New Castle, NY Homes

/28
$1,499,000

Pending
- 2 Beds
- 3.5 Baths
- 3,039 Sq Ft
72 Burr Farms Rd, Mount Kisco, NY 10549

Welcome home to this exceptional luxury townhome, thoughtfully designed for the most discerning buyer seeking both a premier location and uncompromising quality in finishes and materials. Located in the highly coveted Riverwoods community, this townhome offers a true suburban oasis with resort-style amenities, including indoor and outdoor pools, tennis and pickleball courts, and an elegant

Amanda Goldberg William Raveis-New York, LLC

72 Burr Farms Rd, Mount Kisco, NY 10549
$1,320,000

Sold Dec 11, 2025

41 Valley Ln, Chappaqua, NY 10514
- 3 Beds
- 2.5 Baths
- 2,034 Sq Ft
- Built 1972
Last Sold Summary
- 2% Above List Price
- $649/SF
- 10 Days On Market
Current Estimated Value $1,369,703

Last Listing Agent Amanda Goldberg William Raveis-New York, LLC

41 Valley Ln, Chappaqua, NY 10514

Est $2,780,990

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
- 43 Days On Market

/27
$49,500,000
- 8 Beds
- 10 Baths
- 26,079 Sq Ft
Unlisted Address

ONE OF NEW YORK'S MOST COVETED ESTATES. Enter a world where timeless elegance meets state-of-the-art luxury. Originally built in 1901 for renowned financier J. Borden Harriman, this legendary estate - historically known as Devonshire, and earlier as Uplands - stands as a rare example of Gilded Age grandeur, reimagined for modern living. When it last sold in 2012, it set a record as the highest

Brian Sheerin William Raveis-New York LLC

Unlisted Address
$1,300,000

Sold Jun 01, 2026

508 Millwood Rd, Mount Kisco, NY 10549
- 4 Beds
- 3 Baths
- 2,940 Sq Ft
- Built 1936
Last Sold Summary
- 4% Above List Price
- $442/SF
- 12 Days On Market
Current Estimated Value $1,251,086

Last Listing Agent Jennifer Harris Compass Greater NY, LLC

508 Millwood Rd, Mount Kisco, NY 10549

Est $1,537,264

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
- 17 Days On Market

/41
$2,750,000

Pending
- 6 Beds
- 3.5 Baths
- 6,532 Sq Ft
276 Quaker Rd, Chappaqua, NY 10514

A truly rare Chappaqua mini-estate with pool and tennis, offering resort-style living just a short walk from the town and train. Privately perched atop a hill and approached by a sweeping stone-lined driveway, this property delivers an exceptional blend of privacy, presence, and convenience—moments from shops, dining, and Metro-North. The expansive grounds are designed for all-season enjoyment,

Sari Shaw Compass Greater NY, LLC

276 Quaker Rd, Chappaqua, NY 10514
$2,825,000

Sold Oct 20, 2025

5 Club Way, Mount Kisco, NY 10549
- 5 Beds
- 7 Baths
- 6,673 Sq Ft
- Built 2004
Last Sold Summary
- 1% Above List Price
- $423/SF
- 44 Days On Market
Current Estimated Value $3,002,136

Last Listing Agent Barbara Pagliuca Houlihan Lawrence Inc.

5 Club Way, Mount Kisco, NY 10549

Est $985,163

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
- 50 Days On Market

/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
$1,747,995

Sold Sep 19, 2025

2 Carriage Ln Unit 81, Chappaqua, NY 10514
- 2 Beds
- 3.5 Baths
- 3,269 Sq Ft
- Built 2024
Last Sold Summary
- $535/SF
- 235 Days On Market
Current Estimated Value $1,887,391

Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

2 Carriage Ln Unit 81, Chappaqua, NY 10514

Est $2,314,019

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
- 154 Days On Market

/47
$1,100,000

Pending
- 4 Beds
- 3.5 Baths
- 2,429 Sq Ft
8 Old Roaring Brook Rd, Mount Kisco, NY 10549

Set on a bucolic country road, this unique early-1900s home seamlessly blends old world charm with modern-day amenities. Bright and happy throughout, the home offers a wonderful flow ideal for both everyday living and entertaining. A sun-filled dining room with walls of glass brings the outdoors in, while the inviting living spaces create warmth and comfort. The first floor also features a living

Stacey Sporn William Raveis Real Estate

8 Old Roaring Brook Rd, Mount Kisco, NY 10549
$770,000

Sold Jul 24, 2025

23 Pineview Rd, Mount Kisco, NY 10549
- 3 Beds
- 2 Baths
- 1,792 Sq Ft
- Built 1976
Last Sold Summary
- 13% Above List Price
- $430/SF
- 8 Days On Market
Current Estimated Value $851,832

