New Castle, NY Homes

/35
$1,975,000
- 5 Beds
- 3.5 Baths
- 4,166 Sq Ft
111 Prospect Dr, Chappaqua, NY 10514

Exquisite architectural design, timeless charm & luxurious modern amenities merge effortlessly in this elegant Colonial in the heart of Chappaqua. C.1902 & superbly upgraded and meticulously maintained, the home offers an open, sun-bathed interior w/hardwood floors, high ceilings, abundant built-ins, extensive millwork and a quintessential porch - sure to please the most discerning buyers! The

Usha Subramaniam

Compass Greater NY, LLC

(914) 977-0609

111 Prospect Dr, Chappaqua, NY 10514
Explore New Castle
/25

$3,595 - $3,995 per month

Chappaqua Crossing Apartments

1 - 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

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 $1,379,076

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

36 Pond Hill Rd, Chappaqua, NY 10514

Est $3,999,293 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
- 5% Above List Price
- $528/SF
- 160 Days On Market
- Last Sold Price $3,800,000
- Dec 20, 2024
Last Listing Agent Melissa Marcogliese Compass Greater NY, LLC

/35
$1,350,000 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

(914) 996-2889

62 Taconic Rd, Millwood, NY 10546
/36
$15,000 per month
- 5 Beds
- 5.5 Baths
- 5,874 Sq Ft
- House for Rent
220 Croton Ave, Mount Kisco, NY 10549

Rare opportunity to summer at this one-of-a-kind, fully furnished home—an extraordinary retreat designed for effortless summer living and entertaining. Resort-style outdoor living takes center stage, with a heated saltwater pool, hot tub, and expansive, beautifully appointed patios creating an idyllic setting for carefree days and relaxed evenings. Set amidst lush, meticulously landscaped

Jennifer Harris Compass Greater NY, LLC

220 Croton Ave, Mount Kisco, NY 10549
$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 $2,949,884

Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

70 Haights Cross Rd, Chappaqua, NY 10514

Est $2,047,793 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
- 4% Above List Price
- $360/SF
- 7 Days On Market
- Last Sold Price $1,975,000
- Dec 12, 2024
Last Listing Agent Sari Shaw Compass Greater NY, LLC

/43
$1,899,000 Pending
- 4 Beds
- 2.5 Baths
- 4,062 Sq Ft
415 Sarles St, Mount Kisco, NY 10549

Located in the prestigious Bedford estate area in the heart of Westchester, this pristine and extensively renovated 4-bedroom Colonial offers approximately 4,000 square feet of refined living space with seamless flow for relaxed everyday living and effortless entertaining. Perfectly positioned on two park-like acres, the property is embraced by nature and set directly across from The Nature

Cindy Glynn Compass Greater NY, LLC

415 Sarles St, Mount Kisco, NY 10549
/119
$2,250 - $7,250 total monthly price
- 1 - 5 Beds
- 4 Baths
- 680 Sq Ft
- House for Rent
275 Croton Dam Rd, 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, Ossining, NY 10562
$2,475,000 Sold May 06, 2025

27 Neustadt Ln, Chappaqua, NY 10514
- 4 Beds
- 4 Baths
- 4,974 Sq Ft
- Built 1986
Last Sold Summary
- 29% Above List Price
- $498/SF
- 8 Days On Market
Current Estimated Value $2,462,862

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

27 Neustadt Ln, Chappaqua, NY 10514

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
- $526/SF
- 6 Days On Market
- Last Sold Price $875,000
- Apr 03, 2025
Last Listing Agent Alicja Bohmrich Houlihan Lawrence Inc.

/23
$1,425,000 Pending
- 4 Beds
- 2.5 Baths
- 2,921 Sq Ft
110 Marcourt Dr, Chappaqua, NY 10514

Picturesque and spectacular center hall Colonial, beautifully situated on a cul de sac in the highly sought-after Dodge Farms neighborhood of Chappaqua. This sun-filled home blends suburban convenience with timeless warmth and character, offering generous-sized rooms and remarkable versatility throughout. The thoughtfully renovated chef's kitchen and baths complement a seamless flow ideal for

Stephanie Garbuio Houlihan Lawrence Inc.

