New Castle, NY Homes

/39
$1,549,000 Pending
- 4 Beds
- 2.5 Baths
- 3,956 Sq Ft
21 Kitchawan Dr, Chappaqua, NY 10514

Picture-perfect Colonial in one of Chappaqua’s most sought-after neighborhoods, blends timeless 1920s charm with modern comfort and style. Set on over an acre of exquisitely manicured, park-like grounds, this nearly 4,000 sq. ft. home offers 4 bedrooms, 2.5 baths, beautifully scaled rooms, and abundant natural light throughout.Anchoring the home, a magnificent living room welcomes you with a

Jennifer Harris Compass Greater NY, LLC

21 Kitchawan Dr, Chappaqua, NY 10514
$1,589,000 Sold May 28, 2025

395 Bedford Rd, Chappaqua, NY 10514
- 5 Beds
- 3.5 Baths
- 3,041 Sq Ft
- Built 1955
Last Sold Summary
- $523/SF
- 26 Days On Market
Current Estimated Value $1,621,098

Last Listing Agent Catherine O'Connor Houlihan Lawrence Inc.

395 Bedford Rd, 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
- $570/SF
- 21 Days On Market
- Last Sold Price $1,768,456
- Oct 22, 2024
Last Listing Agent Debbe Yarosh Toll Brothers Real Estate Inc.

/30
$1,475,000 Pending
- 4 Beds
- 3 Baths
- 3,331 Sq Ft
56 Brandon Dr, Mount Kisco, NY 10549

Nestled on 2.4 rolling acres at the end of a quiet cul-de-sac, this four-bedroom, three-bath California Ranch offers privacy, serenity, and seamless indoor-outdoor living. The gourmet kitchen includes a built-in refrigerator, cooktop, granite island, and custom cabinetry, flowing into a sun-drenched family room with a wood-burning fireplace, vaulted ceilings, skylights, and an integrated living

Mark Boyland Keller Williams Realty Partner

56 Brandon Dr, Mount Kisco, NY 10549
$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

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
- $698/SF
- 377 Days On Market
- Last Sold Price $3,125,000
- Jun 27, 2024
Last Listing Agent Brian Milton Compass Greater NY, LLC

/42
$1,399,000 Pending
- 4 Beds
- 2.5 Baths
- 2,443 Sq Ft
6 Killington St, Chappaqua, NY 10514

Dreamy modern ranch nestled on a private landscaped acre on a cul-de-sac in sought-after Whippoorwill. A flagstone walkway leads to a covered entry. The contemporary-styled front door with cross-reed glass panels and sidelight sets a refined first impression. Designed for effortless indoor/outdoor living, the rear-facing living room anchors the home with a wood-burning fireplace and two sets of

Stacy Levey William Raveis-New York, LLC

6 Killington St, 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 $1,727,711

Last Listing Agent Andrea Martone Houlihan Lawrence Inc.

19 Wallace Way Unit 25, Chappaqua, NY 10514

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
- $560/SF
- 44 Days On Market
- Last Sold Price $1,980,000
- Dec 17, 2024
Last Listing Agent Amy Via Houlihan Lawrence Inc.

/44
$1,425,000 Pending
- 4 Beds
- 3 Baths
- 3,761 Sq Ft
39 Mayberry Rd, Chappaqua, NY 10514

Set privately on 2+ acres at the end of a quiet cul-de-sac, this beautifully updated 4-bedroom ranch lives like a 5-bedroom home and offers the perfect blend of comfort, flexibility, and style. Enjoy distant western sunset views and direct access to the adjacent Pruyn Sanctuary, creating a serene, nature-connected setting while still being part of a neighborhood.The heart of the home is the

Sena Baron William Raveis-New York, LLC

39 Mayberry Rd, Chappaqua, NY 10514
$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 $3,449,113

Last Listing Agent Sari Shaw Compass Greater NY, LLC

5 Briarcliff Rd, Chappaqua, NY 10514

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
- $455/SF
- 33 Days On Market
- Last Sold Price $1,560,222
- Oct 23, 2023
Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

/36
$1,495,000
- 4 Beds
- 2.5 Baths
- 3,347 Sq Ft
52 Whippoorwill Lake Rd, Chappaqua, NY 10514

Welcome to this fabulous 4-bedroom, 2.5-bath contemporary Colonial home, perfectly designed for today’s lifestyle with a seamless blend of style and comfort. Set on 2.26 private acres with vast views of the private community lake, this home offers open, luminous living spaces flooded with natural light and thoughtful architectural detail throughout. As you enter the home, you step into the formal

Lisa Teich Julia B Fee Sothebys Int. Rlty

52 Whippoorwill Lake Rd, Chappaqua, NY 10514
$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 $968,318

Last Listing Agent Sherry Wiggs Houlihan Lawrence Inc.

