New Castle, NY Homes

• 

  

  

  /35

  $1,350,000

  $200K PRICE DROP Pending

  • 6 Beds
  • 4 Baths
  • 5,034 Sq Ft

  62 Taconic Rd, Millwood, NY 10546

  MOTIVATED SELLER! PRICE REDUCED! Welcome to this spacious, peaceful, and impeccably maintained 6-bedroom, 4-bathroom home with tennis court and pool in the highly sought-after Chappaqua School District (Millwood). This home offers 5,034 sq ft of move-in ready living space on a scenic and private 2-acre lot. The large rooms and easy layout provide the perfect canvas to create your dream home

  

  Hillary Landau

  Compass Greater NY, LLC

  62 Taconic Rd, Millwood, NY 10546
• Explore New Castle

• 

  

  

  /22

  $4,250 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,895 Sq Ft
  • Townhouse for Rent

  38 Fawn Ridge, Millwood, NY 10546

  Welcome to this well-maintained 2-bedroom, 2.5-bath condo townhome located in Millwood and within the Chappaqua Central School District. The main level offers an office, comfortable living and dining area, a functional kitchen, and a convenient half bath. Upstairs, you’ll find two bedrooms and two full bathrooms, providing plenty of space and privacy. Basement is fully unfinished and has plenty

  

  Nicholas Scaramella

  Compass Greater NY, LLC

  38 Fawn Ridge, Millwood, NY 10546
• 

  $1,600,000

  Sold Feb 27, 2026

  36 Pond Hill Rd, Chappaqua, NY 10514

  • 3 Beds
  • 3.5 Baths
  • 2,866 Sq Ft
  • Built 1952

  Last Sold Summary

  • 23% Above List Price
  • $558/SF
  • 11 Days On Market

  Current Estimated Value $1,599,474

  Last Listing Agent Danae Richards William Raveis-New York, LLC

  36 Pond Hill Rd, Chappaqua, NY 10514
• 

  Est $3,857,469

  Not Listed For Sale

  16 Hollow Ridge Rd, Mount Kisco, NY 10549

  • 5 Beds
  • 5.5 Baths
  • 7,200 Sq Ft
  • Built 2023

  16 Hollow Ridge Rd, Mount Kisco, NY 10549

  Last Sold Summary

  • 160 Days On Market

  Last Listing Agent Melissa Marcogliese Compass Greater NY, LLC
• 

  

  

  /49

  $3,500,000

  Pending

  • 10 Beds
  • 5.5 Baths
  • 8,881 Sq Ft

  335 Croton Dam Rd, Ossining, NY 10562

  Hidden behind a storybook cobblestone drive and set across 45 breathtaking acres in the heart of the Hudson Valley, this extraordinary 1932 Tudor estate is the kind of property that rarely comes to market - a true legacy compound offering cinematic beauty, complete privacy, and effortless access to Manhattan. For the city buyer dreaming of a refined countryside escape without sacrificing

  

  Hillary Landau

  Compass Greater NY, LLC

  335 Croton Dam Rd, Ossining, NY 10562
• 

  

  /25

  Starting at $3,237 Per Month

  • 2 Beds

  480 Bedford Rd, Chappaqua, NY 10514

  Wilder Balter Partners, Inc., Hudson valley's premier developer of luxury homes has written a new chapter for the iconic reader's digest building. The four-story structure has undergone an unprecedented renovation, and the finished product embraces the nostalgia of the old media empire's headquarters with the extravagance of contemporary housing. Chappaqua Crossing Apts is now open! Please call

  Chappaqua Crossing Apartments

  