110 Marcourt Dr, Chappaqua, NY 10514
/18
$3,900 per month
- 1 Bed
- 1.5 Baths
- 1,146 Sq Ft
- Townhouse for Rent
8 Fawn Ridge Unit 8, Millwood, NY 10546

Welcome home to this immaculate 1-bedroom, 1.5-bath condo in the sought-after Pheasant Run community. Privately set back, this sun-filled residence offers an ideal blend of modern comfort and style.The updated kitchen features granite countertops, stainless steel appliances, and ample cabinetry, providing both functionality and generous storage. It flows seamlessly into an open concept living

Kisha Riviezzo RKM Properties Corp

8 Fawn Ridge Unit 8, Millwood, NY 10546
$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

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
- $489/SF
- 5 Days On Market
- Last Sold Price $1,631,110
- Feb 25, 2025
Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

/39
$1,599,999 Pending
- 4 Beds
- 3 Baths
- 3,672 Sq Ft
734 King St, Chappaqua, NY 10514

Thoughtfully reimagined farmhouse with barn, this distinctive 4-bedroom, 3-bath home blends historic charm with striking modern design. Set on close to 2 private acres surrounded by mature trees, the property offers exceptional privacy and a peaceful natural setting. Inside, soaring ceilings, oversized windows, and multiple skylights flood the home with natural light. The open-concept living

Sari Shaw Compass Greater NY, LLC

734 King St, Chappaqua, NY 10514
/119
$2,250 - $7,250 total monthly price
- 1 - 5 Beds
- 4 Baths
- 680 Sq Ft
- House for Rent
275 Croton Dam Rd, 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, Ossining, NY 10562
$1,850,000 Sold Jul 15, 2025

22 Mountain Peak Rd, Chappaqua, NY 10514
- 5 Beds
- 4.5 Baths
- 4,419 Sq Ft
- Built 1972
Last Sold Summary
- 6% Above List Price
- $419/SF
- 17 Days On Market
Current Estimated Value $1,909,675

Last Listing Agent Usha Subramaniam Compass Greater NY, LLC

22 Mountain Peak Rd, Chappaqua, NY 10514

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
- $569/SF
- 3 Days On Market
- Last Sold Price $1,763,056
- Jan 07, 2025
Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

/25
$1,595,000
- 4 Beds
- 3.5 Baths
- 3,585 Sq Ft
67 Tripp St, Mount Kisco, NY 10549

STUNNING DESIGN. Fabulous estate area location. Over two serene acres with mature trees and flowering shrubs. Absolutely gorgeous flowering gardens with remarkable plantings. Remarkable Modern Estate-- the perfect country house impeccably maintained and updated. Light airy, open rooms with walls of crisp white, gleaming floors, high ceilings and walls of windows. Impressive skylit Entrance Hall.

George D'Ambrosio Ginnel Real Estate

67 Tripp St, Mount Kisco, NY 10549
/25
$6,750 per month
- 3 Beds
- 3 Baths
- 2,464 Sq Ft
- House for Rent
59 Hoags Cross Rd, Ossining, NY 10562

*ACCEPTED APPLICANT* 4/23Experience the ultimate in privacy and sophistication at 59 Hoags Cross Road. This stunning sanctuary is set on a lush, meticulously landscaped 1-acre lot, beginning with a stately gated driveway that offers a grand sense of arrival as it opens to welcome you home. This beautifully maintained 3-bedroom, 3-bathroom residence offers the perfect blend of modern comfort

Chelsea Pinto Brooklyn Group NYC LLC

59 Hoags Cross 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 $788,687

Last Listing Agent Usha Subramaniam Compass Greater NY, LLC

22 Daly Cross Rd, Mount Kisco, NY 10549

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
- $524/SF
- 117 Days On Market
- Last Sold Price $1,624,375
- Jan 21, 2025
Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

/36
$1,599,000
- 3 Beds
- 2.5 Baths
- 3,121 Sq Ft
40 Kings Ct, Chappaqua, NY 10514

A truly exceptional offering, this picture-perfect 1930s Colonial blends timeless elegance with modern luxury. Set on beautifully landscaped property in a serene setting yet just a moment away from town. Impeccably maintained, tastefully expanded & renovated, the home showcases refined design, effortless flow, and enduring architectural charm.The main level is thoughtfully designed with a

Jennifer Harris Compass Greater NY, LLC

40 Kings Ct, Chappaqua, NY 10514
/119
$2,250 - $7,250 total monthly price
- 1 - 5 Beds
- 4 Baths
- 680 Sq Ft
- House for Rent
275 Croton Dam Rd, 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, Ossining, NY 10562
$2,700,000 Sold May 09, 2025

3 Bradley Farms, Chappaqua, NY 10514
- 4 Beds
- 3.5 Baths
- 5,947 Sq Ft
- Built 1947
Last Sold Summary
- 2% Above List Price
- $454/SF
- 15 Days On Market
Current Estimated Value $2,779,273

Last Listing Agent Amrita Singh William Raveis-New York, LLC

3 Bradley Farms, Chappaqua, NY 10514

Est $987,205 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
- 17% Above List Price
- $314/SF
- 29 Days On Market
- Last Sold Price $845,000
- May 24, 2024
Last Listing Agent Nikki McMann William Raveis-New York LLC

/39
$1,450,000 Pending
- 4 Beds
- 2.5 Baths
- 2,658 Sq Ft
40 Smith St, Chappaqua, NY 10514

