New Castle, NY Homes

• 

  

  

  /40

  $1,399,000

  Pending

  • 3 Beds
  • 4 Baths
  • 3,140 Sq Ft

  22 Garey Dr, Chappaqua, NY 10514

  Perched on a lushly landscaped acre and thoughtfully expanded, offering a comforting blend of function, space, and versatility for today’s lifestyle, whether working from home (the main-level office opens to a private deck, creating a delightful setting for morning coffee or an inspiring workday), entertaining (the spacious living room with fireplace adjoins the formal dining room with sliding

  Stacy Levey William Raveis-New York, LLC

  22 Garey Dr, Chappaqua, NY 10514
• 

  $1,300,014

  Sold Sep 16, 2026

  49 E Ridge Ln, Mount Kisco, NY 10549

  • 4 Beds
  • 2.5 Baths
  • 2,982 Sq Ft
  • Built 1969

  Last Sold Summary

  • 13% Above List Price
  • $436/SF
  • 17 Days On Market

  Current Estimated Value $1,299,889

  Last Listing Agent Matthew Valvano Berkshire Hathaway HS NY Prop

  49 E Ridge Ln, Mount Kisco, NY 10549
• 

  Est $1,751,550

  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

  • 14 Days On Market

  Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.
• 

  

  

  /47

  $3,499,000

  • 5 Beds
  • 7 Baths
  • 6,390 Sq Ft

  22 Petersville Rd, Mount Kisco, NY 10549

  Located in the highly desirable Petersville Farm neighborhood and within the coveted Chappaqua School District, this exceptional 5-bedroom, 5.2-bath Craftsman-inspired Colonial enjoys sweeping panoramic views overlooking the pristine fairways of the Mount Kisco Country Club. Perfectly sited on over 3 completely flat, park-like acres on a private estate street, this extraordinary residence

  Cindy Glynn Compass Greater NY, LLC

  22 Petersville Rd, 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 $1,314,792

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  71 Commodore Rd, Chappaqua, NY 10514
• 

  Est $1,084,521

  Not Listed For Sale

  185 Harriman Rd, Mount Kisco, NY 10549

  • 3 Beds
  • 3 Baths
  • 2,609 Sq Ft
  • Built 1927

  185 Harriman Rd, Mount Kisco, NY 10549

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Sonya Cronin Julia B Fee Sothebys Int. Rlty
• 

  

  /39

  $2,790,000

  • 6 Beds
  • 5.5 Baths
  • 7,978 Sq Ft

  20 Bessel Ln, Chappaqua, NY 10514

  An extraordinary original Myron Goldfinger commission, documented in the architect’s archive as the 1991 Leff Residence, Architecture in the Landscape #7. This exceptional 8,200-square-foot contemporary residence showcases Goldfinger’s signature geometric design, dramatic curved ceiling, sculptural floating staircase, and expansive walls of glass that connect the interiors to the surrounding

  Holly Tsuei Houlihan Lawrence Inc.

  20 Bessel Ln, Chappaqua, NY 10514
• 

  $1,330,000

  Sold Jul 29, 2026

  20 Main St, Mount Kisco, NY 10549

  • 3 Beds
  • 3 Baths
  • 2,803 Sq Ft
  • Built 1951

  Last Sold Summary

  • 4% Above List Price
  • $474/SF
  • 15 Days On Market

  Current Estimated Value $1,270,384

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

  20 Main St, Mount Kisco, NY 10549
• 

  Est $765,564

  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

  • 71 Days On Market

  Last Listing Agent Justin Pieragostini Coldwell Banker Realty
• 

  

  /20

  $1,665,000

  • Land
  • 12.92 Acres
  • $128,870 per Acre

  767 King St, Chappaqua, NY 10514

  Extremely rare and ultra-private 12.92 acres of waterfront land in the Whippoorwill Lake enclave of Chappaqua. An exceptionally private canvas for a one-of-a-kind secluded getaway compound. Beyond the gate, a long private drive ascends to a concealed building site with sweeping lake and woodland vistas, plus natural water features including a waterfall and bridge. Near Whippoorwill Park,