  480 Bedford Rd, Chappaqua, NY 10514
• 

  $2,825,000

  Sold Dec 15, 2025

  70 Haights Cross Rd, Chappaqua, NY 10514

  • 5 Beds
  • 9 Baths
  • 8,775 Sq Ft
  • Built 2005

  Last Sold Summary

  • 10% Below List Price
  • $322/SF
  • 159 Days On Market

  Current Estimated Value $3,178,173

  Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

  70 Haights Cross Rd, Chappaqua, NY 10514
• 

  Est $2,030,751

  Not Listed For Sale

  10 Gray Rock Park Rd, Mount Kisco, NY 10549

  • 5 Beds
  • 4.5 Baths
  • 5,492 Sq Ft
  • Built 1955

  10 Gray Rock Park Rd, Mount Kisco, NY 10549

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Sari Shaw Compass Greater NY, LLC
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  /37

  $950,000

  Pending

  • 3 Beds
  • 2 Baths
  • 2,380 Sq Ft

  42 Hollow Oak Rd, Chappaqua, NY 10514

  Welcome to 42 Hollow Oak Road, a captivating 3-bedroom, 2-bathroom sanctuary nestled in the heart of Chappaqua. Spanning 2,380 square feet, this home perfectly balances suburban tranquility with modern convenience. Step inside to discover a bright, airy layout flooded with natural light. The spacious living areas feature warm hardwood floors, fireplace and a seamless flow, ideal for daily living

  Bradley Brammer Julia B Fee Sothebys Int. Rlty

  42 Hollow Oak Rd, Chappaqua, NY 10514
• 

  

  /42

  $5,900 Per Month

  • 2 Beds
  • 2 Baths
  • 1,623 Sq Ft
  • Condo for Rent

  109 Woods End Rd, Chappaqua, NY 10514

  Welcome to 109 Woods End Road, a beautifully updated 2-bedroom, 2-bathroom townhouse in desirable Chappaqua. The home features a renovated open-concept kitchen with a waterfall island, quartz countertops, and matching backsplash, bright living spaces, and a beautiful backyard perfect for relaxing or entertaining. Includes a one-car enclosed garage with basement storage and an additional outdoor

  Cecilia Espino-Pelaez eRealty Advisors, Inc

  109 Woods End Rd, Chappaqua, NY 10514
• 

  $1,345,014

  Sold Jul 29, 2026

  14 Aldridge Rd, Chappaqua, NY 10514

  • 4 Beds
  • 2.5 Baths
  • 2,478 Sq Ft
  • Built 1920

  Last Sold Summary

  • 8% Above List Price
  • $543/SF
  • 20 Days On Market

  Current Estimated Value $1,297,447

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

  14 Aldridge Rd, Chappaqua, NY 10514
• 

  Not Listed For Sale

  10 Carriage Ln Unit 85, Chappaqua, NY 10514

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

  10 Carriage Ln Unit 85, Chappaqua, NY 10514

  Last Sold Summary

  • 137 Days On Market

  Last Listing Agent Andrea Martone Houlihan Lawrence Inc.
• 

  

  /50

  $3,799,000

  Pending

  • 4 Beds
  • 4.5 Baths
  • 5,612 Sq Ft

  9 Deer Creek Ln, Mount Kisco, NY 10549

  Imagine a stately colonial home , four bedrooms that lives like six, gracefully set back on a rolling three acre lawn, framed by mature trees and manicured gardens. Inside, you’re greeted with intricate millwork—detailed moldings, and graceful arches that connect each room. The kitchen is a chef’s dream with custom cabinetry and a large island. A fabulous expansive three season screened in porch

  Yona Strougo Compass Greater NY, LLC

  9 Deer Creek Ln, Mount Kisco, NY 10549
• 

  

  /26

  $6,500 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,023 Sq Ft
  • House for Rent

  119 Edgewood Rd, Ossining, NY 10562

  Welcome to 119 Edgewood Road in Ossining, NY—a spacious 4-bedroom home set back from the road on approximately one acre in a quiet residential neighborhood. Enjoy a covered front porch, hardwood floors, central air, and a well-maintained interior designed for comfortable living.The updated kitchen features granite countertops, stainless steel appliances, and a breakfast bar with seating

