New Castle, NY Homes

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  /27

  $1,325,000

  Pending

  • 3 Beds
  • 3 Baths
  • 2,238 Sq Ft

  35 Marcourt Dr, Chappaqua, NY 10514

  A private drive leads to your own secluded oasis. 35 Marcourt is a picture perfect colonial tucked away in a peaceful wooded setting located in the coveted Dodge Farm neighborhood. This home is filled with character, charm and architectural details making it one-of-a-kind. The classic center hall opens to both the formal dining room and a living room with a beamed ceiling, custom built-ins and a

  Bitsy Maraynes Houlihan Lawrence Inc.

  35 Marcourt Dr, Chappaqua, NY 10514
• 

  

  

  /32

  $5,750 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
• 

  $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
• 

  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
• 

  

  

  /41

  $5,750,000

  • 6 Beds
  • 7.5 Baths
  • 9,247 Sq Ft

  24 Trails End, Chappaqua, NY 10514

  Welcome to 24 Trails End, an unparalleled private resort estate redefining luxury living on over 9 pristine, park-like acres. This majestic brick Colonial, quietly positioned at the end of a prestigious cul-de-sac, overlooks a scenic, spring-fed pond. Inside, classic architectural sophistication meets modern design, highlighted by a soaring double-height great room, dual home offices, and a rich

  Brian Milton Compass Greater NY, LLC

  24 Trails End, Chappaqua, NY 10514
• 

  

  /15

  $4,200 Per Month

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

  547 King St, Chappaqua, NY 10514

  Charming antique home ideally located in the heart of Chappaqua, just minutes to Armonk, Mount Kisco, major highways, and the Metro-North train station. Features include a bright white kitchen with stainless steel appliances, stone countertops, and tile backsplash, along with beautiful hardwood floors throughout. Enjoy the convenience of in-unit private laundry, private storage, and two driveway

  Alexandra Fischer Keller Williams Realty Group

  547 King St, 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

  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.
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  /36

  $679,000

  Open Sat 12:30PM - 2PM

  • 4 Beds
  • 2 Baths
  • 1,420 Sq Ft

  457 Saw Mill River Rd, Millwood, NY 10546

  A Rare Opportunity in the Heart of Millwood. Lake life, privacy, Chappaqua schools, and the convenience of being minutes from the heart of Millwood. This unique property offers an exceptional opportunity to create your own retreat in one of Westchester's most desirable communities. Set back from the road on 0.55 acres of beautiful grounds, this four-bedroom Raised Ranch enjoys a wonderful sense

  Catherine O'Connor Houlihan Lawrence Inc.

  457 Saw Mill River Rd, Millwood, NY 10546
• 

  $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
• 

  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
• 

  

  /17

  $2,995,000

  $100K PRICE INCREASE

  • 4 Beds
  • 5.5 Baths
  • 4,589 Sq Ft

  39 Barnes Ln, Chappaqua, NY 10514

  Exceptional new construction opportunity in the highly sought-after Chappaqua School District, currently being built with anticipated completion this November 2026. Early buyers will have the rare chance to customize some of the final finishes and tailor the home to their personal style. This thoughtfully designed home offers 4 bedrooms and 5.1 bathrooms, with a highly desirable layout that lives

  Karin Kimtis Compass Greater NY, LLC

  39 Barnes Ln, Chappaqua, NY 10514
• 

  $1,950,000

  Sold Aug 07, 2026

  105 Cross Ridge Rd, Chappaqua, NY 10514

  • 4 Beds
  • 4 Baths
  • 2,953 Sq Ft
  • Built 1963

  Last Sold Summary

  • 30% Above List Price
  • $660/SF
  • 6 Days On Market

  Current Estimated Value $1,506,654

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

  105 Cross Ridge Rd, Chappaqua, NY 10514
• 

  Not Listed For Sale

  26 Dewitt Dr Unit 75, Chappaqua, NY 10514

  • 3 Beds
  • 2.5 Baths
  • 3,335 Sq Ft
  • Built 2024

  26 Dewitt Dr Unit 75, Chappaqua, NY 10514

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.
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  /49

  $1,100,000

  Pending

  • 5 Beds
  • 3 Baths
  • 2,715 Sq Ft

  2 Turner Dr, Chappaqua, NY 10514

  Some homes have good bones. This one has great ones in a private setting. Nestled in Chappaqua's beloved Seven Bridges neighborhood, this 1934 Colonial sits on nearly three-quarters of an acre where tree-lined streets and a true sense of community appeal to buyers who embrace Chappaqua and remain for years. Original hardwood floors, a wood-burning fireplace, crown molding, and a screened porch

  Lauren Zaccaria Houlihan Lawrence Inc.

