $1,950,000

  Sold Aug 07, 2026

  105 Cross Ridge Rd, Chappaqua, NY 10514

  • 4 Beds
  • 4 Baths
  • 2,953 Sq Ft
  • Built 1963

  Last Sold Summary

  • 30% Above List Price
  • $660/SF
  • 6 Days On Market

  Current Estimated Value $1,506,654

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

  105 Cross Ridge Rd, Chappaqua, NY 10514
• 

  Not Listed For Sale

  39 Lila Ln Unit 59, Chappaqua, NY 10514

  • 2 Beds
  • 4 Baths
  • 3,101 Sq Ft
  • Built 2023

  39 Lila Ln Unit 59, Chappaqua, NY 10514

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Debbe Yarosh Toll Brothers Real Estate Inc.
• 

  

  /25

  $1,595,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 3,585 Sq Ft

  67 Tripp St, Mount Kisco, NY 10549

  STUNNING DESIGN. Fabulous estate area location. Over two serene acres with mature trees and flowering shrubs. Absolutely gorgeous flowering gardens with remarkable plantings. Remarkable Modern Estate-- the perfect country house impeccably maintained and updated. Light airy, open rooms with walls of crisp white, gleaming floors, high ceilings and walls of windows. Impressive skylit Entrance Hall.

  George D'Ambrosio Ginnel Real Estate

  67 Tripp St, Mount Kisco, NY 10549
• 

  $1,040,000

  Sold Nov 25, 2025

  81 Hidden Hollow Ln, Millwood, NY 10546

  • 4 Beds
  • 2.5 Baths
  • 2,368 Sq Ft
  • Built 1971

  Last Sold Summary

  • 1% Below List Price
  • $439/SF
  • 53 Days On Market

  Current Estimated Value $1,103,126

  Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

  81 Hidden Hollow Ln, Millwood, NY 10546
• 

  Est $1,856,673

  Not Listed For Sale

  20 Lawrence Frm Crswy, Chappaqua, NY 10514

  • 4 Beds
  • 2.5 Baths
  • 4,085 Sq Ft
  • Built 1978

  20 Lawrence Frm Crswy, Chappaqua, NY 10514

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC
• 

  

  /50

  $1,150,000

  • 4 Beds
  • 2.5 Baths
  • 2,982 Sq Ft

  49 E Ridge Ln, Mount Kisco, NY 10549

  ***CHAPPAQUA SCHOOL DISTRICT*** Tucked away on a quiet cul-de-sac and set on nearly half an acre of beautifully landscaped property, this sun-filled Colonial offers the perfect combination of space, comfort, and convenience. Thoughtfully maintained and move-in ready, the home features almost 3,000 square feet of inviting living space for everyday living and effortless entertaining. A welcoming

  Matthew Valvano Berkshire Hathaway HS NY Prop

  49 E Ridge Ln, Mount Kisco, NY 10549
• 

  $1,350,000

  Sold Apr 10, 2026

  200 S Bedford Rd, Chappaqua, NY 10514

  • 3 Beds
  • 3 Baths
  • 2,364 Sq Ft
  • Built 1955

  Last Sold Summary

  • 17% Above List Price
  • $571/SF
  • 14 Days On Market

  Current Estimated Value $1,342,268

  Last Listing Agent Annette Cicinelli Keller Williams Realty Partner

  200 S Bedford Rd, Chappaqua, NY 10514
• 

  Not Listed For Sale

  35 Lila Ln Unit 57, Chappaqua, NY 10514

  • 2 Beds
  • 3.5 Baths
  • 3,386 Sq Ft
  • Built 2023

  35 Lila Ln Unit 57, Chappaqua, NY 10514

  Last Sold Summary

  • 115 Days On Market

  Last Listing Agent Debbe Yarosh Toll Brothers Real Estate Inc.
• 

  

  /49

  $1,100,000

  Pending

  • 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
• 

  $1,175,000

  Sold Jul 16, 2026

  3 Elm St, Chappaqua, NY 10514

  • 4 Beds
  • 4 Baths
  • 2,108 Sq Ft
  • Built 1905

  Last Sold Summary

  • 7% Above List Price
  • $557/SF
  • 16 Days On Market

  Current Estimated Value $1,103,421

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

  3 Elm St, Chappaqua, NY 10514
• 

  Not Listed For Sale

  33 Lila Ln Unit 56, Chappaqua, NY 10514

  • 2 Beds
  • 3.5 Baths
  • 3,101 Sq Ft
  • Built 2023

  33 Lila Ln Unit 56, Chappaqua, NY 10514

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Debbe Yarosh Toll Brothers Real Estate Inc.
• 