  Sena Baron William Raveis-New York, LLC

  767 King St, Chappaqua, NY 10514
• 

  $2,025,000

  Sold Jul 22, 2026

  40 Kings Ct, Chappaqua, NY 10514

  • 3 Beds
  • 2.5 Baths
  • 3,121 Sq Ft
  • Built 1939

  Last Sold Summary

  • 27% Above List Price
  • $649/SF
  • 13 Days On Market

  Current Estimated Value $1,587,092

  Last Listing Agent Jennifer Harris Compass Greater NY, LLC

  40 Kings Ct, Chappaqua, NY 10514
• 

  Est $870,575

  Not Listed For Sale

  202 Byram Lake Rd, Mount Kisco, NY 10549

  • 2 Beds
  • 1.5 Baths
  • 1,614 Sq Ft
  • Built 1940

  202 Byram Lake Rd, Mount Kisco, NY 10549

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Mario Sclafani RE/MAX Classic Realty
• 

  

  /3

  $350,000

  • Land
  • 1.51 Acres
  • $231,788 per Acre

  96 Somerstown Rd, Ossining, NY 10562

  Lot three is a beautiful 1.5 acre lot with level building site and part of a newly approved three-lot subdivision. Lots one and two are also available-all are approved for four bedrooms. Roughed in driveway leads up from the road to all three sites. Owner will also build to suit.

  David Turner Compass Greater NY, LLC

  96 Somerstown Rd, Ossining, NY 10562
• 

  $2,000,000

  Sold Feb 09, 2026

  2 Whippoorwill Close, Chappaqua, NY 10514

  • 4 Beds
  • 3.5 Baths
  • 3,022 Sq Ft
  • Built 1980

  Last Sold Summary

  • 14% Above List Price
  • $662/SF
  • 4 Days On Market

  Current Estimated Value $1,956,749

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  2 Whippoorwill Close, Chappaqua, NY 10514
• 

  Est $1,134,331

  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

  • 19 Days On Market

  Last Listing Agent Lisa Berliner Coldwell Banker Realty
• 

  

  /50

  $1,750,000

  $150K PRICE DROP

  • 9 Beds
  • 8 Baths
  • 5,337 Sq Ft

  51 Pinesbridge Rd, Ossining, NY 10562

  Step into timeless elegance with this extraordinary mini estate in the heart of New Castle, just 45 minutes from New York City. Originally built in 1935 and thoughtfully reimagined for modern luxury living, this remarkable 3.91-acre property seamlessly blends historic charm with today’s most sought-after amenities.The beautifully renovated 5,337-square-foot Main House features 5 spacious

  Cathy DeBow William Raveis Real Estate

  51 Pinesbridge Rd, Ossining, NY 10562
• 

  $1,455,000

  Sold Jul 22, 2026

  28 Valley View Rd, Chappaqua, NY 10514

  • 3 Beds
  • 2 Baths
  • 1,999 Sq Ft
  • Built 1956

  Last Sold Summary

  • 32% Above List Price
  • $728/SF
  • 9 Days On Market

  Current Estimated Value $1,119,928

  Last Listing Agent Kile Boga-Ibric Houlihan Lawrence Inc.

  28 Valley View Rd, Chappaqua, NY 10514
• 

  Est $1,018,707

  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

  • 39 Days On Market

  Last Listing Agent Sari Shaw Compass Greater NY, LLC
• 

  

  /24

  $570,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,275 Sq Ft

  317 Kemey Cove Unit 317, Briarcliff Manor, NY 10562

  Move right into this beautifully maintained 2-bedroom garden style condo featuring breathtaking Hudson River View. Enjoy one floor living at its best, the open concept floor plan offers a bright and spacious living and dining area with sliding doors out to a patio with spectacular views, perfect for everyday living and entertaining. The versatile second bedroom features a built in Murphy bed

  Carmela Tassone Coldwell Banker Realty

  317 Kemey Cove Unit 317, Briarcliff Manor, NY 10562
• 

  $1,720,000

  Sold Feb 04, 2026

  6 Whippoorwill Lake Rd, Chappaqua, NY 10514

  • 4 Beds
  • 3.5 Baths
  • 3,244 Sq Ft
  • Built 1979

  Last Sold Summary

  • 4% Above List Price
  • $530/SF
  • 25 Days On Market

  Current Estimated Value $1,785,288

  Last Listing Agent Sari Shaw Compass Greater NY, LLC

  6 Whippoorwill Lake Rd, Chappaqua, NY 10514
• 

  Est $1,287,404

  Not Listed For Sale

  51 E Ridge Ln, Mount Kisco, NY 10549

  • 3 Beds
  • 2.5 Baths
  • 2,390 Sq Ft
  • Built 1969

  51 E Ridge Ln, Mount Kisco, NY 10549

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Matthew Gluck Nestedge Realty
• 

