New Castle, NY Homes

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  /46

  $1,095,000

  $105K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 3,867 Sq Ft

  27 Allapartus Cir, Ossining, NY 10562

  This distinctive Teatown compound made for gatherings and entertainment blends timeless craftsmanship with modern livability offering seclusion without sacrificing proximity to trains, parks, and major highways. Tucked at the end of a quiet cul-de-sac, this exceptional estate offers rare privacy on more than 3 picturesque acres while remaining conveniently close to everything. The stunning

  

  Mary Stetson

  Stetson Real Estate

  27 Allapartus Cir, Ossining, NY 10562
• Explore New Castle

• 

  

  

  /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
• 

  $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
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  /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
• 

  

  /67

  $5,250

  Total Monthly Price

  • 4 Beds
  • 3 Baths
  • 2,950 Sq Ft
  • House for Rent

  275 Croton Dam Rd Unit 275 Croton Dam Rd (Main House), Ossining, NY 10562

  This beautifully maintained 2017 stand-alone modern home offers privacy, space, and upscale living on just under an acre of level property. Featuring 4 bedrooms and 3 full bathrooms across 2,950 square feet, the home is thoughtfully designed with hardwood floors and an open-concept main level ideal for both everyday living and entertaining.The expansive living room flows seamlessly into a

  275 Croton Dam Rd Unit 275 Croton Dam Rd (Main House), Ossining, NY 10562
• 

  $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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  /49

  $3,500,000

  • 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
• 

  

  /17

  $4,500 Per Month

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • House for Rent

  547 King St Unit A, Chappaqua, NY 10514

  Charming Village Rental with outdoor space in Chappaqua! Step into the timeless charm of this 2-bedroom, 1 -bath rental nestled in a classic Chappaqua home, where character and comfort come together in one of the area's most convenient location. Just a short distance from the village, you'll enjoy easy access to local cafes, restaurants, boutique shops, parks, and the Metro-North train station,

  Patricia DelVecchio William Raveis Real Estate

  547 King St Unit A, 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

  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.
• 

  

  /23

  $989,000

  $56K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,581 Sq Ft

  10 Horseshoe Rd, Mount Kisco, NY 10549

  Best value in the Award Winning Chappaqua School District! Set on an acre in the desirable Rolling Fields neighborhood, this well maintained home offers comfortable living with a flexible layout that lives larger than its 3-bedroom configuration. Updated in 2013 with, new roof, new windows, new mechanicals, kitchen and bath renovations. The main level features an inviting kitchen with stainless

  

  Deena Bouchier

  Compass Greater NY, LLC

  10 Horseshoe Rd, Mount Kisco, NY 10549
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  /45

  $10,999 Per Month

  • 3 Beds
  • 3.5 Baths
  • 3,202 Sq Ft
  • Modern Farmhouse 3 Bedroom 3.5 Bathroom

  1111 Hardscrabble Rd, Chappaqua, NY 10514

  Experience refined country living in this beautifully crafted custom modern farmhouse, ideally located just minutes from downtown Chappaqua, local shops, restaurants, and the Metro-North train station. Set on a level, private property, this thoughtfully designed home blends timeless charm with modern comfort.The main level features a spacious primary bedroom suite, offering the

  1111 Hardscrabble Rd, Chappaqua, NY 10514
• 

  $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
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  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.
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  /37

  $950,000

  Open Sat 1PM - 3PM Coming Soon

  • 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
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  /34

  $6,975 Per Month

  • 3 Beds
  • 4 Baths
  • 3,353 Sq Ft
  • House for Rent

  275 Croton Dam Rd, Ossining, NY 10562

  Beautifully updated and move in ready! This spacious home offers flexibility, comfort, and style. Featuring 3 bedrooms and a versatile office/den on the main level that can easily serve as a 4th bedroom, guest room, or work-from-home space. The updated kitchen opens seamlessly to the main living and dining areas, while hardwood floors and renovated bathrooms add timeless appeal throughout. Step

  Lindsay DiLoreto Houlihan Lawrence Inc.

