New Castle, NY Homes

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  /50

  $2,699,000

  • 4 Beds
  • 4.5 Baths
  • 5,918 Sq Ft

  40 Hamilton Dr, Chappaqua, NY 10514

  Tucked away on over two exquisitely landscaped acres in one of Chappaqua’s most prestigious enclaves, this exceptional newly constructed modern home redefines luxury living through a masterful blend of architectural sophistication, cutting-edge efficiency, and timeless elegance. Designed with a discerning eye and crafted with uncompromising quality, this magazine-worthy residence offers the

  Matthew Valvano Berkshire Hathaway HS NY Prop

  40 Hamilton Dr, Chappaqua, NY 10514
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  /16

  $4,900 Per Month

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Apartment for Rent

  91 Bedford Rd Unit 2, Chappaqua, NY 10514

  Unparalleled opportunity to attain one of the only 2 exceptional apartments in the corner turret at the newly constructed building in the heart of Chappaqua. Quality construction by a highly regarded local builder. This apartment features a stunning octagonal living room/dining room, 2 bedrooms and 2 full baths/ADA shower. Glamorous modern styling quartz counters, island open to bright open floor

  Grace Priore ERA Insite Realty Services

  91 Bedford Rd Unit 2, Chappaqua, NY 10514
• 

  $199,900

  Sold Apr 15, 2026

  135 - 6 Highland Ave S Unit D1, Ossining, NY 10562

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • Built 1962

  Last Sold Summary

  • 5% Below List Price
  • $297/SF
  • 203 Days On Market

  Last Listing Agent Sherry Wiggs Houlihan Lawrence Inc.

  135 - 6 Highland Ave S Unit D1, Ossining, NY 10562
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  Not Listed For Sale

  41 Lila Ln Unit 60, Chappaqua, NY 10514

  • 2 Beds
  • 3.5 Baths
  • 3,101 Sq Ft
  • Built 2023

  41 Lila Ln Unit 60, Chappaqua, NY 10514

  Last Sold Summary

  • 117 Days On Market
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  /43

  $1,495,000

  • 4 Beds
  • 4 Baths
  • 2,953 Sq Ft

  105 Cross Ridge Rd, Chappaqua, NY 10514

  Beautifully updated split ranch set on 1.02 park-like acres in a sought-after Chappaqua location near school, train and walkable to village center train and shops. The heart of this home is a spectacular high-end renovated eat-in kitchen featuring white cabinetry, Wolf, Miele, and Sub-Zero appliances, honed marble and granite counters, a center island with pendant lighting, a peninsula with

  Sena Baron William Raveis-New York, LLC

  105 Cross Ridge Rd, Chappaqua, NY 10514
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  /10

  $9,500 Per Month

  • 3 Beds
  • 3 Baths
  • 3,136 Sq Ft
  • House for Rent

  507 Millwood Rd, Chappaqua, NY 10514

  Recently renovated raised ranch at 507 Millwood Road in Chappaqua. This spacious home sits on 1.13 private acres featuring mature landscaping, a footbridge and a stream.The 3,136 sq ft home offers 3 bedrooms, 3 bathrooms plus flexible living spaces that can easily function as a office , etc. Updated gourmet kitchen with granite counters, tiled backsplash and stainless steel appliances. The

  Faisal Faisal Faze One Real Estate, LLC

  507 Millwood Rd, Chappaqua, NY 10514
• 

  $1,659,995

  Sold Sep 10, 2025

  19 Wallace Way Unit 25, Chappaqua, NY 10514

  • 2 Beds
  • 4 Baths
  • 3,432 Sq Ft
  • Built 2022

  Last Sold Summary

  • 4% Below List Price
  • $484/SF
  • 91 Days On Market

  Current Estimated Value $1,777,316

  Last Listing Agent Andrea Martone Houlihan Lawrence Inc.