  

  /25

  $3,695,000

  New Construction Pending

  • 5 Beds
  • 6.5 Baths
  • 6,500 Sq Ft

  115 Old Roaring Brook Rd, Mount Kisco, NY 10549

  Experience the pinnacle of new construction in one of Chappaqua’s most coveted locations within the award winning Chappaqua Schools. Built by a highly regarded local builder known for exceptional craftsmanship and thoughtful design, this stunning 5-bedroom, 6.5-bathroom residence offers approximately 6,500 square feet across three finished levels.Privately set on over 11 acres, the property

  Sharon Bodnar Briskman Houlihan Lawrence Inc.

  115 Old Roaring Brook Rd, Mount Kisco, NY 10549
• 

  $2,000,000

  Sold Apr 28, 2026

  40 Smith St, Chappaqua, NY 10514

  • 4 Beds
  • 2.5 Baths
  • 2,658 Sq Ft
  • Built 1927

  Last Sold Summary

  • 38% Above List Price
  • $752/SF
  • 7 Days On Market

  Current Estimated Value $1,830,770

  Last Listing Agent Joanna Rizoulis Julia B Fee Sothebys Int. Rlty

  40 Smith St, Chappaqua, NY 10514
• 

  Est $1,661,771

  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

  • 48 Days On Market

  Last Listing Agent Patricia Santucci Classic Charm, LLC
• 

  

  /12

  $70,000

  Pending

  • Land
  • 23,944 Sq Ft
  • $127,342 per Acre

  1 Pamela Place, Millwood, NY 10546

  A Rare Land Opportunity in MillwoodBring your vision to this approximately 0.55-acre parcel in the coveted Chappaqua Central School District. Ideally located in the heart of Millwood, this property offers the opportunity to create something of your own in a highly desirable Westchester community.The parcel is being offered as an undeveloped building lot and requires zoning, planning, and

  Catherine O'Connor Houlihan Lawrence Inc.

  1 Pamela Place, Millwood, NY 10546
• 

  $1,320,000

  Sold Dec 11, 2025

  41 Valley Ln, Chappaqua, NY 10514

  • 3 Beds
  • 2.5 Baths
  • 2,034 Sq Ft
  • Built 1972

  Last Sold Summary

  • 2% Above List Price
  • $649/SF
  • 10 Days On Market

  Current Estimated Value $1,365,768

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

  41 Valley Ln, Chappaqua, NY 10514
• 

  Est $1,697,963

  Not Listed For Sale

  7 Taylor Rd, Mount Kisco, NY 10549

  • 4 Beds
  • 3.5 Baths
  • 3,432 Sq Ft
  • Built 1965

  7 Taylor Rd, Mount Kisco, NY 10549

  Last Sold Summary

  • 41 Days On Market

  Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.
• 

  

  /29

  $650,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,956 Sq Ft

  45 Laurelton Rd, Mount Kisco, NY 10549

  Opportunity awaits in this spacious split-level home offering a flexible layout, great living space, and seasonal reservoir views. The main level features a welcoming living room highlighted by a wood-burning stove, creating a warm and inviting gathering space. Just beyond is the kitchen, accented by a distinctive exposed brick wall that adds character and charm, with the dining room conveniently

  Mark Boyland Keller Williams Realty Partner

  45 Laurelton Rd, Mount Kisco, NY 10549
• 

  $1,300,000

  Sold Jun 01, 2026

  508 Millwood Rd, Mount Kisco, NY 10549

  • 4 Beds
  • 3 Baths
  • 2,940 Sq Ft
  • Built 1936

  Last Sold Summary

  • 4% Above List Price
  • $442/SF
  • 12 Days On Market

  Current Estimated Value $1,299,638

  Last Listing Agent Jennifer Harris Compass Greater NY, LLC

  508 Millwood Rd, Mount Kisco, NY 10549
• 

  Est $2,942,148

  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

  • 6 Days On Market

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

  

