New Castle, NY Homes

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  /36

  $1,550,000

  • 3 Beds
  • 2.5 Baths
  • 2,451 Sq Ft

  312 Quaker Rd, Chappaqua, NY 10514

  1926 Colonial with timeless character on a private and level half-acre, walkable to the train station and village in Chappaqua, NY. Circular driveway and classic curb appeal set the tone; inside, hardwood floors flow through an open, light-filled layout. The kitchen opens to a fireplaced family room with deck access, plus a formal dining room and a living room with its own wood-burning fireplace

  Edward Holmes William Raveis-New York, LLC

  312 Quaker Rd, Chappaqua, NY 10514
• 

  $2,375,000

  Sold Jun 12, 2026

  24 North Way, Chappaqua, NY 10514

  • 3 Beds
  • 3.5 Baths
  • 3,960 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Above List Price
  • $600/SF
  • 7 Days On Market

  Current Estimated Value $2,384,793

  Last Listing Agent Pamela Akin Douglas Elliman Real Estate

  24 North Way, Chappaqua, NY 10514
• 

  Est $2,767,687

  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

  • 21 Days On Market

  Last Listing Agent Judith Kelly Houlihan Lawrence Inc.
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  /24

  $685,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,299 Sq Ft

  80 Bischoff Ave, Chappaqua, NY 10514

  Experience the best of convenient living in this stylishly updated 3-bedroom home, perfectly situated in a walk-to-all neighborhood near the train, schools, shopping, and library. This meticulously maintained property boasts significant modern upgrades, including double pane windows, Hardiplank siding, and a spacious Trex deck overlooking a private, flat, grassy backyard. Inside, enjoy hardwood

  Jeremy Zucker Keller Williams NY Realty

  80 Bischoff Ave, Chappaqua, NY 10514
• 

  $2,551,201

  Sold May 15, 2026

  0 Gray Rock Ln Unit KEY943867, Chappaqua, NY 10514

  • 4 Beds
  • 2.5 Baths
  • 4,500 Sq Ft
  • Built 2026

  Last Sold Summary

  • 29% Above List Price
  • $567/SF
  • 88 Days On Market

  Last Listing Agent Rachel Lacoste Houlihan Lawrence Inc.

  0 Gray Rock Ln Unit KEY943867, Chappaqua, NY 10514
• 

  Est $3,375,662

  Not Listed For Sale

  3 Trails End, Chappaqua, NY 10514

  • 5 Beds
  • 5.5 Baths
  • 6,083 Sq Ft
  • Built 1994

  3 Trails End, Chappaqua, NY 10514

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Jennifer Harris Compass Greater NY, LLC
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  /43

  $1,575,000

  $75K PRICE DROP Pending

  • 4 Beds
  • 4 Baths
  • 2,715 Sq Ft

  50 Ludlow Dr, Chappaqua, NY 10514

  Set on a sought-after cul-de-sac lined with charming classic homes, this 1938 Colonial masterfully blends period charm with today’s lifestyle needs. Set on a lovely private acre with flat lawns surrounded by towering trees yet nestled in a neighborhood setting, this 2,715 square foot center hall Colonial home offers 4 bedrooms, 2 full and 2 half baths. The heart of the home is the family room

  Sena Baron William Raveis-New York, LLC

  50 Ludlow Dr, Chappaqua, NY 10514
• 

  $1,600,000

  Sold Dec 12, 2025

  27 Deepwood Hill, Chappaqua, NY 10514

  • 3 Beds
  • 2.5 Baths
  • 2,830 Sq Ft
  • Built 1950

  Last Sold Summary

  • 14% Above List Price
  • $565/SF
  • 35 Days On Market

  Current Estimated Value $1,542,333

  Last Listing Agent Brendan Preston Houlihan Lawrence Inc.

  27 Deepwood Hill, Chappaqua, NY 10514
• 

  Est $3,024,148

  Not Listed For Sale

  6 Trails End, Chappaqua, NY 10514

  • 5 Beds
  • 7 Baths
  • 7,624 Sq Ft
  • Built 1994

  6 Trails End, Chappaqua, NY 10514

  Last Sold Summary

  • 164 Days On Market

  Last Listing Agent Yaxing Zhang Houlihan Lawrence Inc.
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  /49

  $1,200,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,010 Sq Ft

  100 Devoe Rd, Chappaqua, NY 10514

  Location, location, location! Traditional 3-bedroom, 2.1-bath colonial-style home serenely set on a prime, flat 1.14-acre parcel. Covered front portico. Spacious living room with wood burning fireplace and hardwood flooring. Formal dining room with bay window, hardwood flooring and door to sunroom (additional 150sqft not included in total) with garden sink and slider to deck with steps to

