New Castle, NY Homes

• 

  $1,150,000 Sold May 06, 2025

  44 Wynnewood Rd, Chappaqua, NY 10514

  • 2 Beds
  • 2 Baths
  • 1,922 Sq Ft
  • Built 1937

  Last Sold Summary

  • 35% Above List Price
  • $598/SF
  • 8 Days On Market

  Current Estimated Value $1,123,122

  Last Listing Agent Barbara Pagliuca Houlihan Lawrence Inc.

  44 Wynnewood Rd, Chappaqua, NY 10514
• 

  Est $1,250,370 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

  • 42% Above List Price
  • $311/SF
  • 94 Days On Market

  • Last Sold Price $880,000
  • Nov 17, 2023

  Last Listing Agent Sari Shaw Compass Greater NY, LLC
• 

  

  

  /24

  $1,175,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,695 Sq Ft

  37 Fox Den Rd, Mount Kisco, NY 10549

  Be settled before Spring in this completely & very tastefully renovated four-bedroom, three-bath side hall colonial located in a sought-after and walkable neighborhood within the Chappaqua School District. Step inside a main level drenched in sunlight thanks to an oversized living room window to find a completely move-in ready interior with gorgeous red oak flooring throughout and a versatile

  Amanda Goldberg William Raveis-New York, LLC

  37 Fox Den Rd, Mount Kisco, NY 10549
• 

  $1,500,000 Sold Sep 19, 2025

  144 Burr Farms Rd, Mount Kisco, NY 10549

  • 2 Beds
  • 3.5 Baths
  • 3,914 Sq Ft
  • Built 1998

  Last Sold Summary

  • 3% Above List Price
  • $383/SF
  • 23 Days On Market

  Current Estimated Value $1,506,499

  Last Listing Agent Catherine O'Connor Houlihan Lawrence Inc.

  144 Burr Farms Rd, Mount Kisco, NY 10549
• 

  Est $2,593,235 Not Listed For Sale

  650 Quaker Rd, Chappaqua, NY 10514

  • 5 Beds
  • 6 Baths
  • 6,349 Sq Ft
  • Built 2012

  650 Quaker Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 23% Above List Price
  • $331/SF
  • 46 Days On Market

  • Last Sold Price $2,100,000
  • Jul 28, 2023

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

  

  /18

  $250,000 Pending

  • 1 Bed
  • 1 Bath
  • 1,163 Sq Ft

  14 Glendale Rd, Ossining, NY 10562

  Bring Your Vision and Ideas, Contractors and Architects .. Fabulous Country Setting on Ossining's Quiet and Picturesque Glendale Road.. 2.5 Private Wooded Acres of Flat and Usable Property with a Long Winding Driveway and Mature Trees Throughout.. Welcoming Entry Foyer with Door's Out to the Sun Room and 2 Car Attached Garage.. Hallway to the Living Room with Fireplace and a Sliding Glass Door

  Vincent Vetrano Douglas Elliman Real Estate

  14 Glendale Rd, Ossining, NY 10562
• 

  $1,780,000 Sold Dec 22, 2025

  56 Annandale Rd, Chappaqua, NY 10514

  • 4 Beds
  • 4.5 Baths
  • 4,543 Sq Ft
  • Built 2006

  Last Sold Summary

  • 1% Below List Price
  • $392/SF
  • 16 Days On Market

  Current Estimated Value $1,874,945

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

  56 Annandale Rd, Chappaqua, NY 10514
• 

  Est $2,916,326 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

  • 1% Above List Price
  • $465/SF
  • 158 Days On Market

  • Last Sold Price $2,875,000
  • Mar 21, 2025

  Last Listing Agent Harriet Libov Houlihan Lawrence Inc.
• 

  

  /35

  $2,200,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 5,012 Sq Ft

  15 Haights Cross Rd, Chappaqua, NY 10514

  A serene, light-filled retreat where modern design meets timeless comfort, this exceptional four bedroom four and one half bath contemporary residence offers an elevated lifestyle in one of Chappaqua’s most coveted settings. Set along a premier Chappaqua road on nearly three acres, the home is defined by its airy interiors, soaring ceilings, light hardwood floors throughout, and walls of windows

