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 $1,281,496

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

  26 Mayberry Rd, Chappaqua, NY 10514
• 

  Est $1,707,797 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

  • 25% Above List Price
  • $336/SF
  • 13 Days On Market

  • Last Sold Price $1,361,000
  • Dec 14, 2023

  Last Listing Agent Eric Stein RE/MAX
• 

  

  

  /20

  $475,000 Pending

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

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

  Location, Location, Location! Chestnut Oak Complex. Dramatic and bright townhouse with natural lighting. This 1 bedroom 1.1 bath plus huge Loft/Den is in mint condition. Updated kitchen with stainless-steel appliances. Living room with high ceilings, fireplace and wall of windows is combined with spacious dining area. Updated powder room on the first level. Huge primary bedroom with with two

  Alicja Bohmrich Houlihan Lawrence Inc.

  356 N Greeley Ave Unit 28G, 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 $1,611,848

  Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

  16 Dewitt Dr Unit 70, Chappaqua, NY 10514
• 

  Est $1,803,865 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

  • 13% Above List Price
  • $434/SF
  • 12 Days On Market

  • Last Sold Price $1,600,018
  • Dec 04, 2024

  Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.
• 

  

  /35

  $849,000

  • 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 $721,427

  Last Listing Agent Kile Boga-Ibric Houlihan Lawrence Inc.

  52 Red Oak Ln, Mount Kisco, NY 10549
• 

  Est $1,653,547 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

  • 3% Above List Price
  • $552/SF
  • 14 Days On Market

  • Last Sold Price $1,607,000
  • Mar 11, 2025

  Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.
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  /40

  $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 $1,628,585

  Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

  106 Random Farms Dr, Chappaqua, NY 10514
• 

  Est $681,999 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

  • 30% Above List Price
  • $415/SF
  • 71 Days On Market

  • Last Sold Price $525,000
  • Jan 29, 2024

  Last Listing Agent Justin Pieragostini Coldwell Banker Realty
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  /48

  $1,275,000 Coming Soon

  • 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 $1,401,919

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

  9 Whitlaw Ln, Chappaqua, NY 10514
• 

  Est $1,102,203 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

  • 10% Above List Price
  • $461/SF
  • 19 Days On Market

  • Last Sold Price $999,000
  • Aug 01, 2024

  Last Listing Agent Lisa Berliner Coldwell Banker Realty
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  /39

  $1,200,000

  • 5 Beds
  • 3 Baths
  • 3,867 Sq Ft

  27 Allapartus Cir, Ossining, NY 10562

  This distinctive Teatown compound made for gatherings and entertainment blends timeless craftsmanship with modern livability offering seclusion without sacrificing proximity to trains, parks, and major highways. Tucked at the end of a quiet cul-de-sac, this exceptional estate offers rare privacy on more than 3 picturesque acres while remaining conveniently close to everything. The stunning

  Mary Stetson Stetson Real Estate

  27 Allapartus Cir, Ossining, NY 10562
• 

  $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 $1,362,265

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

  6 Noyes Rd, Mount Kisco, NY 10549
• 

  Est $1,115,697 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

  • 22% Above List Price
  • $192/SF
  • 39 Days On Market

  • Last Sold Price $917,500
  • Jan 24, 2025

  Last Listing Agent Sari Shaw Compass Greater NY, LLC
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  /43

  $675,000

  • 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
• 

  $1,658,000 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 $1,687,433 Not Listed For Sale

  4 Circle Dr, Mount Kisco, NY 10549

  • 3 Beds
  • 1 Bath
  • 1,307 Sq Ft
  • Built 1957

  4 Circle Dr, Mount Kisco, NY 10549

  Last Sold Summary

  • 166% Above List Price
  • $486/SF
  • 48 Days On Market

  • Last Sold Price $635,000
  • Apr 18, 2024

  Last Listing Agent Patricia Santucci Classic Charm, LLC
• 

  

  /23

  $1,625,000

  • 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
• 

  $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 $882,092

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

  375 Quaker Rd, Chappaqua, NY 10514
• 

  Est $2,947,013 Not Listed For Sale

  12 Petersville Rd, Mount Kisco, NY 10549

  • 5 Beds
  • 4.5 Baths
  • 6,334 Sq Ft
  • Built 2000

  12 Petersville Rd, Mount Kisco, NY 10549

  Last Sold Summary

  • 11% Above List Price
  • $418/SF
  • 6 Days On Market

  • Last Sold Price $2,650,000
  • Jul 05, 2024

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

  

  /30

  $1,249,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,940 Sq Ft

  508 Millwood Rd, Mount Kisco, NY 10549

  Set back from the road on beautifully landscaped grounds, this inviting Colonial offers a rare combination of privacy and refined modern living within the highly sought-after Chappaqua School District. Thoughtfully designed and beautifully updated, the home features four bedrooms and could comfortably live as five, with three full bathrooms and generous, well-proportioned living spaces

  Jennifer Harris Compass Greater NY, LLC

  508 Millwood Rd, Mount Kisco, NY 10549
• 

  $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 $1,368,177

  Last Listing Agent Helen Dorman Houlihan Lawrence Inc.