  119 Edgewood Rd, Ossining, NY 10562
• 

  $805,000

  Sold Nov 21, 2025

  149 King St Unit 4, Chappaqua, NY 10514

  • 2 Beds
  • 2.5 Baths
  • 1,767 Sq Ft
  • Built 1988

  Last Sold Summary

  • 6% Below List Price
  • $456/SF
  • 105 Days On Market

  Last Listing Agent Nancy Jones Julia B Fee Sothebys Int. Rlty

  149 King St Unit 4, Chappaqua, NY 10514
• 

  Not Listed For Sale

  8 Carriage Ln Unit 84, Chappaqua, NY 10514

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

  8 Carriage Ln Unit 84, Chappaqua, NY 10514

  Last Sold Summary

  • 72 Days On Market

  Last Listing Agent Andrea Martone Houlihan Lawrence Inc.
• 

  

  /20

  $1,299,000

  • 4 Beds
  • 2.5 Baths
  • 2,718 Sq Ft

  55 Brandon Dr, Mount Kisco, NY 10549

  Welcome home to a meticulously maintained center hall colonial home set on two plus sensational & picture perfect flat acres at the end of a quiet cul de sac street in the Chappaqua school district. Located in a highly desirable neighborhood, this four bedroom home offers comfortable living spaces and the timeless qualities that make it an ideal place to call home for years to come. The expansive

  Amanda Goldberg William Raveis-New York, LLC

  55 Brandon Dr, Mount Kisco, NY 10549
• 

  

  /44

  $9,000 Per Month

  • 5 Beds
  • 3.5 Baths
  • 3,882 Sq Ft
  • House for Rent

  777 Armonk Rd, Mount Kisco, NY 10549

  Set on over five secluded acres with picturesque pond and woodland views, this beautifully furnished 5-bedroom home offers a perfect blend of timeless character and modern comfort. Ideal for short- or long-term stays, the residence is thoughtfully designed for both relaxation and functionality.The main level welcomes you with a gracious entry foyer, a chef's kitchen with premium

  Mark Sanford Berkshire Hathaway HS NE Prop.

  777 Armonk Rd, Mount Kisco, NY 10549
• 

  $1,250,000

  Sold Sep 01, 2026

  21 Campfire Rd, Chappaqua, NY 10514

  • 4 Beds
  • 2.5 Baths
  • 2,207 Sq Ft
  • Built 1928

  Last Sold Summary

  • 4% Above List Price
  • $566/SF
  • 11 Days On Market

  Current Estimated Value $1,221,038

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  21 Campfire Rd, Chappaqua, NY 10514
• 

  Not Listed For Sale

  4 Carriage Ln Unit 82, Chappaqua, NY 10514

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

  4 Carriage Ln Unit 82, Chappaqua, NY 10514

  Last Sold Summary

  • 47 Days On Market

  Last Listing Agent Andrea Martone Houlihan Lawrence Inc.
• 

  

  /38

  $1,599,000

  • 8 Beds
  • 8 Baths
  • 5,798 Sq Ft

  600 Bedford Rd, Chappaqua, NY 10514

  There are houses you pass without a second thought, and then there are houses you remember.For years, set quietly behind a canopy of mature trees along Bedford Road, this stately white Georgian has inspired curiosity. What is behind those walls? What could it become?Now, offered for the first time in decades, the doors to 600 Bedford Road are opening and with them comes a remarkable

  Kile Boga-Ibric Houlihan Lawrence Inc.

  600 Bedford Rd, Chappaqua, NY 10514
• 

  

  /20

  $4,750 Per Month

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Apartment for Rent

  82 Douglas Rd Unit B, Chappaqua, NY 10514

  Beautifully renovated second-floor 2-bedroom, 1-bath apartment just a short walk to the Chappaqua train station, downtown shops and restaurants. This light-filled home offers approximately 1,200 square feet of thoughtfully updated living space featuring hardwood floors throughout, a stunning designer kitchen with quartz countertops, stainless steel appliances, shaker cabinetry, subway tile