  Donna Gordon Julia B Fee Sothebys Int. Rlty

  15 Haights Cross Rd, Chappaqua, NY 10514
• 

  $1,795,000 Sold Oct 07, 2025

  20 Little Pine Rd, Mount Kisco, NY 10549

  • 4 Beds
  • 3.5 Baths
  • 4,576 Sq Ft
  • Built 1994

  Last Sold Summary

  • $392/SF
  • 30 Days On Market

  Current Estimated Value $1,805,395

  Last Listing Agent George D'Ambrosio Ginnel Real Estate

  20 Little Pine Rd, Mount Kisco, NY 10549
• 

  Est $1,751,213 Not Listed For Sale

  20 Suzanne Ln, Chappaqua, NY 10514

  • 4 Beds
  • 3.5 Baths
  • 3,307 Sq Ft
  • Built 1965

  20 Suzanne Ln, Chappaqua, NY 10514

  Last Sold Summary

  • 13% Above List Price
  • $471/SF
  • 8 Days On Market

  • Last Sold Price $1,556,200
  • Aug 09, 2023

  Last Listing Agent MaryAnn Bayer Compass Greater NY, LLC
• 

  

  /40

  $1,336,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,417 Sq Ft

  148 Devoe Rd, Chappaqua, NY 10514

  Classic Devoe Road colonial! A covered front portico welcomes you to this timeless traditional 3-bedroom, 2.5-bath colonial-style home. The spacious living room, anchored by a wood burning fireplace and lined with custom bookshelves enjoys radiant sunshine from the oversized true divided light picture window overlooking the front of the residence. The living room adjoins the formal dining room,

  Stacy Levey William Raveis-New York, LLC

  148 Devoe Rd, Chappaqua, NY 10514
• 

  $1,180,000 Sold Feb 13, 2026

  65 Red Oak Ln, Mount Kisco, NY 10549

  • 3 Beds
  • 2 Baths
  • 1,992 Sq Ft
  • Built 1976

  Last Sold Summary

  • 7% Above List Price
  • $592/SF
  • 23 Days On Market

  Current Estimated Value $1,146,474

  Last Listing Agent Klevis Tana Howard Hanna Rand Realty

  65 Red Oak Ln, Mount Kisco, NY 10549
• 

  Est $2,484,690 Not Listed For Sale

  95 Valley Ln, Chappaqua, NY 10514

  • 5 Beds
  • 5 Baths
  • 5,570 Sq Ft
  • Built 1979

  95 Valley Ln, Chappaqua, NY 10514

  Last Sold Summary

  • 6% Above List Price
  • $422/SF
  • 13 Days On Market

  • Last Sold Price $2,350,018
  • Aug 28, 2024

  Last Listing Agent Deena Bouchier Compass Greater NY, LLC
• 

  

  /35

  $1,299,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,096 Sq Ft

  14 Garey Dr, Chappaqua, NY 10514

  Completely reimagined and move-in ready, this sun-filled 3-bedroom plus home office, 2.5-bath home sits on over one acre of rare, level property in one of Chappaqua’s most sought-after neighborhoods. Blending modern updates with timeless design, the home offers a bright, open flow ideal for today’s lifestyle, with expansive windows that flood every room with natural light. The main level

  Whitney Bagliebter Compass Greater NY, LLC

  14 Garey Dr, Chappaqua, NY 10514
• 

  $2,597,511 Sold Dec 04, 2025

  482 Armonk Rd, Mount Kisco, NY 10549

  • 5 Beds
  • 4.5 Baths
  • 4,348 Sq Ft
  • Built 1936

  Last Sold Summary

  • 4% Above List Price
  • $597/SF
  • 121 Days On Market

  Current Estimated Value $2,736,474

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

  482 Armonk Rd, Mount Kisco, NY 10549
• 

  Est $1,380,757 Not Listed For Sale

  1266 Hardscrabble Rd, Chappaqua, NY 10514

  • 5 Beds
  • 4 Baths
  • 4,447 Sq Ft
  • Built 1956

  1266 Hardscrabble Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 57% Above List Price
  • $198/SF
  • 18 Days On Market