21 Vails Ln, Ossining, NY 10562

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
- $305/SF
- 37 Days On Market
- Last Sold Price $1,399,000
- Jan 09, 2025
Last Listing Agent Sena Baron William Raveis-New York, LLC

/38
$1,925,000 Pending
- 5 Beds
- 4.5 Baths
- 4,489 Sq Ft
1 Hitching Post Ln, Chappaqua, NY 10514

Welcome to this warm, inviting 5-bedroom home nestled on a tree-lined beautiful Chappaqua street. It has a lovely front porch with plenty of room for cozy chairs, perfect for sipping coffee in the morning. Inside, there is a spacious living room with a wood burning fireplace, a bright kitchen and a large island. First floor features a Primary Suite, 4 additional bedrooms with 2 full baths

Yona Strougo Compass Greater NY, LLC

1 Hitching Post Ln, Chappaqua, NY 10514
$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

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
- $270/SF
- 116 Days On Market
- Last Sold Price $860,000
- Oct 01, 2024
Last Listing Agent Cindy Glynn Compass Greater NY, LLC

/37
$2,250,000 Coming Soon
- 4 Beds
- 3.5 Baths
- 3,988 Sq Ft
21 Hemlock Hills, Chappaqua, NY 10514

Experience modern luxury at 21 Hemlock Hills, a stunning home set on 1.8 acres of meticulously landscaped grounds. This residence features 4 spacious bedrooms and 3.5 bathrooms, including a gorgeous, luxurious master bathroom that serves as a private retreat. The heart of the home is the Carol Kurth-designed Leicht kitchen, a masterpiece featured in a magazine, seamlessly flowing into the open

Debra Goldenberg Compass Greater NY, LLC

21 Hemlock Hills, 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 $1,063,279

Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

81 Hidden Hollow Ln, Millwood, NY 10546

Not Listed For Sale

51 Pinesbridge Rd, Ossining, NY 10562
- 8 Beds
- 8 Baths
- 5,337 Sq Ft
- Built 1935
51 Pinesbridge Rd, Ossining, NY 10562

Last Sold Summary
- $178/SF
- 10 Days On Market
- Last Sold Price $950,000
- Jul 28, 2023
Last Listing Agent Angela Kessel Houlihan Lawrence Inc.

/50
$1,349,000
- 3 Beds
- 2.5 Baths
- 3,112 Sq Ft
335 Roaring Brook Rd, Chappaqua, NY 10514

"VICTORIAN SPLENDOR" - A unique opportunity to own an early Grand Victorian home on park-like property with 3 fireplaces, a pool and a barn.Designated a New Castle George Carpenter Historic Landmark dating back to 1780. As you enter the main entrance a flood of natural light welcome you. The two-story projection of the façade’s central section, rising to a peak at the roofline, along

Alicja Bohmrich Houlihan Lawrence Inc.

335 Roaring Brook Rd, Chappaqua, NY 10514
$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 $840,667

Last Listing Agent Annette Cicinelli Keller Williams Realty Partner

200 S Bedford Rd, Chappaqua, NY 10514

Not Listed For Sale

130 Pinesbridge Rd, Ossining, NY 10562
- 4 Beds
- 3 Baths
- 2,644 Sq Ft
- Built 1946
130 Pinesbridge Rd, Ossining, NY 10562

Last Sold Summary
- $170/SF
- 168 Days On Market
- Last Sold Price $450,000
- Dec 21, 2023
Last Listing Agent Natalia Wixom Compass Greater NY, LLC

/34
$1,450,000 Pending
- 5 Beds
- 3 Baths
- 2,885 Sq Ft
18 Hayrake Ln, Chappaqua, NY 10514

Nestled on one of Chappaqua’s most desirable cul-de-sac neighborhoods, this move-right-in, Bradley-built 5-bedroom Cape is privately set and offers the perfect blend of refined living and everyday comfort. Sun-filled interiors exude warmth and character, with graciously sized rooms and a highly versatile layout designed to grow with your family. The main level features a spacious living room with

Danae Richards William Raveis-New York, LLC

18 Hayrake 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

Not Listed For Sale

50 Spring Valley Rd, Ossining, NY 10562
- 3 Beds
- 5 Baths
- 3,902 Sq Ft
- Built 1897
50 Spring Valley Rd, Ossining, NY 10562

Last Sold Summary
- $384/SF
- 388 Days On Market
- Last Sold Price $1,500,000
- Apr 15, 2025
Last Listing Agent Michael Clemente DeSimone Real Estate

/33
$1,599,000
- 4 Beds
- 2.5 Baths
- 3,496 Sq Ft
34 Turner Dr, Chappaqua, NY 10514