  Stacy Levey William Raveis-New York, LLC

  100 Devoe Rd, Chappaqua, NY 10514
• 

  $1,850,000

  Sold Jun 01, 2026

  21 Kitchawan Dr, Chappaqua, NY 10514

  • 4 Beds
  • 2.5 Baths
  • 3,956 Sq Ft
  • Built 1922

  Last Sold Summary

  • 16% Above List Price
  • $468/SF
  • 13 Days On Market

  Current Estimated Value $1,817,515

  Last Listing Agent Jennifer Harris Compass Greater NY, LLC

  21 Kitchawan Dr, Chappaqua, NY 10514
• 

  Est $1,305,059

  Not Listed For Sale

  6 Paula Place, Chappaqua, NY 10514

  • 4 Beds
  • 3.5 Baths
  • 5,272 Sq Ft
  • Built 2005

  6 Paula Place, Chappaqua, NY 10514

  Last Sold Summary

  • 85 Days On Market

  Last Listing Agent Joe Hasselt Joe Hasselt Real Estate
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  /37

  $3,900,000

  Pending

  • 4 Beds
  • 5.5 Baths
  • 9,284 Sq Ft

  16 Taylor Rd, Mount Kisco, NY 10549

  Designed without compromise and executed to perfection, this custom Georgian Colonial by Nasser Nakib Architect sets a new standard for luxury living. Eleven-foot ceilings, an effortless open layout, and walls of windows create a light-filled, airy feel throughout. A front-to-back foyer with floating staircase makes a striking first impression, while wide plank wood floors, a slate roof, and full

  Kimberly Zwickel Houlihan Lawrence Inc.

  16 Taylor Rd, Mount Kisco, NY 10549
• 

  $1,150,000

  Sold Dec 11, 2025

  25 Wells Ln, Mount Kisco, NY 10549

  • 2 Beds
  • 5 Baths
  • 2,450 Sq Ft
  • Built 1987

  Last Sold Summary

  • 8% Below List Price
  • $469/SF
  • 94 Days On Market

  Current Estimated Value $1,189,703

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

  25 Wells Ln, Mount Kisco, NY 10549
• 

  Est $941,724

  Not Listed For Sale

  15 Paula Place, Chappaqua, NY 10514

  • 2 Beds
  • 1 Bath
  • 1,160 Sq Ft
  • Built 1952

  15 Paula Place, Chappaqua, NY 10514

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Lauren Zaccaria Houlihan Lawrence Inc.
• 

  

  /22

  $1,249,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,859 Sq Ft

  17 Cross River Rd, Mount Kisco, NY 10549

  Resort-style living in the Chappaqua school district! Discover the desirable and sought after floor plan that 17 Cross River Road offers featuring gleaming hardwood floors, a dramatic step-down living room with a marble fireplace, custom built-ins, an expansive deck for entertaining, and two spacious en-suite bedrooms on the main level. Perfectly situated in the sought-after Riverwoods community

  Justine Flanagan Houlihan Lawrence Inc.

  17 Cross River Rd, Mount Kisco, NY 10549
• 

  $1,850,000

  Sold Sep 02, 2025

  42 Cross Ridge Rd, Chappaqua, NY 10514

  • 3 Beds
  • 3 Baths
  • 3,102 Sq Ft
  • Built 1959

  Last Sold Summary

  • 35% Above List Price
  • $596/SF
  • 7 Days On Market

  Current Estimated Value $1,870,448

  Last Listing Agent Pamela Akin Douglas Elliman Real Estate

  42 Cross Ridge Rd, Chappaqua, NY 10514
• 

  Est $2,346,470

  Not Listed For Sale

  345 Roaring Brook Rd, Chappaqua, NY 10514

  • 4 Beds
  • 4.5 Baths
  • 5,668 Sq Ft
  • Built 1965

  345 Roaring Brook Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Sena Baron William Raveis-New York, LLC
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  /32

  $1,450,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 4,290 Sq Ft

  352 Croton Dam Rd, Ossining, NY 10562

  Set privately on a beautifully landscaped property, this exceptional colonial at 352 Croton Dam Road offers the perfect blend of timeless design, modern updates, and everyday comfort. A grand two-story entry welcomes you into sun-filled interiors featuring hardwood floors, oversized windows, and thoughtfully designed living spaces throughout. The stunning renovated chef’s kitchen is the

  Sari Shaw Compass Greater NY, LLC

  352 Croton Dam Rd, Ossining, NY 10562
• 

  $1,290,000

  Sold May 22, 2026

  80 Roaring Brook Rd, Chappaqua, NY 10514

  • 3 Beds
  • 3 Baths
  • 3,421 Sq Ft
  • Built 1954

  Last Sold Summary

  • $377/SF
  • 20 Days On Market

  Current Estimated Value $1,317,394

  Last Listing Agent Mark Okamoto Houlihan Lawrence Inc.