  • Last Sold Price $880,000
  • Jul 07, 2023

  Last Listing Agent Bill Reilly Billingsley Realty
• 

  

  /36

  $1,699,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,483 Sq Ft

  12 Suzanne Ln, Chappaqua, NY 10514

  Perfectly positioned at the end of a quiet cul-de-sac, this beautifully maintained 4-bedroom, 2.5-bath Colonial offers the ideal blend of space, comfort, and effortless living—set on expansive, level property designed for both everyday enjoyment and memorable entertaining. A gracious foyer welcomes you, seamlessly opening to the living and dining rooms and creating a natural flow for gatherings.

  Jennifer Harris Compass Greater NY, LLC

  12 Suzanne Ln, Chappaqua, NY 10514
• 

  $980,000 Sold Apr 25, 2025

  24 Overbrook Dr, Millwood, NY 10546

  • 3 Beds
  • 3.5 Baths
  • 3,412 Sq Ft
  • Built 1988

  Last Sold Summary

  • 9% Above List Price
  • $287/SF
  • 64 Days On Market

  Current Estimated Value $1,059,997

  Last Listing Agent Christine Ricci Keller Williams NY Realty

  24 Overbrook Dr, Millwood, NY 10546
• 

  Est $1,306,117 Not Listed For Sale

  24 Hilltop Dr, Chappaqua, NY 10514

  • 3 Beds
  • 3 Baths
  • 3,186 Sq Ft
  • Built 1964

  24 Hilltop Dr, Chappaqua, NY 10514

  Last Sold Summary

  • 31% Above List Price
  • $314/SF
  • 27 Days On Market

  • Last Sold Price $999,000
  • Jan 10, 2024

  Last Listing Agent Kile Boga-Ibric Houlihan Lawrence Inc.
• 

  

  /39

  $820,000

  • 2 Beds
  • 2 Baths
  • 2,059 Sq Ft

  122 Harriman Rd, Mount Kisco, NY 10549

  Timeless Charm Meets Modern Living in This 1935 CottageStep into a truly special home where character and comfort come together effortlessly. This distinctive 1935 cottage offers a rare blend of vintage appeal and an open, airy layout designed for today’s lifestyle. Privately set and surrounded by nature, the home is filled with natural light that enhances its warm wood floors, inviting

  Theresa Crozier Houlihan Lawrence Inc.

  122 Harriman Rd, Mount Kisco, NY 10549
• 

  $1,600,000 Sold Jul 09, 2025

  25 Campfire Rd, Chappaqua, NY 10514

  • 3 Beds
  • 4 Baths
  • 4,086 Sq Ft
  • Built 1937

  Last Sold Summary

  • 19% Above List Price
  • $392/SF
  • 7 Days On Market

  Current Estimated Value $1,630,501

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  25 Campfire Rd, Chappaqua, NY 10514
• 

  Est $1,392,870 Not Listed For Sale

  20 Hilltop Dr, Chappaqua, NY 10514

  • 4 Beds
  • 2.5 Baths
  • 2,762 Sq Ft
  • Built 1966

  20 Hilltop Dr, Chappaqua, NY 10514

  Last Sold Summary

  • 17% Above List Price
  • $431/SF
  • 7 Days On Market

  • Last Sold Price $1,190,000
  • Aug 23, 2024

  Last Listing Agent Keri Cipriano William Raveis Real Estate
• 

  

  /48

  $1,525,000 Open Sat 11AM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,717 Sq Ft

  57 Old Town Crossing Unit 57G, Mount Kisco, NY 10549

  What?! Approximately $12,500 in property taxes for nearly 3,500 sq ft in the Chappaqua School District? Yes—opportunities like this are rare. Welcome to this expansive END-UNIT townhouse in the highly desirable Riverwoods Phase II community, located in Mount Kisco within the Town of New Castle. Set in a quiet, wooded setting, yet just minutes from shopping, dining, and everyday conveniences.