  Michael Parelli Mike Parelli Real Estate LLC

  82 Douglas Rd Unit B, Chappaqua, NY 10514
• 

  $792,500

  Sold Dec 23, 2025

  22 Daly Cross Rd, Mount Kisco, NY 10549

  • 3 Beds
  • 1.5 Baths
  • 1,457 Sq Ft
  • Built 1957

  Last Sold Summary

  • 6% Below List Price
  • $544/SF
  • 90 Days On Market

  Current Estimated Value $797,113

  Last Listing Agent Usha Subramaniam Compass Greater NY, LLC

  22 Daly Cross Rd, Mount Kisco, NY 10549
• 

  Not Listed For Sale

  6 Dewitt Dr Unit 65, Chappaqua, NY 10514

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

  6 Dewitt Dr Unit 65, Chappaqua, NY 10514

  Last Sold Summary

  • 66 Days On Market

  Last Listing Agent Andrea Martone Houlihan Lawrence Inc.
• 

  

  /37

  $929,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,917 Sq Ft

  28 Inningwood Rd, Ossining, NY 10562

  Why wait for vacation when you can enjoy a retreat-like lifestyle every day?This exceptional, fully renovated Colonial with farmhouse charm is a rare Sears Roebuck Kit House circa 1927, seamlessly blending historic character with modern comforts. Thoughtfully updated throughout, the home features central air conditioning, remote-controlled blinds, renovated baths, and hardwood floors that

  Suzanne Lagle Houlihan Lawrence Inc.

  28 Inningwood Rd, Ossining, NY 10562
• 

  

  /18

  $4,400 Per Month

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Apartment for Rent

  91 Bedford Rd Unit 2, Chappaqua, NY 10514

  This lovely 2 bed 2 bath end unit features an EIK with glamorous modern style quartz counters, bright open floor plan. Individual balcony. Storage closet. HW/heater, washer/dryer. Quality construction built by highly regarded local builder. Amenities of this architecturally inspired building include Access control intercom/security cameras. FOB. Steel & concrete frame, rock wool insulation. Pre

  Grace Priore ERA Insite Realty Services

  91 Bedford Rd Unit 2, Chappaqua, NY 10514
• 

  $2,200,000

  Sold Jun 12, 2026

  415 Sarles St, Mount Kisco, NY 10549

  • 4 Beds
  • 2.5 Baths
  • 4,062 Sq Ft
  • Built 1990

  Last Sold Summary

  • 16% Above List Price
  • $542/SF
  • 9 Days On Market

  Current Estimated Value $2,109,705

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  415 Sarles St, Mount Kisco, NY 10549
• 

  Not Listed For Sale

  22 Dewitt Dr Unit 73, Chappaqua, NY 10514

  • 3 Beds
  • 3.5 Baths
  • 3,352 Sq Ft
  • Built 2025

  22 Dewitt Dr Unit 73, Chappaqua, NY 10514

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.
• 

  

  /50

  $2,649,000

  $50K PRICE DROP Pending

  • 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
• 

  

  /28

  $5,750 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,130 Sq Ft
  • House for Rent

  480 King St, Chappaqua, NY 10514

  Welcome to this pristine 2-bedroom Cape Cod-style home , offering a versatile layout that effortlessly lives like a 3-bedroom. Exuding charm and meticulous care throughout, the residence features 2 full bathrooms and a convenient half-bath. Its center-of-town location puts local shops, dining, and community conveniences right at your doorstep, making it a perfect blend of style, comfort, and

  Nancy Musich Houlihan Lawrence Inc.