  2 Turner Dr, Chappaqua, NY 10514
• 

  $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 $1,103,126

  Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

  81 Hidden Hollow Ln, Millwood, NY 10546
• 

  Not Listed For Sale

  45 Lila Ln Unit 62, Chappaqua, NY 10514

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

  45 Lila Ln Unit 62, Chappaqua, NY 10514

  Last Sold Summary

  • 3 Days On Market

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

  

  /30

  $999,000

  $51K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,160 Sq Ft

  568 Saw Mill River Rd, Millwood, NY 10546

  Private access to the scenic North County Trailway, offering miles of paved trails for walking, running, and biking, is just one of the many highlights of this beautifully maintained home. Not to be missed, this sun-filled 3-bedroom, 3-bath raised ranch offers a comfortable layout ideal for both everyday living and entertaining. Set privately on over 1.3 level acres and screened from the road by

  Stacey Sporn William Raveis Real Estate

  568 Saw Mill River Rd, Millwood, NY 10546
• 

  $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

  Current Estimated Value $1,342,268

  Last Listing Agent Annette Cicinelli Keller Williams Realty Partner

  200 S Bedford Rd, Chappaqua, NY 10514
• 

  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

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

  

  /50

  $2,200,000

  Open Sat 1PM - 3PM $200K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,271 Sq Ft

  230 Pinesbridge Rd, Millwood, NY 10546

  - ELEVATED LIVING, LIGHT-FILLED DESIGN -This home has been transformed through a combination of new construction and thoughtful remodeling, blending classic Colonial proportions with a fresh, light-filled interior built for gracious living and effortless entertaining. The rebuild includes all-new HVAC, plumbing, and electrical systems and a full-house 25kW Generac generator. This lovely

  Prabjeet Rai Julia B Fee Sothebys Int. Rlty

  230 Pinesbridge Rd, Millwood, NY 10546
• 

  $1,175,000

  Sold Jul 16, 2026

  3 Elm St, Chappaqua, NY 10514

  • 4 Beds
  • 4 Baths
  • 2,108 Sq Ft
  • Built 1905

  Last Sold Summary

  • 7% Above List Price
  • $557/SF
  • 16 Days On Market

  Current Estimated Value $1,103,421

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

  3 Elm St, Chappaqua, NY 10514
• 

  Est $1,117,860

  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

  Last Listing Agent Nikki McMann William Raveis-New York LLC
• 

  

  /43

  $675,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,959 Sq Ft

  24 Highview Rd, Ossining, NY 10562

  Welcome to 24 Highview Road, a classic Split-Level home offering the perfect blend of privacy and potential on a rare 1.32-acre lot in the Town of New Castle. This 3-bedroom, 2.1-bathroom residence features 1,959 square feet of living space with several recent high-value mechanical and interior upgrades.The main level boasts a spacious living room with a cozy fireplace and a seamless flow

  Elizabeth Koski Coldwell Banker Realty

  24 Highview Rd, Ossining, NY 10562
• 

  $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 $682,907

  Last Listing Agent Sari Shaw Compass Greater NY, LLC

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

  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

  Last Listing Agent Debbe Yarosh Toll Brothers Real Estate Inc.
• 

  

  /39

  $1,995,000

  Pending

  • 4 Beds
  • 3 Baths
  • 3,288 Sq Ft

  12 Brandon Dr, Mount Kisco, NY 10549

  Nestled on a picturesque tree-lined street in the highly sought-after Chappaqua School District, this beautifully renovated 4-bedroom Colonial combines timeless charm with thoughtfully updated living spaces. A welcoming front porch offers the perfect place to enjoy a quiet morning coffee or relax on a summer evening. A gracious entry foyer introduces the home's warm and inviting interior. The

  Cindy Glynn Compass Greater NY, LLC

  12 Brandon Dr, Mount Kisco, NY 10549
• 

  $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 $555,017

  Last Listing Agent Frank Acocella Homescapes Realty, Inc.

  42 Touchstone Way Unit 42B, Millwood, NY 10546
• 

  Est $1,856,673

  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

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC
• 

  

  /36

  $995,000

  $204K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,903 Sq Ft

  4 Annes Wood Ln, Mount Kisco, NY 10549

  Welcome to this beautifully situated townhouse in the highly desirable Riverwoods community, where tranquil woodland views and thoughtfully designed living spaces create the perfect retreat. Nestled against a picturesque backdrop of mature trees and a gently flowing stream, this home offers both privacy and natural beauty in an exceptional setting.The sun-filled eat-in kitchen is as inviting

  Tracy Cunniff Houlihan Lawrence Inc.

