New Castle, NY Homes

• 

  Est $3,731,329 Not Listed For Sale

  115 Westwood Dr, Mount Kisco, NY 10549

  • 5 Beds
  • 5.5 Baths
  • 8,406 Sq Ft
  • Built 2002

  115 Westwood Dr, Mount Kisco, NY 10549

  Last Sold Summary

  • 7% Above List Price
  • $414/SF
  • 27 Days On Market

  Last Sold Price $3,482,000

  Last Listing Agent Angela Kessel Houlihan Lawrence Inc.
• 

  

  

  /21

  $649,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,292 Sq Ft

  221 N Greeley Ave, Chappaqua, NY 10514

  Fantastic opportunity just steps from downtown Chappaqua. Only a short three minute walk to the heart of town, this property sits on a generous lot with great outdoor space and endless potential. Currently used as a single family home, the Business Retail zoning allows for a variety of uses whether you are an investor, looking for a live work setup, or considering a residential conversion. An

  Robert Dellaero Julia B Fee Sothebys Int. Rlty

  221 N Greeley Ave, Chappaqua, NY 10514
• 

  $745,000 Sold Mar 25, 2025

  105 Rambling Brook Rd, Chappaqua, NY 10514

  • 2 Beds
  • 2.5 Baths
  • 1,296 Sq Ft
  • Built 1986

  Last Sold Summary

  • 1% Below List Price
  • $575/SF
  • 63 Days On Market

  Current Estimated Value $773,990

  Last Listing Agent Mark Boyland Keller Williams Realty Partner

  105 Rambling Brook Rd, Chappaqua, NY 10514
• 

  Est $1,263,893 Not Listed For Sale

  39 Kitchel Rd, Mount Kisco, NY 10549

  • 3 Beds
  • 2.5 Baths
  • 2,059 Sq Ft
  • Built 1955

  39 Kitchel Rd, Mount Kisco, NY 10549

  Last Sold Summary

  • 10% Above List Price
  • $556/SF
  • 14 Days On Market

  Last Sold Price $1,145,000

  Last Listing Agent MaryAnn Bayer Compass Greater NY, LLC
• 

  

  

  /44

  $3,400,000

  • 4 Beds
  • 5 Baths
  • 4,236 Sq Ft

  12 Haights Cross Rd, Chappaqua, NY 10514

  Experience the art of living well in this extraordinary private retreat overlooking Heaptaugua Lake. Set on just under five acres, the property offers total serenity while remaining just minutes from Chappaqua’s quaint downtown, restaurants, Metro-North, and shopping. Enter through the gates and follow the sweeping driveway as it curves past the pool house and pool, passing a sweeping lawn before

  Amy Via Houlihan Lawrence Inc.

  12 Haights Cross Rd, Chappaqua, NY 10514
• 

  $1,875,000 Sold Jun 03, 2025

  70 Indian Hill Rd, Mount Kisco, NY 10549

  • 4 Beds
  • 3.5 Baths
  • 3,567 Sq Ft
  • Built 1981

  Last Sold Summary

  • 10% Above List Price
  • $526/SF
  • 21 Days On Market

  Current Estimated Value $1,825,221

  Last Listing Agent Holly Tsuei Houlihan Lawrence Inc.

  70 Indian Hill Rd, Mount Kisco, NY 10549
• 

  Est $2,040,038 Not Listed For Sale

  14 Tall Timber, Mount Kisco, NY 10549

  • 4 Beds
  • 3.5 Baths
  • 4,312 Sq Ft
  • Built 1962

  14 Tall Timber, Mount Kisco, NY 10549

  Last Sold Summary

  • 6% Above List Price
  • $446/SF
  • 11 Days On Market

  Last Sold Price $1,925,000

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

  

  /21

  $849,000 Pending

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

  23 Waters Edge Unit 23, Chappaqua, NY 10514

  Welcome to 23 Waters Edge, a delightful three-bedroom, two-and-a-half-bath home in the sought-after Old Farm Lake community in Chappaqua. This natural light-filled residence features an open floor plan with sliding doors that lead to a private patio—perfect for relaxed, easy living. Ideally located in the complex, this home enjoys privacy along with proximity to the community amenities. The open