Welcome to 34 Turner Drive South -- an expanded and gracious 4-bedroom, 2-1/2 Bath, Farmhouse Colonial nestled at the end of a private drive. This special home is set on over an acre of flat, private property, surrounded by towering trees and tranquil woods. The interior features 3 fireplaces, custom millwork, hardwood floors and classic architectural details. The main level has a gracious Living

Victoria Miller Compass Greater NY, LLC

34 Turner Dr, Chappaqua, NY 10514
$2,260,000 Sold May 02, 2025

8 Kitchel Rd, Mount Kisco, NY 10549
- 4 Beds
- 3.5 Baths
- 5,376 Sq Ft
- Built 2006
Last Sold Summary
- 6% Below List Price
- $420/SF
- 43 Days On Market
Current Estimated Value $2,327,063

Last Listing Agent Cindy Glynn Compass Greater NY, LLC

8 Kitchel Rd, Mount Kisco, NY 10549

Not Listed For Sale

49 Spring Valley Rd, Ossining, NY 10562
- 5 Beds
- 3 Baths
- 2,754 Sq Ft
- Built 1855
49 Spring Valley Rd, Ossining, NY 10562

Last Sold Summary
- $283/SF
- 75 Days On Market
- Last Sold Price $780,000
- Nov 01, 2024
Last Listing Agent Maria Vele Keller Williams Realty Partner

/38
$1,249,000 Coming Soon
- 4 Beds
- 2.5 Baths
- 2,478 Sq Ft
14 Aldridge Rd, Chappaqua, NY 10514

Classic 1920 Colonial brimming with vintage charm and modern updates, ideally located on a desirable cul-de-sac just a short walk to town. This beautifully maintained 4/5-bedroom home features 2 renovated full baths plus a new powder room, a sparkling white renovated kitchen with floor to ceiling cabinetry, stainless steel appliances-Sub Zero, Miele, & Viking and a generous eat-in area with door

Sena Baron William Raveis-New York, LLC

14 Aldridge Rd, Chappaqua, NY 10514
$960,000 Sold May 16, 2025

16 Glenwood Rd, Millwood, NY 10546
- 3 Beds
- 3 Baths
- 2,014 Sq Ft
- Built 1957
Last Sold Summary
- 10% Above List Price
- $477/SF
- 13 Days On Market
Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

16 Glenwood Rd, Millwood, NY 10546

Not Listed For Sale

219 Hamilton Rd, Chappaqua, NY 10514
- 6 Beds
- 4.5 Baths
- 4,692 Sq Ft
- Built 1929
219 Hamilton Rd, Chappaqua, NY 10514

Last Sold Summary
- $474/SF
- 11 Days On Market
- Last Sold Price $2,225,000
- Aug 20, 2024
Last Listing Agent Stacy Levey William Raveis-New York, LLC

/50
$3,799,000
- 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
$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 $547,742

Last Listing Agent Frank Acocella Homescapes Realty, Inc.

42 Touchstone Way Unit 42B, Millwood, NY 10546

Est $1,703,068 Not Listed For Sale

370 Sarles St, Mount Kisco, NY 10549
- 4 Beds
- 3.5 Baths
- 2,973 Sq Ft
- Built 1908
370 Sarles St, Mount Kisco, NY 10549

Last Sold Summary
- 12% Above List Price
- $514/SF
- 27 Days On Market
- Last Sold Price $1,527,000
- Jun 27, 2024
Last Listing Agent Jody Rosen Julia B Fee Sothebys Int. Rlty

/18
$699,000 Pending
- 2 Beds
- 2.5 Baths
- 1,483 Sq Ft
150 N Bedford Rd Unit 6D, Chappaqua, NY 10514

Immaculate townhouse in a desirable walk-to-town location close to shops, restaurants, and the train. Refinished maple hardwood floors, custom built-ins, and a fireplace define the main living level, highlighted by a dramatic wall of windows with sunset views. Newer Pella sliders open to a private deck for seamless indoor-outdoor living. Custom stair railings, upgraded solid interior doors, and

Sari Shaw Compass Greater NY, LLC

150 N Bedford Rd Unit 6D, Chappaqua, NY 10514
$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 $1,488,870

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

66 Burr Farms Rd, Mount Kisco, NY 10549

Est $2,604,055 Not Listed For Sale

16 Kittle Rd, Chappaqua, NY 10514
- 5 Beds
- 5.5 Baths
- 4,249 Sq Ft
- Built 1936
16 Kittle Rd, Chappaqua, NY 10514

Last Sold Summary
- 1% Above List Price
- $609/SF
- 13 Days On Market
- Last Sold Price $2,588,444
- Jun 07, 2024
Last Listing Agent Heather Bouza Compass Greater NY, LLC

/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

Showing Results 41 - 80, Page 2 of 18

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