New Castle, NY Homes

• 

  $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 $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
• 

  

  

  /49

  $2,350,000

  Pending

  • 4 Beds
  • 5 Baths
  • 4,385 Sq Ft

  790 King St, Chappaqua, NY 10514

  A Rare Opportunity Where History Meets Modern Living.Built in 1750 and thoughtfully renovated in 2005. White clapboard, black shutters, cedar shake roof, and copper gutters set a timeless exterior, framed by professionally designed grounds.A wide entry hall opens to living and dining rooms bookended by floor-to-ceiling stone fireplaces. Hardwood floors and detailed millwork mark the

  Harriet Libov Houlihan Lawrence Inc.

  790 King St, Chappaqua, NY 10514
• 

  $1,975,000

  Sold Aug 28, 2025

  18 Brandon Dr, Mount Kisco, NY 10549

  • 4 Beds
  • 5.5 Baths
  • 5,365 Sq Ft
  • Built 1968

  Last Sold Summary

  • 1% Below List Price
  • $368/SF
  • 33 Days On Market

  Current Estimated Value $2,104,989

  Last Listing Agent Kile Boga-Ibric Houlihan Lawrence Inc.

  18 Brandon Dr, Mount Kisco, NY 10549
• 

  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
• 

  

  /27

  $49,500,000

  • 8 Beds
  • 10 Baths
  • 26,079 Sq Ft

  Unlisted Address

  ONE OF NEW YORK'S MOST COVETED ESTATES. Enter a world where timeless elegance meets state-of-the-art luxury. Originally built in 1901 for renowned financier J. Borden Harriman, this legendary estate - historically known as Devonshire, and earlier as Uplands - stands as a rare example of Gilded Age grandeur, reimagined for modern living. Over its long history, the estate has been owned by some of

  Brian Sheerin William Raveis-New York LLC

  Unlisted Address
• 

  $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 $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
• 

  

  /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
• 

  $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 $1,661,771

  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
• 

  

  /33

  $1,999,999

  Pending

  • 5 Beds
  • 4.5 Baths
  • 4,058 Sq Ft

  765 King St, Chappaqua, NY 10514

  Perfectly situated on over three picturesque acres, this timeless 5 bedroom Federal Colonial effortlessly blends historical charm with modern convenience. Thoughtfully updated while maintaining its classic character, the home offers expansive living spaces, refined finishes, and an exceptional layout designed for today’s lifestyle. At the heart of the home is the stunning chef’s kitchen featuring

  Sari Shaw Compass Greater NY, LLC

  765 King St, Chappaqua, NY 10514
• 

  $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 $1,697,963

  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.
• 

  

  /50

  $3,100,000

  Pending

  • 5 Beds
  • 5.5 Baths
  • 7,238 Sq Ft

  2 Heathcote Dr, Mount Kisco, NY 10549

  Privately gated and masterfully crafted, this exceptional custom brick estate is a showcase of timeless elegance and grand-scale living, nestled on over two acres in the heart of Chappaqua. Beyond the cobblestone apron and curbing, a sweeping driveway leads to a residence designed for both luxury and comfort, boasting soaring 10-foot ceilings, four stately fireplaces, exquisite architectural

  Gino Bello Howard Hanna Rand Realty

  2 Heathcote Dr, Mount Kisco, NY 10549
• 

  $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 $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
• 

  

  /44

  $799,000

  $100K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 1,968 Sq Ft

  18 Ridge Rd, Mount Kisco, NY 10549

  Located in the highly sought after Chappaqua Central School District in the desirable Smith Park neighborhood, this one of a kind Contemporary with striking Modern Mansard architecture. Offering open concept living, soaring 12 foot ceilings in the dramatic living room with fireplace, clean architectural lines, and expansive windows, this home is filled with natural light and designed for today’s

  Alicja Bohmrich Houlihan Lawrence Inc.

  18 Ridge Rd, Mount Kisco, NY 10549
• 

  $1,679,000

  Sold Sep 18, 2025

  10 Carriage Ln Unit 85, Chappaqua, NY 10514

  • 2 Beds
  • 3.5 Baths
  • 3,269 Sq Ft
  • Built 2025

  Last Sold Summary

  • $514/SF
  • 137 Days On Market

  Last Listing Agent Andrea Martone Houlihan Lawrence Inc.