  480 King St, Chappaqua, NY 10514
• 

  $1,754,000

  Sold Aug 04, 2026

  20 Cardinal Place, Mount Kisco, NY 10549

  • 4 Beds
  • 4 Baths
  • 3,834 Sq Ft
  • Built 1974

  Last Sold Summary

  • 10% Above List Price
  • $457/SF
  • 16 Days On Market

  Current Estimated Value $1,618,504

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

  20 Cardinal Place, Mount Kisco, NY 10549
• 

  Not Listed For Sale

  150 North Bedford Ro Chappaqua Rd Unit D1, Chappaqua, NY 10514

  • 1 Bed
  • 1 Bath
  • 814 Sq Ft
  • Built 1984

  150 North Bedford Ro Chappaqua Rd Unit D1, Chappaqua, NY 10514

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent Alicja Bohmrich Houlihan Lawrence Inc.
• 

  

  /8

  $2,349,000

  Open Sun 1PM - 3PM Coming Soon

  • 5 Beds
  • 5.5 Baths
  • 5,646 Sq Ft

  48 Random Farms Cir, Chappaqua, NY 10514

  Tucked into one of Chappaqua’s most coveted enclaves, this striking Random Farms Colonial is a standout 5-bedroom residence that lives like a 6-bedroom, with 4.5 baths and an effortless blend of architectural drama and resort-inspired luxury. Enter into a grand two-story foyer crowned by skylights and an elegant spiral chandelier, illuminating refinished hardwoods and leading to the heart of the

  Sari Shaw Compass Greater NY, LLC

  48 Random Farms Cir, Chappaqua, NY 10514
• 

  

  /12

  $1,850 Per Month

  • 1 Bath
  • 480 Sq Ft
  • House for Rent

  39 Laurelton Rd, Mount Kisco, NY 10549

  Charming studio cottage offers comfortable open layout with plenty of natural light and a warm, inviting feel. A wonderful option for anyone seeking a quiet retreat while still enjoying convenient access to Mount Kisco’s shopping, dining, Metro North, and major roadways. Beautiful surroundings, and seasonal reservoir views in a convenient Westchester location.

  Cindy Aqeel William Raveis-New York LLC

  39 Laurelton Rd, Mount Kisco, NY 10549
• 

  $810,000

  Sold Feb 20, 2026

  17 Ledgewood Commons, Millwood, NY 10546

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft
  • Built 1984

  Last Sold Summary

  • 2% Above List Price
  • $368/SF
  • 18 Days On Market

  Current Estimated Value $726,305

  Last Listing Agent Lindsay Silverman Compass Greater NY, LLC

  17 Ledgewood Commons, Millwood, NY 10546
• 

  Not Listed For Sale

  149 King St Unit 19, Chappaqua, NY 10514

  • 2 Beds
  • 2.5 Baths
  • 1,664 Sq Ft
  • Built 1988

  149 King St Unit 19, Chappaqua, NY 10514

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Alicja Bohmrich Houlihan Lawrence Inc.
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  /48

  $1,998,999

  Pending

  • 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

  Laura Lulgjuraj Houlihan Lawrence Inc.

  4 Old House Ln, Chappaqua, NY 10514
• 

  

  /16

  $5,850 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,569 Sq Ft
  • Townhouse for Rent

  56 Rambling Brook Rd, Chappaqua, NY 10514

  Spacious and sun drenched 3 bedroom, 2.5 bath townhouse with an attached 1 car garage, private driveway, and abundant storage in the highly desirable Old Farm Lake community, located within the award winning Chappaqua School District. This bright, updated, and well maintained home offers comfortable living space, thoughtfully designed for both everyday living and entertaining. Enjoy a private

  Wendy Nolan Houlihan Lawrence Inc.

  56 Rambling Brook Rd, Chappaqua, NY 10514
• 

  $1,188,000

  Sold Sep 23, 2026

  11 Kitchel Rd, Mount Kisco, NY 10549

  • 4 Beds
  • 2.5 Baths
  • 3,953 Sq Ft
  • Built 1966

  Last Sold Summary

  • $301/SF
  • 6 Days On Market

  Current Estimated Value $1,234,591

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

  11 Kitchel Rd, Mount Kisco, NY 10549
• 

  Not Listed For Sale

  9 Dewitt Dr Unit 80, Chappaqua, NY 10514

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

  9 Dewitt Dr Unit 80, Chappaqua, NY 10514

  Last Sold Summary

  • 46 Days On Market

  Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

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