  Marina Suh Keller Williams Realty Group

  57 Old Town Crossing Unit 57G, Mount Kisco, NY 10549
• 

  $1,519,995 Sold May 16, 2025

  7 Dewitt Dr Unit 79, Chappaqua, NY 10514

  • 2 Beds
  • 3.5 Baths
  • 3,614 Sq Ft
  • Built 2025

  Last Sold Summary

  • 11% Below List Price
  • $421/SF
  • 354 Days On Market

  Current Estimated Value $1,573,824

  Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

  7 Dewitt Dr Unit 79, Chappaqua, NY 10514
• 

  Est $1,344,395 Not Listed For Sale

  48 Hilltop Dr, Chappaqua, NY 10514

  • 4 Beds
  • 2.5 Baths
  • 1,836 Sq Ft
  • Built 1969

  48 Hilltop Dr, Chappaqua, NY 10514

  Last Sold Summary

  • 12% Above List Price
  • $654/SF
  • 10 Days On Market

  • Last Sold Price $1,200,000
  • Jul 09, 2024

  Last Listing Agent Lori Meringolo Houlihan Lawrence Inc.
• 

  

  /38

  $1,250,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,900 Sq Ft

  14 Valley Ln, Chappaqua, NY 10514

  Experience timeless design and modern comfort in this stunning mid-century modern home, perfectly situated on 2.3 flat, open acres in the heart of Chappaqua. With three bedrooms, an office, and a spacious loft that lives like a four-bedroom, this property offers versatility and style for today’s lifestyle.Step inside and be captivated by walls of glass and abundant natural light framing

  Harriet Libov Houlihan Lawrence Inc.

  14 Valley Ln, Chappaqua, NY 10514
• 

  $3,375,000 Sold May 14, 2025

  72 Carolyn Place, Chappaqua, NY 10514

  • 4 Beds
  • 8 Baths
  • 8,291 Sq Ft
  • Built 2000

  Last Sold Summary

  • 4% Below List Price
  • $407/SF
  • 140 Days On Market

  Current Estimated Value $3,565,944

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  72 Carolyn Place, Chappaqua, NY 10514
• 

  Est $2,563,438 Not Listed For Sale

  66 Hilltop Dr, Chappaqua, NY 10514

  • 4 Beds
  • 4.5 Baths
  • 5,395 Sq Ft
  • Built 1966

  66 Hilltop Dr, Chappaqua, NY 10514

  Last Sold Summary

  • 6% Above List Price
  • $448/SF
  • 7 Days On Market

  • Last Sold Price $2,415,000
  • Dec 10, 2024

  Last Listing Agent Sari Shaw Compass Greater NY, LLC
• 

  

  /30

  $829,000

  • 4 Beds
  • 2.5 Baths
  • 1,584 Sq Ft

  73 S Bedford Rd, Chappaqua, NY 10514

  Welcome home to this well-maintained residence in the heart of vibrant Chappaqua! This 4 bedroom and 2.5 full bathroom house is located in the award-winning Chappaqua school district. Step inside to discover gleaming hardwood floors throughout, a cozy living room with a wood-burning fireplace, and a bright, charming dining room. The kitchen features ample cabinetry, granite countertops, and

  Thomas Hennerty

  73 S Bedford Rd, Chappaqua, NY 10514
• 

  $1,375,000 Sold Apr 20, 2026

  111 Seven Bridges Rd, Chappaqua, NY 10514

  • 4 Beds
  • 2.5 Baths
  • 2,069 Sq Ft
  • Built 1961

  Last Sold Summary

  • 15% Above List Price
  • $665/SF
  • 32 Days On Market

  Current Estimated Value $1,189,344

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

  111 Seven Bridges Rd, Chappaqua, NY 10514
• 

  Est $1,597,258 Not Listed For Sale

  2 West Way, Chappaqua, NY 10514

  • 4 Beds
  • 3 Baths
  • 2,369 Sq Ft
  • Built 1949

  2 West Way, Chappaqua, NY 10514

  Last Sold Summary

  • 14% Above List Price
  • $592/SF
  • 13 Days On Market

  • Last Sold Price $1,402,000
  • Sep 11, 2023

  Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.
• 

  