  Joanna Rizoulis Julia B Fee Sothebys Int. Rlty

  23 Waters Edge Unit 23, Chappaqua, NY 10514
• 

  $2,875,000 Sold Mar 21, 2025

  76 Valley Ln, Chappaqua, NY 10514

  • 5 Beds
  • 5.5 Baths
  • 6,177 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Above List Price
  • $465/SF
  • 158 Days On Market

  Current Estimated Value $2,874,800

  Last Listing Agent Harriet Libov Houlihan Lawrence Inc.

  76 Valley Ln, Chappaqua, NY 10514
• 

  Est $2,167,386 Not Listed For Sale

  19 Tall Timber, Mount Kisco, NY 10549

  • 4 Beds
  • 3.5 Baths
  • 4,427 Sq Ft
  • Built 1961

  19 Tall Timber, Mount Kisco, NY 10549

  Last Sold Summary

  • 1% Above List Price
  • $486/SF
  • 10 Days On Market

  Last Sold Price $2,150,000

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC
• 

  

  /35

  $3,450,000

  • 6 Beds
  • 5.5 Baths
  • 8,200 Sq Ft

  20 Bessel Ln, Chappaqua, NY 10514

  Nestled in breathtaking natural surroundings, this modern architectural masterpiece by renowned designer Myron Goldfinger offers three levels of striking contemporary design. The residence features a soaring three-story curved ceiling, a dramatic floating staircase, and expansive open-plan living and entertaining spaces that frame the home’s private setting. The main-level primary suite provides

  Tianying Xu Houlihan Lawrence Inc.

  20 Bessel Ln, Chappaqua, NY 10514
• 

  $999,000 Sold Aug 18, 2025

  326 Millwood Rd, Chappaqua, NY 10514

  • 3 Beds
  • 3.5 Baths
  • 2,313 Sq Ft
  • Built 1924

  Last Sold Summary

  • $432/SF
  • 3 Days On Market

  Current Estimated Value $1,078,695

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  326 Millwood Rd, Chappaqua, NY 10514
• 

  Est $2,552,678 Not Listed For Sale

  17 Colony Row, Chappaqua, NY 10514

  • 4 Beds
  • 6 Baths
  • 5,680 Sq Ft
  • Built 1965

  17 Colony Row, Chappaqua, NY 10514

  Last Sold Summary

  • 6% Above List Price
  • $423/SF
  • 43 Days On Market

  Last Sold Price $2,400,000

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC
• 

  

  /30

  $799,000 Pending

  • 3 Beds
  • 3 Baths
  • 1,692 Sq Ft

  550 Saw Mill River Rd, Millwood, NY 10546

  Chappaqua Schools. The Pride of Homeownership Starts Here. Tucked away in the highly sought-after Chappaqua School District, this meticulously maintained Raised Ranch blends comfort, style, and functionality in all the right ways. Step inside to find a bright and open layout—perfect for everyday living and entertaining. The spacious living room flows effortlessly into the dining room with sliding

  Yara Annechiarico At Home With Yara Realty

  550 Saw Mill River Rd, Millwood, NY 10546
• 

  $1,290,000 Sold Jan 21, 2026

  71 Commodore Rd, Chappaqua, NY 10514

  • 3 Beds
  • 2 Baths
  • 1,957 Sq Ft
  • Built 1955

  Last Sold Summary

  • 11% Below List Price
  • $659/SF
  • 37 Days On Market

  Current Estimated Value $1,349,817

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  71 Commodore Rd, Chappaqua, NY 10514
• 

  Est $1,362,785 Not Listed For Sale

  416 Bedford Rd, Chappaqua, NY 10514

  • 3 Beds
  • 3 Baths
  • 2,356 Sq Ft
  • Built 1952

  416 Bedford Rd, Chappaqua, NY 10514

  Last Sold Summary

  • 24% Above List Price
  • $467/SF
  • 17 Days On Market

  Last Sold Price $1,100,000

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

  