Last Listing Agent Cindy Glynn Compass Greater NY, LLC

23 Pineview Rd, Mount Kisco, NY 10549

Est $1,826,600

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
- 67 Days On Market

/22
$1,780,000

Pending
- 2 Beds
- 3.5 Baths
- 2,945 Sq Ft
26 Wallace Way, Chappaqua, NY 10514

Welcome to 26 Wallace Way — a standout residence in the coveted, sold-out Chappaqua Crossings Carriages community. Thoughtfully designed and impeccably finished, this first-floor primary bedroom home elevates townhouse living with refined interiors, dramatic architecture, and a setting that is both private and connected.The main level makes an immediate impression with a dramatic

Craig DeCecchis Corcoran Legends Realty

26 Wallace Way, Chappaqua, NY 10514
$1,391,022

Sold Oct 23, 2025

6 Algonquin Dr, Chappaqua, NY 10514
- 4 Beds
- 3.5 Baths
- 3,776 Sq Ft
- Built 1952
Last Sold Summary
- 16% Above List Price
- $368/SF
- 30 Days On Market
Current Estimated Value $1,515,221

Last Listing Agent Lindsay Rothman Compass Greater NY LLC

6 Algonquin Dr, Chappaqua, NY 10514

Est $2,351,316

Not Listed For Sale

8 Kitchel Rd, Mount Kisco, NY 10549
- 4 Beds
- 3.5 Baths
- 5,376 Sq Ft
- Built 2006
8 Kitchel Rd, Mount Kisco, NY 10549

Last Sold Summary
- 43 Days On Market

/34
$1,195,000

Pending
- 3 Beds
- 2.5 Baths
- 2,407 Sq Ft
86 Seven Bridges Rd, Chappaqua, NY 10514

Nestled privately back from the street, this stunning residence offers a seamless blend of indoor elegance and outdoor serenity. The heart of the home is an airy, open-concept first floor anchored by a cozy wood-burning fireplace and a renovated chef’s kitchen. This level flows naturally into a bright family room with exposures on three sides. This level also opens through sliders to an expansive

Joanna Rizoulis Julia B Fee Sothebys Int. Rlty

86 Seven Bridges Rd, Chappaqua, NY 10514
$732,500

Sold Dec 15, 2025

30 Rambling Brook Rd, Chappaqua, NY 10514
- 2 Beds
- 2.5 Baths
- 1,244 Sq Ft
- Built 1986
Last Sold Summary
- 2% Below List Price
- $589/SF
- 24 Days On Market
Current Estimated Value $751,273

Last Listing Agent Amanda Acard Nestedge Realty

30 Rambling Brook Rd, Chappaqua, NY 10514

Est $2,594,096

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
- 21 Days On Market

/27
$2,600,000

Pending
- 6 Beds
- 4 Baths
- 4,233 Sq Ft
82 Douglas Rd, Chappaqua, NY 10514

UNIQUE HIGH-NET INVESTMENT OPPORTUNITY IN CHAPPAQUA SCHOOLS - 5 MIN WALK TO TRAIN. LIVE IN ONE UNIT AND COLLECT INCOME FROM TWO UNITS. LEGAL THREE-FAMILY PROPERTY WITH ONE SINGLE-FAMILY 2BR/2BA RESIDENCE AND A TWO-FAMILY (4BR/2BA) RESIDENCE. HIGH RENTS - $167K ANNUAL GROSS/ $135K NET. ALL UNITS CURRENTLY RENTED BUT TWO OF THREE UNITS EXPIRE 7/31/26, SO THERE IS FLEXIBILITY. SINGLE FAMILY TENANT

Kristen Renzulli Arch & Gable Realty LLC

82 Douglas Rd, Chappaqua, NY 10514
$1,530,000

Sold Sep 12, 2025

31 Wynnewood Rd, Chappaqua, NY 10514
- 4 Beds
- 3 Baths
- 2,420 Sq Ft
- Built 1928
Last Sold Summary
- 22% Above List Price
- $632/SF
- 9 Days On Market
Current Estimated Value $1,577,732

Last Listing Agent Cindy Glynn Compass Greater NY, LLC

31 Wynnewood Rd, Chappaqua, NY 10514

Est $2,950,859

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
- 21 Days On Market

/33
$1,999,999
- 5 Beds
- 4.5 Baths
- 4,058 Sq Ft
765 King St, Chappaqua, NY 10514

Perfectly situated on over three picturesque acres, this timeless 5 bedroom Federal Colonial effortlessly blends historical charm with modern convenience. Thoughtfully updated while maintaining its classic character, the home offers expansive living spaces, refined finishes, and an exceptional layout designed for today’s lifestyle. At the heart of the home is the stunning chef’s kitchen featuring

Sari Shaw Compass Greater NY, LLC

765 King St, Chappaqua, NY 10514
$1,500,000

Sold Sep 19, 2025

144 Burr Farms Rd, Mount Kisco, NY 10549
- 2 Beds
- 3.5 Baths
- 3,914 Sq Ft
- Built 1998
Last Sold Summary
- 3% Above List Price
- $383/SF
- 23 Days On Market
Current Estimated Value $1,574,953

Last Listing Agent Catherine O'Connor Houlihan Lawrence Inc.