  /29

  $469,000 Pending

  • 1 Bed
  • 1 Bath
  • 837 Sq Ft

  168 Birchwood Close Unit 168, Chappaqua, NY 10514

  Rarely offered end unit, one bedroom condo located in the highly desirable Old Farm Lake community in Chappaqua, this home presents a unique opportunity to enjoy privacy, space, and outdoor living in a setting that combines convenience with a resort style lifestyle. The end unit positioning provides exceptional natural light throughout the day, creating a bright and welcoming atmosphere from the

  Kimberly Cacace Howard Hanna Rand Realty

  168 Birchwood Close Unit 168, Chappaqua, NY 10514
• 

  $2,512,255 Sold Jul 11, 2025

  35 Ivy Hill Rd, Chappaqua, NY 10514

  • 5 Beds
  • 4.5 Baths
  • 4,004 Sq Ft
  • Built 1942

  Last Sold Summary

  • 13% Below List Price
  • $627/SF
  • 47 Days On Market

  Current Estimated Value $2,642,900

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

  35 Ivy Hill Rd, Chappaqua, NY 10514
• 

  Est $2,242,756 Not Listed For Sale

  1 Green Ln, Chappaqua, NY 10514

  • 4 Beds
  • 6 Baths
  • 6,444 Sq Ft
  • Built 1987

  1 Green Ln, Chappaqua, NY 10514

  Last Sold Summary

  • 28% Above List Price
  • $273/SF
  • 15 Days On Market

  • Last Sold Price $1,757,500
  • Aug 21, 2023

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

  

  /17

  $569,000

  • 2 Beds
  • 1.5 Baths
  • 924 Sq Ft

  150 Bedford Rd Unit 12A, Chappaqua, NY 10514

  Welcome to this move-in-ready 2-bedroom, 2-bath residence in highly sought-after Chappaqua Commons. Recently refreshed with thoughtful updates throughout, this sun-filled home combines modern finishes with effortless convenience.The spacious open-concept living and dining area features brand-new flooring (2025) and a seamless flow to the updated kitchen, boasting new countertops and

  Sari Shaw Compass Greater NY, LLC

  150 Bedford Rd Unit 12A, Chappaqua, NY 10514
• 

  $1,804,000 Sold Jul 31, 2025

  10 Glen Terrace, Chappaqua, NY 10514

  • 4 Beds
  • 3.5 Baths
  • 3,219 Sq Ft
  • Built 1972

  Last Sold Summary

  • 27% Above List Price
  • $560/SF
  • 7 Days On Market

  Current Estimated Value $1,800,722

  Last Listing Agent Brendan Preston Houlihan Lawrence Inc.

  10 Glen Terrace, Chappaqua, NY 10514
• 

  Est $1,636,257 Not Listed For Sale

  55 Shadow Brook Pkwy, Chappaqua, NY 10514

  • 5 Beds
  • 3 Baths
  • 3,291 Sq Ft
  • Built 1964

  55 Shadow Brook Pkwy, Chappaqua, NY 10514

  Last Sold Summary

  • 25% Above List Price
  • $398/SF
  • 49 Days On Market

  • Last Sold Price $1,310,000
  • Apr 26, 2024

  Last Listing Agent Eric Stein RE/MAX
• 

  

  /36

  $2,175,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 5,541 Sq Ft

  17 Hammond Ridge Rd, Mount Kisco, NY 10549

  Set within the coveted Hammond Ridge neighborhood of Bedford Corners, this impressive 4-bedroom, 5-bath Colonial blends timeless elegance with today’s modern comforts. A long, welcoming driveway leads to a home with a private and serene setting, sun-filled interiors and expansive picture windows create a bright, airy ambiance throughout. The home offers a versatile layout ideal for both

  Susan Slotnick William Raveis Real Estate

  17 Hammond Ridge Rd, Mount Kisco, NY 10549
• 

  $1,500,000 Sold Jun 17, 2025

  23 Round Hill Rd, Chappaqua, NY 10514

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

  Last Sold Summary

  • 9% Above List Price
  • $464/SF
  • 25 Days On Market

  Current Estimated Value $1,595,524

  Last Listing Agent Michael Levy eXp Realty

  23 Round Hill Rd, Chappaqua, NY 10514

Showing Results 201 - 240, Page 6 of 18