  /21

  $2,850,000 Pending

  • 4 Beds
  • 7 Baths
  • 5,536 Sq Ft

  211 Bedford Rd, Chappaqua, NY 10514

  Exciting and new state-of-the-art expansion and renovation by highly recognized local developer, Tavo Development teaming with noted architect Teo Seguenza. Ready for occupancy in Spring 2026. Meticulous attention to detail, years of experience and master craftsmanship are combined in this new offering, encompassing 5,536 sq ft, 4 bedrooms, 5 full and 2 half baths, a finished walk-out lower level

  Brian Milton Compass Greater NY, LLC

  211 Bedford Rd, Chappaqua, NY 10514
• 

  $1,382,000 Sold Jun 16, 2025

  3 Courtmel Rd, Mount Kisco, NY 10549

  • 4 Beds
  • 2.5 Baths
  • 2,684 Sq Ft
  • Built 1964

  Last Sold Summary

  • 10% Above List Price
  • $515/SF
  • 11 Days On Market

  Current Estimated Value $1,361,034

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

  3 Courtmel Rd, Mount Kisco, NY 10549
• 

  Est $965,937 Not Listed For Sale

  135 Armonk Rd, Mount Kisco, NY 10549

  • 4 Beds
  • 2.5 Baths
  • 2,294 Sq Ft
  • Built 1930

  135 Armonk Rd, Mount Kisco, NY 10549

  Last Sold Summary

  • 29% Above List Price
  • $327/SF
  • 50 Days On Market

  Last Sold Price $750,000

  Last Listing Agent Brad Schneider Century 21 Elite Realty
• 

  

  /46

  $6,400,000

  • 11 Beds
  • 6.5 Baths
  • 9,481 Sq Ft

  335 Croton Dam Rd, Ossining, NY 10562

  Nestled in the heart of the picturesque Hudson Valley, this stunning Tudor-style mansion is a true dream estate. Boasting an impressive 9,481 sq ft of living space, this magnificent property is situated on 50 acres of meticulously landscaped gardens, making it one of the most sought-after locations in the county.The estate features a 3-acre lake with a charming boathouse, a sparkling

  Dalia Valdes Julia B Fee Sothebys Int. Rlty

  335 Croton Dam Rd, Ossining, NY 10562
• 

  $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 $1,915,632

  Last Listing Agent Kile Boga-Ibric Houlihan Lawrence Inc.

  18 Brandon Dr, Mount Kisco, NY 10549
• 

  Est $2,420,168 Not Listed For Sale

  23 Taylor Rd, Mount Kisco, NY 10549

  • 4 Beds
  • 5 Baths
  • 4,416 Sq Ft
  • Built 1929

  23 Taylor Rd, Mount Kisco, NY 10549

  Last Sold Summary

  • 9% Below List Price
  • $600/SF
  • 154 Days On Market

  Last Sold Price $2,650,000

  Last Listing Agent Maureen Verre Houlihan Lawrence Inc.
• 

  

  /24

  $1,175,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,695 Sq Ft

  37 Fox Den Rd, Mount Kisco, NY 10549

  Be settled before Spring in this completely & very tastefully renovated four-bedroom, three-bath side hall colonial located in a sought-after and walkable neighborhood within the Chappaqua School District. Step inside a main level drenched in sunlight thanks to an oversized living room window to find a completely move-in ready interior with gorgeous red oak flooring throughout and a versatile

  Amanda Goldberg William Raveis-New York, LLC

  37 Fox Den Rd, Mount Kisco, NY 10549
• 

  $1,450,000 Sold May 22, 2025

  2 South Place, Chappaqua, NY 10514

  • 3 Beds
  • 2.5 Baths
  • 2,233 Sq Ft
  • Built 1936

  Last Sold Summary

  • 32% Above List Price
  • $649/SF
  • 9 Days On Market

  Current Estimated Value $1,439,914

  Last Listing Agent Toni DiMichelo Houlihan Lawrence Inc.