  /35

  $549,000

  $301K PRICE DROP Pending

  • 2 Beds
  • 1 Bath
  • 711 Sq Ft

  58 Maple Ave, Chappaqua, NY 10514

  Opportunities like this do not come around often in Chappaqua, and when they do, they tend to move quickly. What is being offered at 58 Maple Ave is a flat, level, in-town parcel with an existing 2-bedroom, 1-bath cottage set back from the road among towering pines, in one of Westchester County's most coveted villages. Whether a buyer chooses to develop the land, renovate what is there, or simply

  Christian Lugo Howard Hanna Rand Realty

  58 Maple Ave, Chappaqua, NY 10514
• 

  $2,825,000

  Sold Oct 20, 2025

  5 Club Way, Mount Kisco, NY 10549

  • 5 Beds
  • 7 Baths
  • 6,673 Sq Ft
  • Built 2004

  Last Sold Summary

  • 1% Above List Price
  • $423/SF
  • 44 Days On Market

  Current Estimated Value $2,984,965

  Last Listing Agent Barbara Pagliuca Houlihan Lawrence Inc.

  5 Club Way, Mount Kisco, NY 10549
• 

  Est $2,733,935

  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

  • 14 Days On Market

  Last Listing Agent Yona Strougo Compass Greater NY, LLC
• 

  

  /50

  $3,100,000

  • 3 Beds
  • 5 Baths
  • 6,091 Sq Ft

  23 Inningwood Rd, Ossining, NY 10562

  No words or photos will justify the Magical beauty of this luxurious home. The woodwork in this custom built home was done by craftsman Mark Pedley, a very talented carpenter/joiner from Vermont who previously worked in Palaces in Jordan. The home is flawless and impeccable with spa like bathrooms, a gourmet kitchen, outdoor grilling area, sauna, steam bath and jacuzzi, with marble, granite and

  Dee Rabady Woodfront Realty, Inc.

  23 Inningwood Rd, Ossining, NY 10562
• 

  $1,376,000

  Sold Jul 23, 2026

  65 Douglas Rd, Chappaqua, NY 10514

  • 3 Beds
  • 2 Baths
  • 1,702 Sq Ft
  • Built 1930

  Last Sold Summary

  • 10% Above List Price
  • $808/SF
  • 17 Days On Market

  Current Estimated Value $1,243,114

  Last Listing Agent Lynn Harmonay North Country Sothebys Int Rlt

  65 Douglas Rd, Chappaqua, NY 10514
• 

  Est $3,360,018

  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

  • 11 Days On Market

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC
• 

  

  /43

  $2,299,000

  Open Sat 1PM - 3PM Coming Soon

  • 5 Beds
  • 4.5 Baths
  • 4,661 Sq Ft

  20 Hitching Post Ln, Chappaqua, NY 10514

  Welcome to 20 Hitching Post Lane in Chappaqua, New York. This five-bedroom, 4.1 bath Colonial is set on over 2 bucolic acres on a beautiful tree-lined street. An impressive oak floored entry foyer with cherry inlay opens to a spacious formal living room with crown moldings and new windows (2023), warmed by a wood burning fireplace with decorative mantle. The adjacent family room has a second wood

  John Buckley William Raveis-New York LLC

  20 Hitching Post Ln, Chappaqua, NY 10514
• 

  $1,745,000

  Sold Aug 03, 2026

  2 Dewitt Dr, Chappaqua, NY 10514

  • 2 Beds
  • 3.5 Baths
  • 3,574 Sq Ft
  • Built 2025

  Last Sold Summary

  • 8% Below List Price
  • $488/SF
  • 73 Days On Market

  Last Listing Agent Joann Galluccio William Raveis-New York LLC

  2 Dewitt Dr, Chappaqua, NY 10514
• 

  Est $2,339,947

  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

  • 97 Days On Market

  Last Listing Agent Suzanne Sanborn William Raveis Real Estate
• 

  

  /17

  $649,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,458 Sq Ft

  353 N Greeley Ave Unit 353, Chappaqua, NY 10514

  Welcome to Chestnut Oaks. Corner unit Townhome located in building 5 featuring 2 bedrooms, 2 full baths, fireplace, attached garage and balcony. Located in the heart of Chappaqua and close to train, town and schools. Renovated in 2010 with new dine-in kitchen, granite counter tops, stainless steel appliances, hardwood floors, renovated primary bathroom, custom walk-in closet, new washer/dryer and

  Toni DiMichelo Houlihan Lawrence Inc.

  353 N Greeley Ave Unit 353, Chappaqua, NY 10514

Showing Results 121 - 160, Page 4 of 18