144 Burr Farms Rd, Mount Kisco, NY 10549

Est $3,399,549

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
- 29 Days On Market

/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
$1,780,000

Sold Dec 22, 2025

56 Annandale Rd, Chappaqua, NY 10514
- 4 Beds
- 4.5 Baths
- 4,543 Sq Ft
- Built 2006
Last Sold Summary
- 1% Below List Price
- $392/SF
- 16 Days On Market
Current Estimated Value $1,945,060

Last Listing Agent Stacy Levey William Raveis-New York, LLC

56 Annandale Rd, Chappaqua, NY 10514

Est $2,674,972

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
- 164 Days On Market

/44
$2,950,000

Pending
- 4 Beds
- 4.5 Baths
- 7,371 Sq Ft
2 Cerf Ln, Mount Kisco, NY 10549

This meticulously designed Colonial in the prestigious Chappaqua Central School District provides a true haven for those who appreciate refined living with a contemporary turnkey design aesthetic. The blend of traditional and contemporary vibes creates an exquisite mix of sophistication and relaxed comfort for entertaining and everyday living. Featuring high-end finishes throughout, every level

Alaina Bainlardi William Raveis-New York LLC

2 Cerf Ln, Mount Kisco, NY 10549
$1,424,000

Sold Jun 08, 2026

146 Fieldstone Dr Unit 146, Mount Kisco, NY 10549
- 2 Beds
- 3.5 Baths
- 3,428 Sq Ft
- Built 1989
Last Sold Summary
- 2% Above List Price
- $415/SF
- 6 Days On Market
Current Estimated Value $1,406,364

Last Listing Agent Amanda Goldberg William Raveis-New York, LLC

146 Fieldstone Dr Unit 146, Mount Kisco, NY 10549

Est $1,802,386

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
- 85 Days On Market

/50
$3,100,000
- 5 Beds
- 5.5 Baths
- 7,238 Sq Ft
2 Heathcote Dr, Mount Kisco, NY 10549

Privately gated and masterfully crafted, this exceptional custom brick estate is a showcase of timeless elegance and grand-scale living, nestled on over two acres in the heart of Chappaqua. Beyond the cobblestone apron and curbing, a sweeping driveway leads to a residence designed for both luxury and comfort, boasting soaring 10-foot ceilings, four stately fireplaces, exquisite architectural

Gino Bello Howard Hanna Rand Realty

2 Heathcote Dr, Mount Kisco, NY 10549
$1,795,000

Sold Oct 07, 2025

20 Little Pine Rd, Mount Kisco, NY 10549
- 4 Beds
- 3.5 Baths
- 4,576 Sq Ft
- Built 1994
Last Sold Summary
- $392/SF
- 30 Days On Market
Current Estimated Value $1,889,453

Last Listing Agent George D'Ambrosio Ginnel Real Estate

20 Little Pine Rd, Mount Kisco, NY 10549

Est $897,078

Not Listed For Sale

15 Paula Place, Chappaqua, NY 10514
- 2 Beds
- 1 Bath
- 1,160 Sq Ft
- Built 1952
15 Paula Place, Chappaqua, NY 10514

Last Sold Summary
- 32 Days On Market

/44
$799,000

$100K PRICE DROP
- 3 Beds
- 2 Baths
- 1,968 Sq Ft
18 Ridge Rd, Mount Kisco, NY 10549

Located in the highly sought after Chappaqua Central School District in the desirable Smith Park neighborhood, this one of a kind Contemporary with striking Modern Mansard architecture. Offering open concept living, soaring 12 foot ceilings in the dramatic living room with fireplace, clean architectural lines, and expansive windows, this home is filled with natural light and designed for today’s

Alicja Bohmrich Houlihan Lawrence Inc.

18 Ridge Rd, Mount Kisco, NY 10549
$1,180,000

Sold Feb 13, 2026

65 Red Oak Ln, Mount Kisco, NY 10549
- 3 Beds
- 2 Baths
- 1,992 Sq Ft
- Built 1976
Last Sold Summary
- 7% Above List Price
- $592/SF
- 23 Days On Market
Current Estimated Value $1,162,370

Last Listing Agent Klevis Tana Howard Hanna Rand Realty

65 Red Oak Ln, Mount Kisco, NY 10549

Est $2,166,132

Not Listed For Sale

345 Roaring Brook Rd, Chappaqua, NY 10514
- 4 Beds
- 4.5 Baths
- 5,668 Sq Ft
- Built 1965
345 Roaring Brook Rd, Chappaqua, NY 10514

Last Sold Summary
- 24 Days On Market

/36
$1,495,000

Pending
- 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

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