  2 South Place, Chappaqua, NY 10514
• 

  Est $1,725,040 Not Listed For Sale

  21 Taylor Rd, Mount Kisco, NY 10549

  • 3 Beds
  • 4 Baths
  • 3,957 Sq Ft
  • Built 1965

  21 Taylor Rd, Mount Kisco, NY 10549

  Last Sold Summary

  • 11% Above List Price
  • $394/SF
  • 67 Days On Market

  Last Sold Price $1,560,000

  Last Listing Agent Reza Zoroufie Siano & Company Ltd.
• 

  

  /29

  $1,149,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,139 Sq Ft

  35 Hamilton Rd, Chappaqua, NY 10514

  .

  Caroline Shepherd Houlihan Lawrence Inc.

  35 Hamilton Rd, 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 $1,741,668

  Last Listing Agent Cindy Glynn Compass Greater NY, LLC

  2 Whippoorwill Close, Chappaqua, NY 10514
• 

  Est $2,563,592 Not Listed For Sale

  31 Hemlock Hills, Chappaqua, NY 10514

  • 4 Beds
  • 4.5 Baths
  • 6,187 Sq Ft
  • Built 1989

  31 Hemlock Hills, Chappaqua, NY 10514

  Last Sold Summary

  • 12% Above List Price
  • $371/SF
  • 21 Days On Market

  Last Sold Price $2,294,000

  Last Listing Agent Judith Kelly Houlihan Lawrence Inc.
• 

  

  /18

  $250,000

  • 1 Bed
  • 1 Bath
  • 1,163 Sq Ft

  14 Glendale Rd, Ossining, NY 10562

  Bring Your Vision and Ideas, Contractors and Architects .. Fabulous Country Setting on Ossining's Quiet and Picturesque Glendale Road.. 2.5 Private Wooded Acres of Flat and Usable Property with a Long Winding Driveway and Mature Trees Throughout.. Welcoming Entry Foyer with Door's Out to the Sun Room and 2 Car Attached Garage.. Hallway to the Living Room with Fireplace and a Sliding Glass Door

  Vincent Vetrano Douglas Elliman Real Estate

  14 Glendale Rd, Ossining, NY 10562
• 

  $1,800,000 Sold Jul 24, 2025

  10 Tall Timber, Mount Kisco, NY 10549

  • 4 Beds
  • 2.5 Baths
  • 3,354 Sq Ft
  • Built 1960

  Last Sold Summary

  • 20% Above List Price
  • $537/SF
  • 10 Days On Market

  Current Estimated Value $1,773,744

  Last Listing Agent Lindsay Matthews Houlihan Lawrence Inc.

  10 Tall Timber, Mount Kisco, NY 10549
• 

  Est $2,781,855 Not Listed For Sale

  6 Hemlock Hollow, Chappaqua, NY 10514

  • 4 Beds
  • 4.5 Baths
  • 6,422 Sq Ft
  • Built 1998

  6 Hemlock Hollow, Chappaqua, NY 10514

  Last Sold Summary

  • 16% Above List Price
  • $374/SF
  • 21 Days On Market

  Last Sold Price $2,400,000

  Last Listing Agent Sari Shaw Compass Greater NY, LLC
• 

  

  /31

  $699,995 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,360 Sq Ft

  136 Harriman Rd, Mount Kisco, NY 10549

  Welcome to 136 Harriman Road, Mount Kisco, New York!This charming and fully updated three-bedroom, one-and-a-half-bath home sits on 1.4 acres in the highly sought-after Town of New Castle. Thoughtfully renovated throughout, it perfectly blends classic charm with modern finishes. Inside, you’ll find fully renovated bathrooms, brand-new interior and exterior doors, updated LED lighting with