  10 Carriage Ln Unit 85, Chappaqua, NY 10514
• 

  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
• 

  

  /25

  $890,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,569 Sq Ft

  20 Waters Edge, Chappaqua, NY 10514

  Welcome to Old Farm Lake - one of Chappaqua's most desirable condominium communities, offering low-maintenance living with resort-style amenities. This 3-bedroom, 2.5-bath townhome is set in a private setting and lives beautifully with natural light across three levels. The main level features an open living and dining area with cathedral ceilings, a skylight, and a wood-burning fireplace. The

  Edward Holmes William Raveis-New York, LLC

  20 Waters Edge, Chappaqua, NY 10514
• 

  $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 $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
• 

  

  /31

  $725,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,818 Sq Ft

  134 Bayberry Close Unit 134, Chappaqua, NY 10514

  Welcome to 134 Bayberry Close in the sought-after Old Farm Lake community, in the heart of Chappaqua. This spacious 2-bedroom, 2.5-bathroom townhouse offers over 1,800 sq ft of living space across three levels, including a finished walk-out lower level. The main level features an eat-in kitchen, a dining area with sliding glass doors to the deck, and a sun-filled living room with cathedral

  Mark Boyland Keller Williams Realty Partner

  134 Bayberry Close Unit 134, Chappaqua, NY 10514
• 

  $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 $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
• 

  

  /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
• 

  $1,300,000

  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 $2,710,900

  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 Days On Market

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

  

  /49

  $1,595,000

  Pending

  • 7 Beds
  • 3 Baths
  • 5,200 Sq Ft

  52 Orchard Ridge Rd, Chappaqua, NY 10514

  Rare opportunity to own two side-by-side residences on a beautifully landscaped 0.45-acre property in the highly sought-after Chappaqua School District. 52 Orchard Ridge features a renovated 3-bedroom, 1.5-bath home with hardwood floors, stainless steel appliances, updated cabinetry and countertops, and in-unit laundry. This residence will be delivered vacant at closing, offering immediate

  Valon Nikci Link NY Realty

  52 Orchard Ridge Rd, 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 $1,715,117

  Not Listed For Sale

  9 Killington St, Chappaqua, NY 10514

  • 3 Beds
  • 3 Baths
  • 2,625 Sq Ft
  • Built 1968

  9 Killington St, Chappaqua, NY 10514

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Natalia Wixom Compass Greater NY, LLC
• 

  

  /42

  $2,650,000

  Pending

  • 5 Beds
  • 4.5 Baths
  • 4,975 Sq Ft

  3 Pondfield Dr S, Chappaqua, NY 10514

  Welcome to an exceptional move-in ready home located in a highly desirable Chappaqua neighborhood known for its award-winning schools & sought-after lifestyle. Perfectly positioned at the end of a quiet cul-de-sac, this stunning & chic property offers privacy, space & luxury living at its finest. Step inside & you'll find a bright, open-concept floor plan with natural light & high-end finishes

  Lori Meringolo Houlihan Lawrence Inc.

  3 Pondfield Dr S, Chappaqua, NY 10514
• 

  $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 $1,770,061

  Not Listed For Sale

  395 Bedford Rd, Chappaqua, NY 10514

  • 5 Beds
  • 3.5 Baths
  • 3,041 Sq Ft
  • Built 1955

  395 Bedford Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Catherine O'Connor Houlihan Lawrence Inc.
• 

  

  /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
• 

  $1,745,000

  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 $1,582,048

  Not Listed For Sale

  133 Westwood Dr, Mount Kisco, NY 10549

  • 2 Beds
  • 3 Baths
  • 4,626 Sq Ft
  • Built 1997

  133 Westwood Dr, Mount Kisco, NY 10549

  Last Sold Summary

  • 107 Days On Market

  Last Listing Agent Jayne Begley William Raveis Real Estate
• 

  

  /40

  $699,222

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,270 Sq Ft

  10 Lakeview Rd, Ossining, NY 10562

  Bring your vision and make this spacious split-level home your own! Set on over an acre of level, park-like property, this home offers a rare opportunity to create the lifestyle you've been dreaming of in a serene and convenient location. Freshly enhanced with newly painted exterior surfaces, a brand-new walkway, front patio, and a new above-ground oil tank, the property is ready for its next

  Mark Seiden Mark Seiden Real Estate Team

  10 Lakeview Rd, Ossining, NY 10562
• 

  $1,747,995

  Sold Sep 19, 2025

  2 Carriage Ln Unit 81, Chappaqua, NY 10514

  • 2 Beds
  • 3.5 Baths
  • 3,269 Sq Ft
  • Built 2024

  Last Sold Summary

  • $535/SF
  • 235 Days On Market

  Current Estimated Value $1,950,615

  Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

  2 Carriage Ln Unit 81, Chappaqua, NY 10514

Showing Results 121 - 160, Page 4 of 18