  20 Pamela Place, Millwood, NY 10546
• 

  Est $2,490,238 Not Listed For Sale

  76 Cowdin Ln, Chappaqua, NY 10514

  • 4 Beds
  • 6 Baths
  • 5,600 Sq Ft
  • Built 1962

  76 Cowdin Ln, Chappaqua, NY 10514

  Last Sold Summary

  • 5% Above List Price
  • $424/SF
  • 14 Days On Market

  • Last Sold Price $2,375,000
  • Aug 02, 2024

  Last Listing Agent Yona Strougo Compass Greater NY, LLC
• 

  

  /39

  $1,899,000

  • 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
• 

  $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 $2,991,645

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  93 Haights Cross Rd, Chappaqua, NY 10514
• 

  Est $2,127,586 Not Listed For Sale

  18 Greeley Ct, Mount Kisco, NY 10549

  • 4 Beds
  • 4.5 Baths
  • 3,505 Sq Ft
  • Built 1998

  18 Greeley Ct, Mount Kisco, NY 10549

  Last Sold Summary

  • 23% Above List Price
  • $494/SF
  • 8 Days On Market

  • Last Sold Price $1,730,000
  • May 22, 2023

  Last Listing Agent Bonnie Golub William Raveis-New York, LLC
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  /7

  $1,658,995 Pending

  • 2 Beds
  • 3.5 Baths
  • 3,353 Sq Ft

  11 Wallace Way Unit 18, Chappaqua, NY 10514

  To be Built! Spring 2025 move-in. 3485 square feet ! Still time to personalize interior finishes at our luxury Design Studio. Final building for sale at Chappaqua Crossing! A roaring fireplace will warm the entire home. A private rooftop terrace with included outdoor gas fireplace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this

  Andrea Martone Houlihan Lawrence Inc.

  11 Wallace Way Unit 18, 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 $660,849

  Last Listing Agent Sari Shaw Compass Greater NY, LLC

  380 Whippoorwill Rd, Chappaqua, NY 10514
• 

  Est $2,986,213 Not Listed For Sale

  63 Cowdin Ln, Chappaqua, NY 10514

  • 4 Beds
  • 5.5 Baths
  • 7,764 Sq Ft
  • Built 2007

  63 Cowdin Ln, Chappaqua, NY 10514

  Last Sold Summary

  • 7% Above List Price
  • $359/SF
  • 11 Days On Market

  • Last Sold Price $2,784,000
  • Jul 30, 2024

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC
• 

  

  /28

  $735,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft

  20 Highview Rd, Ossining, NY 10562

  Welcome to 20 Highview Road! Tucked away on a beautiful cul-de-sac in the desirable town of New Castle, this charming ranch offers a wonderful blend of comfort, functionality, and the opportunity to make it your own. Inside, you’ll find a bright, inviting layout featuring a spacious living room with a wood-burning fireplace, hardwood floors, and large windows that fill the space with natural

  Yarden Ronen-van Heerden Compass Greater NY, LLC

  20 Highview Rd, Ossining, NY 10562
• 

  $1,875,000 Sold Jun 03, 2025

  70 Indian Hill Rd, Mount Kisco, NY 10549

  • 4 Beds
  • 3.5 Baths
  • 3,567 Sq Ft
  • Built 1981

  Last Sold Summary

  • 10% Above List Price
  • $526/SF
  • 21 Days On Market

  Current Estimated Value $1,903,787

  Last Listing Agent Holly Tsuei Houlihan Lawrence Inc.

  70 Indian Hill Rd, Mount Kisco, NY 10549
• 

  Est $2,227,866 Not Listed For Sale

  70 Cowdin Ln, Chappaqua, NY 10514

  • 4 Beds
  • 4 Baths
  • 5,309 Sq Ft
  • Built 1987

  70 Cowdin Ln, Chappaqua, NY 10514

  Last Sold Summary

  • 20% Above List Price
  • $348/SF
  • 97 Days On Market

  • Last Sold Price $1,850,000
  • Nov 04, 2024

  Last Listing Agent Suzanne Sanborn William Raveis Real Estate
• 

  

  /37

  $918,000

  • 3 Beds
  • 2.5 Baths
  • 3,990 Sq Ft

  81 Glendale Rd, Ossining, NY 10562

  Fully Available. Fantastic find for nature lovers seeking total stillness away form the City hustle and bustle, just a short 1 hr train ride from Manhattan! 14.5 wooded acres with beautiful stone outcroppings and a few clearings, suitable for chickens, goats and/or horses. The property has rustic outbuildings and walking paths that connect to Teatown trails. This home has large rooms with

  Helena Macintyre North Country Sothebys Int Rlt

  81 Glendale Rd, Ossining, NY 10562
• 

  $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 $1,072,546

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  326 Millwood Rd, Chappaqua, NY 10514
• 

  Est $2,858,187 Not Listed For Sale

  11 Hammond Ridge Rd, Mount Kisco, NY 10549

  • 5 Beds
  • 4.5 Baths
  • 5,337 Sq Ft
  • Built 2006

  11 Hammond Ridge Rd, Mount Kisco, NY 10549

  Last Sold Summary

  • 10% Above List Price
  • $487/SF
  • 10 Days On Market

  • Last Sold Price $2,600,000
  • Jul 11, 2024

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

  

  /28

  $1,399,000 Pending

  • 2 Beds
  • 3.5 Baths
  • 3,428 Sq Ft

  146 Fieldstone Dr Unit 146, Mount Kisco, NY 10549

  Meticulously maintained and thoughtfully renovated in recent years, this Colonial-style townhome in the Chappaqua School District lives like a four-bedroom home and features a stunning, level backyard—an exceptional find in a townhome community. Ideally situated in the highly sought-after Riverwoods community, residents enjoy maintenance-free living along with resort-style amenities, including an

  Amanda Goldberg William Raveis-New York, LLC

  146 Fieldstone Dr Unit 146, Mount Kisco, NY 10549
• 

  $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 $1,294,897

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  71 Commodore Rd, Chappaqua, NY 10514

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