  Carolina Pelaez Coldwell Banker Realty

  136 Harriman Rd, Mount Kisco, NY 10549
• 

  $2,300,000 Sold May 29, 2025

  25 Random Farms Dr, Chappaqua, NY 10514

  • 4 Beds
  • 4.5 Baths
  • 4,490 Sq Ft
  • Built 1992

  Last Sold Summary

  • 21% Above List Price
  • $512/SF
  • 6 Days On Market

  Current Estimated Value $2,281,742

  Last Listing Agent Sari Shaw Compass Greater NY, LLC

  25 Random Farms Dr, Chappaqua, NY 10514
• 

  Est $3,113,594 Not Listed For Sale

  3 Trails End, Chappaqua, NY 10514

  • 5 Beds
  • 5.5 Baths
  • 6,083 Sq Ft
  • Built 1994

  3 Trails End, Chappaqua, NY 10514

  Last Sold Summary

  • 9% Above List Price
  • $469/SF
  • 29 Days On Market

  Last Sold Price $2,850,000

  Last Listing Agent Jennifer Harris Compass Greater NY, LLC
• 

  

  /5

  $1,599,995 Pending

  • 3 Beds
  • 3.5 Baths
  • 3,353 Sq Ft

  15 Wallace Way Unit 20, Chappaqua, NY 10514

  TO BE BUILT. Move-in Spring 2026. Spacious 3485 square feet ! Still time to personalize interior finishes by visiting our luxurious Design Studio. As you enter the Millwood Elite, the exquisite foyer presents sweeping views of this home's open-concept floor plan and luxurious finishes. A large center island in the kitchen overlooks the casual dining area. The great room is the perfect setting

  Andrea Martone Houlihan Lawrence Inc.

  15 Wallace Way Unit 20, Chappaqua, NY 10514
• 

  $1,090,000 Sold Aug 08, 2025

  83 Inningwood Rd, Millwood, NY 10546

  • 4 Beds
  • 2 Baths
  • 1,874 Sq Ft
  • Built 1955

  Last Sold Summary

  • 9% Below List Price
  • $582/SF
  • 34 Days On Market

  Current Estimated Value $1,087,272

  Last Listing Agent Amy Via Houlihan Lawrence Inc.

  83 Inningwood Rd, Millwood, NY 10546
• 

  Est $2,772,583 Not Listed For Sale

  6 Trails End, Chappaqua, NY 10514

  • 5 Beds
  • 7 Baths
  • 7,624 Sq Ft
  • Built 1994

  6 Trails End, Chappaqua, NY 10514

  Last Sold Summary

  • 12% Above List Price
  • $325/SF
  • 164 Days On Market

  Last Sold Price $2,480,000

  Last Listing Agent Yaxing Zhang Houlihan Lawrence Inc.
• 

  

  /4

  $1,399,995 Pending

  • 2 Beds
  • 3.5 Baths
  • 2,945 Sq Ft

  13 Wallace Way Unit 19 Briarcliff Tradit, Chappaqua, NY 10514

  2 BR Primary on first floor home. Large Eat in kitchen with island, open to great room and dining room. Second floor office and wet bar makes entertaining easy on rooftop terrace with built-in kitchen BBQ. Lower level is finished with media room and full bath.

  Thomas Jacovino Toll Brothers Real Estate Inc.

  13 Wallace Way Unit 19 Briarcliff Tradit, Chappaqua, NY 10514
• 

  $950,000 Sold Jul 17, 2025

  514 Saw Mill River Rd, Millwood, NY 10546

  • 3 Beds
  • 3 Baths
  • 2,296 Sq Ft
  • Built 1976

  Last Sold Summary

  • 7% Above List Price
  • $414/SF
  • 6 Days On Market

  Current Estimated Value $963,336

  Last Listing Agent Hiralben Trivedi Compass Greater NY, LLC

  514 Saw Mill River Rd, Millwood, NY 10546
• 

  Est $2,858,970 Not Listed For Sale

  6 Paula Place, Chappaqua, NY 10514

  • 4 Beds
  • 3.5 Baths
  • 5,272 Sq Ft
  • Built 2005

  6 Paula Place, Chappaqua, NY 10514

  Last Sold Summary

  • 209% Above List Price
  • $175/SF
  • 85 Days On Market

  Last Sold Price $925,000

  Last Listing Agent Joe Hasselt Joe Hasselt Real Estate

Showing Results 121 - 160, Page 4 of 18