  19 Wallace Way Unit 25, Chappaqua, NY 10514
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  Est $1,046,433

  Not Listed For Sale

  16 Seth Canyon Dr, Mount Kisco, NY 10549

  • 4 Beds
  • 3 Baths
  • 2,688 Sq Ft
  • Built 1987

  16 Seth Canyon Dr, Mount Kisco, NY 10549

  Last Sold Summary

  • 29 Days On Market
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  /26

  $1,095,000

  Pending

  • 4 Beds
  • 4 Baths
  • 2,108 Sq Ft

  3 Elm St, Chappaqua, NY 10514

  Discover this 4-bed two-family home in Chappaqua, NY, offering strong income potential, a prime village location, and excellent commuter convenience just one mile from the train. Ideal for investors or owner-occupants, this updated colonial duplex features two fully leased 2-bedroom, 2-bath units, each with approximately 1,054 square feet, private in-unit laundry, hardwood floors, covered front

  Edward Holmes William Raveis-New York, LLC

  3 Elm St, Chappaqua, NY 10514
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  /32

  $6,000 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,553 Sq Ft
  • Townhouse for Rent

  17 Rambling Brook Rd, Chappaqua, NY 10514

  Move In Ready, Recently Remodeled Townhouse in Old Farm Lake, Chappaqua. Discover this beautifully updated end unit townhouse offering 3 bedrooms, 3 baths, one car garage, deck, and a bonus room on each level. With a natural organic feel to compliment quiet community settings and landscaping, your new home offers calming sensory attentive features throughout to fit any mood. Enjoy New Designer

  Lauren Zaccaria Houlihan Lawrence Inc.

  17 Rambling Brook Rd, Chappaqua, NY 10514
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  $3,400,000

  Sold Sep 09, 2025

  5 Briarcliff Rd, Chappaqua, NY 10514

  • 4 Beds
  • 7 Baths
  • 7,305 Sq Ft
  • Built 2007

  Last Sold Summary

  • 8% Below List Price
  • $465/SF
  • 65 Days On Market

  Current Estimated Value $3,614,719

  Last Listing Agent Sari Shaw Compass Greater NY, LLC

  5 Briarcliff Rd, Chappaqua, NY 10514
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  Not Listed For Sale

  39 Lila Ln Unit 59, Chappaqua, NY 10514

  • 2 Beds
  • 4 Baths
  • 3,101 Sq Ft
  • Built 2023

  39 Lila Ln Unit 59, Chappaqua, NY 10514

  Last Sold Summary

  • 5 Days On Market
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  /48

  $1,998,999

  • 4 Beds
  • 3.5 Baths
  • 3,124 Sq Ft

  4 Old House Ln, Chappaqua, NY 10514

  Nestled on over an acre of beautifully landscaped grounds in the highly sought-after Chappaqua School District, this exceptional residence offers a rare blend of privacy, craftsmanship, and versatility. Behind a gated entrance, mature specimen plantings, expansive lawns, and a tranquil natural setting create a true private retreat just minutes from downtown Chappaqua and Metro-North. Thoughtfully

  Laura Lulgjuraj Houlihan Lawrence Inc.

  4 Old House Ln, Chappaqua, NY 10514
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  /11

  $4,500 Per Month

  • 1 Bed
  • 1 Bath
  • 1,100 Sq Ft
  • Apartment for Rent

  45 S Greeley Ave Unit 3, Chappaqua, NY 10514

  Bright and spacious one-bedroom apartment with an office and den in the heart of downtown Chappaqua. Features a primary bedroom with a walk-in closet, open living and dining area, modern kitchen, full bath, and in-unit laundry. Conveniently located near the train, restaurants, Whole Foods, shops, and schools.

  Holly Tsuei Houlihan Lawrence Inc.

  45 S Greeley Ave Unit 3, Chappaqua, NY 10514
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  $956,000

  Sold Jun 25, 2025

  21 Vails Ln, Ossining, NY 10562

  • 5 Beds
  • 3.5 Baths
  • 2,684 Sq Ft
  • Built 1968

  Last Sold Summary

  • 3% Above List Price
  • $356/SF
  • 17 Days On Market

  Current Estimated Value $972,236

  Last Listing Agent Sherry Wiggs Houlihan Lawrence Inc.