  4 Annes Wood Ln, Mount Kisco, NY 10549
• 

  $1,370,000

  Sold Aug 17, 2026

  25 Cabin Ridge Rd, Chappaqua, NY 10514

  • 3 Beds
  • 3.5 Baths
  • 2,708 Sq Ft
  • Built 1941

  Last Sold Summary

  • 14% Above List Price
  • $506/SF
  • 12 Days On Market

  Current Estimated Value $1,234,567

  Last Listing Agent Jia Wei Keller Williams Realty Group

  25 Cabin Ridge Rd, Chappaqua, NY 10514
• 

  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

  Last Listing Agent Debbe Yarosh Toll Brothers Real Estate Inc.
• 

  

  /23

  $1,590,000

  $35K PRICE DROP Pending

  • 3 Beds
  • 4 Baths
  • 2,576 Sq Ft

  17 Lila Ln, Chappaqua, NY 10514

  Welcome to this sophisticated carriage home at 17 Lila Lane, offering a rare blend of contemporary luxury and maintenance-free living within the prestigious Chappaqua Crossing community. The thoughtfully designed layout is anchored by a gorgeous chef’s kitchen, featuring a large center island with ample seating and a premium JennAir appliance package. Equally enticing is the coveted first-floor

  Jocelyn Cloder Compass Greater NY, LLC

  17 Lila Ln, Chappaqua, NY 10514
• 

  $1,475,000

  Sold Sep 10, 2026

  26 Meadow Ln, Chappaqua, NY 10514

  • 3 Beds
  • 2.5 Baths
  • 2,178 Sq Ft
  • Built 1961

  Last Sold Summary

  • 23% Above List Price
  • $677/SF
  • 12 Days On Market

  Current Estimated Value $1,230,050

  Last Listing Agent Lauren Zaccaria Houlihan Lawrence Inc.

  26 Meadow Ln, Chappaqua, NY 10514
• 

  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

  Last Listing Agent Debbe Yarosh Toll Brothers Real Estate Inc.
• 

  

  /50

  $1,350,000

  • 5 Beds
  • 3.5 Baths
  • 4,828 Sq Ft

  15 Inningwood Rd, Ossining, NY 10562

  A once-in-a-lifetime opportunity to own Maplehurst Farm, originally known as the Conklin-Chadeayne Farmhouse, an irreplaceable Antique Farmhouse Colonial estate dating back to the 1730s, nestled on five irreplaceable acres in the highly sought-after community of New Castle. Rich in history and timeless character, this extraordinary property preserves many of its original architectural details,

  Annemarie Credentino BHHS River Towns Real Estate

  15 Inningwood Rd, Ossining, NY 10562
• 

  $1,275,000

  Sold Oct 03, 2025

  26 Mayberry Rd, Chappaqua, NY 10514

  • 5 Beds
  • 3 Baths
  • 3,200 Sq Ft
  • Built 1964

  Last Sold Summary

  • 1% Above List Price
  • $398/SF
  • 85 Days On Market

  Current Estimated Value $1,368,808

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

  26 Mayberry Rd, Chappaqua, NY 10514
• 

  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

  Last Listing Agent Brian Milton Compass Greater NY, LLC
• 

  

  /27

  $579,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  309 N Greeley Ave Unit 5C, Chappaqua, NY 10514

  Welcome to 309 N. Greeley Avenue. This lovely first floor Town House in the sought-after Chestnut Oaks Community is conveniently located to the heart of downtown Chappaqua. With the award-winning Chappaqua School District and proximity to a Metro North station, this property will not last! This Two Bed, 1 Bath unit has a great layout with a front and back patio! There are no stairs (just one

  Daniel Berger RE/MAX Prestige Properties

  309 N Greeley Ave Unit 5C, Chappaqua, NY 10514
• 

  $1,572,999

  Sold Sep 10, 2026

  100 Byram Lake Rd, Mount Kisco, NY 10549

  • 3 Beds
  • 5 Baths
  • 3,751 Sq Ft
  • Built 1928

  Last Sold Summary

  • 21% Above List Price
  • $419/SF
  • 27 Days On Market

  Current Estimated Value $1,369,000

  Last Listing Agent Joanne Milch William Raveis-New York, LLC

  100 Byram Lake Rd, Mount Kisco, NY 10549

Showing Results 41 - 80, Page 2 of 18