6,487

New Castle, NY Homes

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  • 26 Mayberry Rd, Chappaqua, NY 10514

    $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
    • 55 Cowdin Cir, 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
  • 16 Dewitt Dr Unit 70, 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
    • 70 Cowdin Cir, 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
  • 52 Red Oak 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 $721,427

    Last Listing Agent Kile Boga-Ibric Houlihan Lawrence Inc.

    52 Red Oak Ln, Mount Kisco, NY 10549
    • 64 Cowdin Cir, Chappaqua, NY 10514

      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.

  • /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
  • 106 Random Farms Dr, 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
    • 10 Birch Dr, Mount Kisco, NY 10549

      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

  • /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
  • 9 Whitlaw Ln, Chappaqua, NY 10514

    $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
    • 120 Harriman Rd, Mount Kisco, NY 10549

      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

  • /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
  • 6 Noyes Rd, Mount Kisco, NY 10549

    $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
    • 62 Kathleen Ln, 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

  • /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
  • 4 Carriage Ln Unit 82, 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
    • 4 Circle Dr, Mount Kisco, NY 10549

      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
  • 375 Quaker Rd, 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
    • 12 Petersville Rd, Mount Kisco, NY 10549

      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
  • 20 Pamela Place, Millwood, NY 10546

    $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
    • 76 Cowdin Ln, Chappaqua, NY 10514

      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
  • 93 Haights Cross 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 $2,991,645

    Last Listing Agent Cindy Glynn Compass Greater NY, LLC

    93 Haights Cross Rd, Chappaqua, NY 10514
    • 18 Greeley Ct, Mount Kisco, NY 10549

      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

  • /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
  • 380 Whippoorwill Rd, 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
    • 63 Cowdin Ln, 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
  • 70 Indian Hill Rd, Mount Kisco, NY 10549

    $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
    • 70 Cowdin Ln, Chappaqua, NY 10514

      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
  • 326 Millwood 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 $1,072,546

    Last Listing Agent Cindy Glynn Compass Greater NY, LLC

    326 Millwood Rd, Chappaqua, NY 10514
    • 11 Hammond Ridge Rd, Mount Kisco, NY 10549

      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
  • 71 Commodore Rd, 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 $1,294,897

    Last Listing Agent Cindy Glynn Compass Greater NY, LLC

    71 Commodore Rd, Chappaqua, NY 10514

Showing Results 81 - 120, Page 3 of 18

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