  21 Vails Ln, Ossining, NY 10562
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  Est $1,771,170

  Not Listed For Sale

  20 Lawrence Frm Crswy, Chappaqua, NY 10514

  • 4 Beds
  • 2.5 Baths
  • 4,085 Sq Ft
  • Built 1978

  20 Lawrence Frm Crswy, Chappaqua, NY 10514

  Last Sold Summary

  • 9 Days On Market
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  /39

  $1,199,000

  Pending

  • 3 Beds
  • 3.5 Baths
  • 2,708 Sq Ft

  25 Cabin Ridge Rd, Chappaqua, NY 10514

  Escape to your own private retreat on 3.44 acres of wooded land, where rustic charm meets modern comfort. This unique residence was thoughtfully expanded in 2005 and refined with modern luxuries while preserving its timeless character. The beautifully crafted, freshly painted 2,708-square-foot home offers 3 bedrooms and 4 bathrooms in a serene, nature-filled setting. Inside, you'll find a

  Jia Wei Keller Williams Realty Group

  25 Cabin Ridge Rd, Chappaqua, NY 10514
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  /50

  $7,500 Per Month

  • 5 Beds
  • 3.5 Baths
  • 4,229 Sq Ft
  • House for Rent

  15 Inningwood Rd, Ossining, NY 10562

  Experience the charm of country living just 45 minutes from New York City at Maplehurst Farm, a spacious historic 1730 Antique Farmhouse Colonial situated on a stunning 5+ acre property in New Castle. This unique home is ideal for nature lovers and horse enthusiasts alike. The house features original wide-plank pine flooring, three fireplaces that enhance the home’s historic character (with only

  Cynthia Lippolis BHHS River Towns Real Estate

  15 Inningwood Rd, Ossining, NY 10562
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  $820,000

  Sold Aug 20, 2025

  149 King St Unit 15, Chappaqua, NY 10514

  • 2 Beds
  • 2.5 Baths
  • 1,925 Sq Ft
  • Built 1988

  Last Sold Summary

  • $426/SF
  • 15 Days On Market

  Last Listing Agent Janet Short Houlihan Lawrence Inc.

  149 King St Unit 15, Chappaqua, NY 10514
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  Not Listed For Sale

  35 Lila Ln Unit 57, Chappaqua, NY 10514

  • 2 Beds
  • 3.5 Baths
  • 3,386 Sq Ft
  • Built 2023

  35 Lila Ln Unit 57, Chappaqua, NY 10514

  Last Sold Summary

  • 115 Days On Market
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  /21

  $1,195,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,178 Sq Ft

  26 Meadow Ln, Chappaqua, NY 10514

  Welcome to 26 Meadow Lane, a pristine 2,178-square-foot ranch set on over half an acre of flat, beautifully landscaped property in one of Chappaqua’s most coveted residential neighborhoods. A rocking chair front porch and Belgian block-lined driveway offer an immediate sense of arrival, while sidewalk-lined streets connect the neighborhood to the acclaimed village of Chappaqua, minutes from

  Lauren Zaccaria Houlihan Lawrence Inc.

  26 Meadow Ln, Chappaqua, NY 10514
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  /26

  $4,700 Per Month

  • 2 Beds
  • 2 Baths
  • 1,458 Sq Ft
  • Townhouse for Rent

  343 N Greeley Ave Unit 8D, Chappaqua, NY 10514

  Commuter’s Delight! Fabulous sun-filled completely updated 2 bedroom, 2 bath end unit with den/work from home office and oversized shared 1 car garage in desirable Chestnut Oaks complex. Chappaqua schools. Short distance to Chappaqua village, train station, shops and restaurants. The 1st level features an entry foyer with coat closet leading to the renovated chef’s eat-in-kitchen with quartz