  

  /30

  $1,025,000

  $25K PRICE DROP

  • 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
• 

  $699,000

  Sold Jun 04, 2026

  150 N Bedford Rd Unit 6D, Chappaqua, NY 10514

  • 2 Beds
  • 2.5 Baths
  • 1,483 Sq Ft
  • Built 1984

  Last Sold Summary

  • $471/SF
  • 17 Days On Market

  Current Estimated Value $682,907

  Last Listing Agent Sari Shaw Compass Greater NY, LLC

  150 N Bedford Rd Unit 6D, Chappaqua, NY 10514
• 

  Not Listed For Sale

  38 Taylor Rd, Mount Kisco, NY 10549

  • 4 Beds
  • 3.5 Baths
  • 4,477 Sq Ft
  • Built 1900

  38 Taylor Rd, Mount Kisco, NY 10549

  Last Sold Summary

  • 377 Days On Market

  Last Listing Agent Brian Milton Compass Greater NY, LLC
• 

  

  /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
• 

  $528,000

  Sold Nov 05, 2025

  42 Touchstone Way Unit 42B, Millwood, NY 10546

  • 2 Beds
  • 2.5 Baths
  • 1,408 Sq Ft
  • Built 1986

  Last Sold Summary

  • 18% Below List Price
  • $375/SF
  • 101 Days On Market

  Current Estimated Value $555,017

  Last Listing Agent Frank Acocella Homescapes Realty, Inc.

  42 Touchstone Way Unit 42B, Millwood, NY 10546
• 

  Not Listed For Sale

  1176 Hardscrabble Rd, Chappaqua, NY 10514

  • 4 Beds
  • 3 Baths
  • 3,537 Sq Ft
  • Built 1956

  1176 Hardscrabble Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent Amy Via Houlihan Lawrence Inc.
• 

  

  /39

  $1,995,000

  Pending

  • 4 Beds
  • 3 Baths
  • 3,288 Sq Ft

  12 Brandon Dr, Mount Kisco, NY 10549

  Nestled on a picturesque tree-lined street in the highly sought-after Chappaqua School District, this beautifully renovated 4-bedroom Colonial combines timeless charm with thoughtfully updated living spaces. A welcoming front porch offers the perfect place to enjoy a quiet morning coffee or relax on a summer evening. A gracious entry foyer introduces the home's warm and inviting interior. The

  Cindy Glynn Compass Greater NY, LLC

  12 Brandon Dr, Mount Kisco, NY 10549
• 

  $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 $1,368,808

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

  26 Mayberry Rd, Chappaqua, NY 10514
• 

  Not Listed For Sale

  16 Maria Ln, Ossining, NY 10562

  • 4 Beds
  • 3.5 Baths
  • 3,427 Sq Ft
  • Built 1887

  16 Maria Ln, Ossining, NY 10562

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Mark Seiden Mark Seiden Real Estate Team
• 

  

  /36

  $1,099,000

  $100K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,903 Sq Ft

  4 Annes Wood Ln, Mount Kisco, NY 10549

  Welcome to this beautifully situated townhouse in the highly desirable Riverwoods community, where tranquil woodland views and thoughtfully designed living spaces create the perfect retreat. Nestled against a picturesque backdrop of mature trees and a gently flowing stream, this home offers both privacy and natural beauty in an exceptional setting.The sun-filled eat-in kitchen is as inviting

  Tracy Cunniff Houlihan Lawrence Inc.

  4 Annes Wood Ln, Mount Kisco, NY 10549
• 

  $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 $745,879

  Last Listing Agent Kile Boga-Ibric Houlihan Lawrence Inc.

  52 Red Oak Ln, Mount Kisco, NY 10549
• 

  Not Listed For Sale

  9 Barnes Rd, Ossining, NY 10562

  • 4 Beds
  • 4.5 Baths
  • 4,583 Sq Ft
  • Built 1797

  9 Barnes Rd, Ossining, NY 10562

  Last Sold Summary

  • 37 Days On Market

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

  

  /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
• 

  $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 $1,684,746

  Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

  106 Random Farms Dr, Chappaqua, NY 10514
• 

  Not Listed For Sale

  504 Millwood Rd, Mount Kisco, NY 10549

  • 4 Beds
  • 2.5 Baths
  • 3,182 Sq Ft
  • Built 1910

  504 Millwood Rd, Mount Kisco, NY 10549

  Last Sold Summary

  • 116 Days On Market

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

Showing Results 41 - 80, Page 2 of 18