  80 Roaring Brook Rd, Chappaqua, NY 10514
• 

  Est $2,553,041

  Not Listed For Sale

  15 Kerry Ln, Chappaqua, NY 10514

  • 4 Beds
  • 4 Baths
  • 5,534 Sq Ft
  • Built 1935

  15 Kerry Ln, Chappaqua, NY 10514

  Last Sold Summary

  • 128 Days On Market

  Last Listing Agent Janine Marino Houlihan Lawrence Inc.
• 

  $1,025,000

  Sold Aug 22, 2025

  100 Castle Rd, Chappaqua, NY 10514

  • 3 Beds
  • 3.5 Baths
  • 2,590 Sq Ft
  • Built 1996

  Last Sold Summary

  • 9% Below List Price
  • $396/SF
  • 19 Days On Market

  Current Estimated Value $1,188,616

  Last Listing Agent Alicja Bohmrich Houlihan Lawrence Inc.

  100 Castle Rd, Chappaqua, NY 10514
• 

  Est $2,071,092

  Not Listed For Sale

  1 Round Hill Rd, Chappaqua, NY 10514

  • 4 Beds
  • 3 Baths
  • 3,164 Sq Ft
  • Built 1963

  1 Round Hill Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 52 Days On Market

  Last Listing Agent Elaine Wasserman Houlihan Lawrence Inc.
• 

  $1,862,500

  Sold Jul 02, 2026

  95 Old Lyme Rd, Chappaqua, NY 10514

  • 4 Beds
  • 3 Baths
  • 3,002 Sq Ft
  • Built 1977

  Last Sold Summary

  • 24% Above List Price
  • $620/SF
  • 10 Days On Market

  Current Estimated Value $1,563,787

  Last Listing Agent Amy Singer Houlihan Lawrence Inc.

  95 Old Lyme Rd, Chappaqua, NY 10514
• 

  Est $1,705,456

  Not Listed For Sale

  23 Round Hill Rd, Chappaqua, NY 10514

  • 5 Beds
  • 3.5 Baths
  • 3,230 Sq Ft
  • Built 1964

  23 Round Hill Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent Michael Levy eXp Realty
• 

  $1,480,000

  Sold Jun 08, 2026

  56 Brandon Dr, Mount Kisco, NY 10549

  • 4 Beds
  • 3 Baths
  • 3,331 Sq Ft
  • Built 1967

  Last Sold Summary

  • 5% Below List Price
  • $444/SF
  • 46 Days On Market

  Current Estimated Value $1,494,638

  Last Listing Agent Mark Boyland Keller Williams Realty Partner

  56 Brandon Dr, Mount Kisco, NY 10549
• 

  Est $2,147,576

  Not Listed For Sale

  2 Sunset Dr, Chappaqua, NY 10514

  • 4 Beds
  • 6 Baths
  • 5,474 Sq Ft
  • Built 1986

  2 Sunset Dr, Chappaqua, NY 10514

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC
• 

  $1,660,000

  Sold Oct 03, 2025

  43 Random Farms Cir, Chappaqua, NY 10514

  • 5 Beds
  • 4.5 Baths
  • 5,357 Sq Ft
  • Built 1993

  Last Sold Summary

  • 13% Below List Price
  • $310/SF
  • 25 Days On Market

  Current Estimated Value $1,797,031

  Last Listing Agent Suzan Zeolla Houlihan Lawrence Inc.