  275 Croton Dam Rd, Ossining, NY 10562
• 

  $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
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  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.
• 

  

  /29

  $1,199,000

  Pending

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

  21 Campfire Rd, Chappaqua, NY 10514

  Move right into this sparkling, beautifully updated 4-bedroom Colonial, ideally located in the highly sought-after Chappaqua School District. Blending timeless pre-war charm with modern amenities, this home offers exceptional comfort and style. Freshly painted inside and out, the home features beautiful hardwood floors, recessed lighting, a renovated kitchen, updated bathrooms, a wood burning

  Cindy Glynn Compass Greater NY, LLC

  21 Campfire Rd, Chappaqua, NY 10514
• 

  

  /8

  $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
• 

  $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

  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.
• 

  

  /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
• 

  

  /25

  $6,600 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,129 Sq Ft
  • Townhouse for Rent

  9 Deer Run, Chappaqua, NY 10514

  Move right into this spacious Chappaqua end-unit condominium, ready for immediate occupancy. Located just a short distance from town, shops, restaurants and Metro-North, this sought-after community offers exceptional amenities, including a swimming pool, fitness center, tennis courts and clubhouse. One of the largest homes in the complex, this light-filled residence features three bedrooms and

  Sari Shaw Compass Greater NY, LLC

  9 Deer Run, 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

  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.
• 

  

  /34

  $1,188,000

  Pending

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

  11 Kitchel Rd, Mount Kisco, NY 10549

  Smartly updated, multi-level home offers room for everyone. Living room with wood-burning fireplace. Transom windows frame the entries to the thoughtfully designed eat-in kitchen with wood cabinetry, Miele induction cooktop and in-wall convection oven, Bosch refrigerator/freezer and dishwasher, GE microwave and granite counter tops, which adjoins the family room with slider to the deck on one

  Stacy Levey William Raveis-New York, LLC

  11 Kitchel Rd, Mount Kisco, NY 10549
• 

  

  /16

  $4,300 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
• 

  $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 $681,647

  Last Listing Agent Lindsay Silverman Compass Greater NY, LLC

  17 Ledgewood Commons, Millwood, NY 10546
• 

  Not Listed For Sale

  648 Pinesbridge Rd, Ossining, NY 10562

  648 Pinesbridge Rd, Ossining, NY 10562

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Susan Pratt Coldwell Banker Realty
• 

  

  /37

  $929,000

  • 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
• 

  

  /28

  $6,000 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
• 

  $1,905,000

  Sold Jun 02, 2026

  110 Marcourt Dr, Chappaqua, NY 10514

  • 4 Beds
  • 2.5 Baths
  • 2,921 Sq Ft
  • Built 1961

  Last Sold Summary

  • 34% Above List Price
  • $652/SF
  • 6 Days On Market

  Current Estimated Value $1,797,665

  Last Listing Agent Stephanie Garbuio Houlihan Lawrence Inc.

  110 Marcourt Dr, Chappaqua, NY 10514
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  Not Listed For Sale

  16 Glenwood Rd, Millwood, NY 10546

  • 3 Beds
  • 3 Baths
  • 2,014 Sq Ft
  • Built 1957

  16 Glenwood Rd, Millwood, NY 10546

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.
• 

  

  /50

  $2,649,000

  $50K PRICE DROP

  • 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
• 

  

  /16

  $6,000 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
• 

  $1,465,000

  Sold Oct 01, 2025

  33 High Way, Chappaqua, NY 10514

  • 3 Beds
  • 3.5 Baths
  • 1,917 Sq Ft
  • Built 1938

  Last Sold Summary

  • 22% Above List Price
  • $764/SF
  • 11 Days On Market

  Current Estimated Value $1,537,091

  Last Listing Agent Jennifer Harris Compass Greater NY, LLC

  33 High Way, Chappaqua, NY 10514
• 

  Not Listed For Sale

  150 N Bedford Rd Unit C9, Chappaqua, NY 10514

  • 1 Bed
  • 1 Bath
  • 980 Sq Ft
  • Built 1983

  150 N Bedford Rd Unit C9, Chappaqua, NY 10514

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Jessica Broomhead Compass Greater NY, LLC

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