  Alisa Kaplan Julia B Fee Sothebys Int. Rlty

  343 N Greeley Ave Unit 8D, Chappaqua, NY 10514
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  $1,040,000

  Sold Nov 25, 2025

  81 Hidden Hollow Ln, Millwood, NY 10546

  • 4 Beds
  • 2.5 Baths
  • 2,368 Sq Ft
  • Built 1971

  Last Sold Summary

  • 1% Below List Price
  • $439/SF
  • 53 Days On Market

  Current Estimated Value $1,079,654

  Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

  81 Hidden Hollow Ln, Millwood, NY 10546
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  Not Listed For Sale

  33 Lila Ln Unit 56, Chappaqua, NY 10514

  • 2 Beds
  • 3.5 Baths
  • 3,101 Sq Ft
  • Built 2023

  33 Lila Ln Unit 56, Chappaqua, NY 10514

  Last Sold Summary

  • 21 Days On Market
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  /33

  $1,299,999

  Pending

  • 3 Beds
  • 5 Baths
  • 3,751 Sq Ft

  100 Byram Lake Rd, Mount Kisco, NY 10549

  Secluded, sustainable retreat just minutes from downtown Mt. Kisco with Bedford schools and Chappaqua express train commute. Built on an historic 1880’s summer estate, this home offers a rare combination of tranquility, modern efficiency, timeless charm and one level-living. Situated on 1.16 private acres, this home emphasizes sustainability with zero carbon emissions via solar panels, geothermal

  Joanne Milch William Raveis-New York, LLC

  100 Byram Lake Rd, Mount Kisco, NY 10549
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  $1,350,000

  Sold Apr 10, 2026

  200 S Bedford Rd, Chappaqua, NY 10514

  • 3 Beds
  • 3 Baths
  • 2,364 Sq Ft
  • Built 1955

  Last Sold Summary

  • 17% Above List Price
  • $571/SF
  • 14 Days On Market

  Last Listing Agent Annette Cicinelli Keller Williams Realty Partner

  200 S Bedford Rd, Chappaqua, NY 10514
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  Not Listed For Sale

  38 Taylor Rd, Mount Kisco, NY 10549

  • 4 Beds
  • 3.5 Baths
  • 4,477 Sq Ft
  • Built 1900

  38 Taylor Rd, Mount Kisco, NY 10549

  Last Sold Summary

  • 377 Days On Market
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  /39

  $1,599,999

  Pending

  • 4 Beds
  • 3 Baths
  • 3,672 Sq Ft

  734 King St, Chappaqua, NY 10514

  Thoughtfully reimagined farmhouse with barn, this distinctive 4-bedroom, 3-bath home blends historic charm with striking modern design. Set on close to 2 private acres surrounded by mature trees, the property offers exceptional privacy and a peaceful natural setting. Inside, soaring ceilings, oversized windows, and multiple skylights flood the home with natural light. The open-concept living

  Sari Shaw Compass Greater NY, LLC

  734 King St, Chappaqua, NY 10514
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  $699,000

  Sold Jun 04, 2026

  150 N Bedford Rd Unit 6D, Chappaqua, NY 10514

  • 2 Beds
  • 2.5 Baths
  • 1,483 Sq Ft
  • Built 1984

  Last Sold Summary

  • $471/SF
  • 17 Days On Market

  Current Estimated Value $668,685

  Last Listing Agent Sari Shaw Compass Greater NY, LLC

  150 N Bedford Rd Unit 6D, Chappaqua, NY 10514
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  Not Listed For Sale

  1176 Hardscrabble Rd, Chappaqua, NY 10514

  • 4 Beds
  • 3 Baths
  • 3,537 Sq Ft
  • Built 1956

  1176 Hardscrabble Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 44 Days On Market
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  /45

  $1,350,000

  $45K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,155 Sq Ft

  10 North Ln, Chappaqua, NY 10514

  Welcome to 10 North Lane, a spacious 3-bedroom, 3-bath home offering 3,155 square feet of comfortable living in the heart of Chappaqua. Located within the highly acclaimed Chappaqua School District, this charming residence is perfectly positioned on a quiet, private cul-de-sac street just minutes from the Taconic Parkway, shopping, and the vibrant Chappaqua town center. Enjoy a beautifully level

  Annette Cicinelli Keller Williams Realty Partner

  10 North Ln, Chappaqua, NY 10514
• 

  $1,600,000

  Sold Jul 22, 2025

  6 Dewitt Dr Unit 65, Chappaqua, NY 10514

  • 2 Beds
  • 3.5 Baths
  • 3,353 Sq Ft
  • Built 2025

  Last Sold Summary

  • 2% Below List Price
  • $477/SF
  • 66 Days On Market

  Last Listing Agent Andrea Martone Houlihan Lawrence Inc.