Step into a story of timeless elegance in this enchanting 1920s village colonial, where the romantic allure of yesteryear meets the effortless luxury of modern living. Located in the heart of the village, this home offers a lifestyle of rare convenience—just a gentle stroll to vibrant shops, local cafes, and the morning train.Inside, the home whispers of its storied past through beautifully

Joanna Rizoulis Julia B Fee Sothebys Int. Rlty

40 Smith St, Chappaqua, NY 10514
/33
$11,500 per month
- 4 Beds
- 3.5 Baths
- 4,644 Sq Ft
- House for Rent
291 Roaring Brook Rd, Chappaqua, NY 10514

Welcome to the Jonathan Tompkins House, a true New Castle landmark dating back to 1750 where history and modern living intertwine. Ideally situated in the heart of Chappaqua and located within the award-winning Chappaqua School District, this fully furnished rental weaves centuries of New Castle’s past into its walls. Original hand-hewn beams and stained glass evoke timeless old-world charm,

Rachel Lacoste Houlihan Lawrence Inc.

291 Roaring Brook Rd, 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 $717,775

Last Listing Agent Lindsay Silverman Compass Greater NY, LLC

17 Ledgewood Commons, Millwood, NY 10546

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
- $524/SF
- 5 Days On Market
- Last Sold Price $1,626,348
- Nov 15, 2024
Last Listing Agent Debbe Yarosh Toll Brothers Real Estate Inc.

/33
$2,300,000 Pending
- 3 Beds
- 3.5 Baths
- 3,960 Sq Ft
24 North Way, Chappaqua, NY 10514

AO-3/29-Move-in ready, light and bright 3 bedroom/ 3.5 bathroom home that lives like a 4 bedroom in the coveted Lawrence Farms South neighborhood with a private, flat backyard with a stone patio, heated gunite pool and a charming pergola. This inviting home with high ceilings throughout, offers a spacious living room with a fireplace, adjacent to a formal dining room, both with glass door access

Pamela Akin Douglas Elliman Real Estate

24 North Way, Chappaqua, NY 10514
/50
$9,500 per month
- 4 Beds
- 3.5 Baths
- 4,340 Sq Ft
- House for Rent
82 Shingle House Rd, Millwood, NY 10546

Welcome to 82 Shingle House Road, a stunning 6.9-acre mini-estate tucked away on a quiet, tree-lined street in Millwood. This exceptional property offers an ideal blend of space, comfort, and natural beauty. The main residence features 4 bedrooms and 3.5 bathrooms, complemented by generous living areas and timeless charm. A fully renovated guest cottage sits above a 3-car garage, perfect for

Frank Norwood DC & SF Inc

82 Shingle House Rd, Millwood, NY 10546
$836,900 Sold Jul 03, 2025

428 Saw Mill River Rd, Millwood, NY 10546
- 3 Beds
- 3 Baths
- 2,338 Sq Ft
- Built 2006
Last Sold Summary
- $358/SF
- 27 Days On Market
Current Estimated Value $866,754

Last Listing Agent Janet Auer Coldwell Banker Realty

428 Saw Mill River Rd, Millwood, NY 10546

Est $1,742,677 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
- 5% Above List Price
- $407/SF
- 9 Days On Market
- Last Sold Price $1,662,500
- Mar 08, 2025
Last Listing Agent Cindy Glynn Compass Greater NY, LLC

/13
$2,000,000 Pending
- 4 Beds
- 2.5 Baths
- 4,500 Sq Ft
0 Gray Rock Ln Unit KEY943867, Chappaqua, NY 10514

Custom design your dream home in a seamless process with ZappiCo, Westchester County's premier Real Estate Developer! This luxurious home is to-be-built in the highly desirable Chappaqua school district. With 4 spacious bedrooms and 2.5 beautifully appointed bathrooms, this home will be meticulously crafted with the finest materials and attention to detail. As you enter, you will be greeted by an

Rachel Lacoste Houlihan Lawrence Inc.

0 Gray Rock Ln Unit KEY943867, Chappaqua, NY 10514
/10
$2,200 per month
- 1 Bed
- 1 Bath
- 832 Sq Ft
- Apartment for Rent
85 Paulding Dr, Chappaqua, NY 10514

Bright one=bedroom accessory apartment in Chappaqua. Open floor plan gives a spacious feel. Sliding glass door opens to large deck running the length of the unit. Enjoy beautiful vistas in this private setting. Heat, electricity, water, trash and snow removal included in the rent. Driveway parking available for one car. Home is equipped with a generator in case of power outage. No pets allowed.

Mary Grant Houlihan Lawrence Inc.

85 Paulding Dr, 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 $1,481,971

Last Listing Agent Jennifer Harris Compass Greater NY, LLC

33 High Way, 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
- $588/SF
- 115 Days On Market
- Last Sold Price $1,990,428
- Oct 25, 2024
Last Listing Agent Debbe Yarosh Toll Brothers Real Estate Inc.

Showing Results 1 - 40, Page 1 of 18

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