  43 Random Farms Cir, Chappaqua, NY 10514
• 

  Est $1,563,149

  Not Listed For Sale

  12 Seven Bridges Rd, Chappaqua, NY 10514

  • 3 Beds
  • 2.5 Baths
  • 2,543 Sq Ft
  • Built 1950

  12 Seven Bridges Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Brendan Preston Houlihan Lawrence Inc.
• 

  $999,999

  Sold Aug 18, 2025

  9 Campfire Rd, Chappaqua, NY 10514

  • 2 Beds
  • 1.5 Baths
  • 2,300 Sq Ft
  • Built 1930

  Last Sold Summary

  • 7% Below List Price
  • $435/SF
  • 21 Days On Market

  Current Estimated Value $1,109,677

  Last Listing Agent Therese Herrero Coldwell Banker Realty

  9 Campfire Rd, Chappaqua, NY 10514
• 

  Est $1,322,950

  Not Listed For Sale

  610 Quaker Rd, Chappaqua, NY 10514

  • 3 Beds
  • 2 Baths
  • 2,022 Sq Ft
  • Built 1954

  610 Quaker Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Igor Krasnoperov Rising Star Realty
• 

  $1,499,000

  Sold Jun 25, 2026

  72 Burr Farms Rd, Mount Kisco, NY 10549

  • 2 Beds
  • 3.5 Baths
  • 3,039 Sq Ft
  • Built 1998

  Last Sold Summary

  • $493/SF
  • 13 Days On Market

  Current Estimated Value $1,511,049

  Last Listing Agent Amanda Goldberg William Raveis-New York, LLC

  72 Burr Farms Rd, Mount Kisco, NY 10549
• 

  Est $1,125,853

  Not Listed For Sale

  595 Quaker Rd, Chappaqua, NY 10514

  • 3 Beds
  • 3 Baths
  • 2,114 Sq Ft
  • Built 1953

  595 Quaker Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 84 Days On Market

  Last Listing Agent Brendan Preston Houlihan Lawrence Inc.
• 

  $2,275,000

  Sold Aug 18, 2025

  25 Cardinal Place, Mount Kisco, NY 10549

  • 5 Beds
  • 5.5 Baths
  • 7,412 Sq Ft
  • Built 1971

  Last Sold Summary

  • $307/SF
  • 10 Days On Market

  Current Estimated Value $2,378,827

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

  25 Cardinal Place, Mount Kisco, NY 10549
• 

  Est $2,208,975

  Not Listed For Sale

  2 Cedar Ln, Chappaqua, NY 10514

  • 5 Beds
  • 3.5 Baths
  • 4,462 Sq Ft
  • Built 1963

  2 Cedar Ln, Chappaqua, NY 10514

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Francie Malina Compass Greater NY, LLC
• 

  $2,875,000

  Sold Jul 14, 2026

  276 Quaker Rd, Chappaqua, NY 10514

  • 6 Beds
  • 3.5 Baths
  • 6,532 Sq Ft
  • Built 1900

  Last Sold Summary

  • 5% Above List Price
  • $440/SF
  • 12 Days On Market

  Current Estimated Value $2,682,287

  Last Listing Agent Sari Shaw Compass Greater NY, LLC

  276 Quaker Rd, Chappaqua, NY 10514
• 

  Est $1,406,167

  Not Listed For Sale

  1283 Hardscrabble Rd, Chappaqua, NY 10514

  • 3 Beds
  • 2 Baths
  • 2,830 Sq Ft
  • Built 1820

  1283 Hardscrabble Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 94 Days On Market

  Last Listing Agent Sari Shaw Compass Greater NY, LLC
• 

  $3,150,000

  Sold Mar 30, 2026

  218 Croton Ave, Mount Kisco, NY 10549

  • 5 Beds
  • 9 Baths
  • 8,519 Sq Ft
  • Built 2005

  Last Sold Summary

  • 10% Below List Price
  • $370/SF
  • 122 Days On Market

  Current Estimated Value $3,229,641

  Last Listing Agent Brian Milton Compass Greater NY, LLC

  218 Croton Ave, Mount Kisco, NY 10549
• 

  Est $3,178,142

  Not Listed For Sale

  76 Valley Ln, Chappaqua, NY 10514

  • 5 Beds
  • 5.5 Baths
  • 6,177 Sq Ft
  • Built 1987

  76 Valley Ln, Chappaqua, NY 10514

  Last Sold Summary

  • 158 Days On Market

  Last Listing Agent Harriet Libov Houlihan Lawrence Inc.
• 

  $1,300,033

  Sold Mar 27, 2026

  29 Meadow Ln, Chappaqua, NY 10514

  • 4 Beds
  • 2.5 Baths
  • 2,445 Sq Ft
  • Built 1960

  Last Sold Summary

  • 18% Above List Price
  • $532/SF
  • 10 Days On Market

  Current Estimated Value $1,292,194

  Last Listing Agent Lauren Zaccaria Houlihan Lawrence Inc.

  29 Meadow Ln, Chappaqua, NY 10514

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