  6 Dewitt Dr Unit 65, Chappaqua, NY 10514
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  Not Listed For Sale

  16 Maria Ln, Ossining, NY 10562

  • 4 Beds
  • 3.5 Baths
  • 3,427 Sq Ft
  • Built 1887

  16 Maria Ln, Ossining, NY 10562

  Last Sold Summary

  • 33 Days On Market
• 

  

  /49

  $1,600,000

  • 11 Beds
  • 9 Baths

  120 Spring Valley Rd, Ossining, NY 10562

  Rare multi-residence property offering exceptional flexibility, income potential, and a picturesque setting on beautifully landscaped grounds with scenic views of a shared pond. Nestled among mature trees and expansive lawns, this unique offering features three separate residential structures situated on one parcel, creating an outstanding opportunity for investors, owner-occupants,

  Alfred Bruno Berkshire Hathaway HS NY Prop

  120 Spring Valley Rd, Ossining, NY 10562
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  $528,000

  Sold Nov 05, 2025

  42 Touchstone Way Unit 42B, Millwood, NY 10546

  • 2 Beds
  • 2.5 Baths
  • 1,408 Sq Ft
  • Built 1986

  Last Sold Summary

  • 18% Below List Price
  • $375/SF
  • 101 Days On Market

  Current Estimated Value $554,801

  Last Listing Agent Frank Acocella Homescapes Realty, Inc.

  42 Touchstone Way Unit 42B, Millwood, NY 10546
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  Not Listed For Sale

  9 Barnes Rd, Ossining, NY 10562

  • 4 Beds
  • 4.5 Baths
  • 4,583 Sq Ft
  • Built 1797

  9 Barnes Rd, Ossining, NY 10562

  Last Sold Summary

  • 37 Days On Market
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  /24

  $799,000

  • 2 Beds
  • 2.5 Baths
  • 1,244 Sq Ft

  127 Stone Bridge Square Unit 127, Chappaqua, NY 10514

  TURNKEY in every way! Beautiful End Unit Townhouse in Old Farm Lake with private wooded views. Spacious Living Room with Wood Burning Fireplace and Cathedral Ceilings. Open Floor Plan with Living Room/Dining Room combination and sliding glass doors out to Deck. Renovated Eat in Kitchen with Carrera Marble counters and Stainless Steel Appliances -- including Bosch Dishwasher, Fisher & Paykel

  Victoria Miller Compass Greater NY, LLC

  127 Stone Bridge Square Unit 127, Chappaqua, NY 10514
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  $1,495,322

  Sold Jun 23, 2025

  66 Burr Farms Rd, Mount Kisco, NY 10549

  • 2 Beds
  • 3.5 Baths
  • 3,200 Sq Ft
  • Built 1998

  Last Sold Summary

  • 8% Above List Price
  • $467/SF
  • 14 Days On Market

  Current Estimated Value $1,545,801

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

  66 Burr Farms Rd, Mount Kisco, NY 10549
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  Not Listed For Sale

  504 Millwood Rd, Mount Kisco, NY 10549

  • 4 Beds
  • 2.5 Baths
  • 3,182 Sq Ft
  • Built 1910

  504 Millwood Rd, Mount Kisco, NY 10549

  Last Sold Summary

  • 116 Days On Market
• 

  

  /25

  $1,595,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 3,585 Sq Ft

  67 Tripp St, Mount Kisco, NY 10549

  STUNNING DESIGN. Fabulous estate area location. Over two serene acres with mature trees and flowering shrubs. Absolutely gorgeous flowering gardens with remarkable plantings. Remarkable Modern Estate-- the perfect country house impeccably maintained and updated. Light airy, open rooms with walls of crisp white, gleaming floors, high ceilings and walls of windows. Impressive skylit Entrance Hall.

  George D'Ambrosio Ginnel Real Estate

  67 Tripp St, Mount Kisco, NY 10549

Showing Results 41 - 80, Page 2 of 18