New Castle Township, NY Homes

/37
$900,000
- 3 Beds
- 2.5 Baths
- 3,990 Sq Ft
81 Glendale Rd, Ossining, NY 10562

Fully Available. Fantastic find for nature lovers seeking total stillness away form the City hustle and bustle, just a short 1 hr train ride from Manhattan! 14.5 wooded acres with beautiful stone outcroppings and a few clearings, suitable for chickens, goats and/or horses. The property has rustic outbuildings and walking paths that connect to Teatown trails. This home has large rooms with

Helena Macintyre North Country Sothebys Int Rlt

81 Glendale Rd, Ossining, NY 10562
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/26
$8,000 per month
- 4 Beds
- 3 Baths
- 3,141 Sq Ft
- House for Rent
49 Commodore Rd, Chappaqua, NY 10514

Picture perfect center hall colonial. Ideal executive rental, walk to town and train. Living room with fireplace, dining room with sliders to large deck, and modern eat-in kitchen. Bedroom and full bath on first level, perfect for au-pair or guest suite. Primary bedroom with en-suite bath, featuring double sink vanity, jacuzzi tub and stand alone shower. Two more hall bedrooms, well-appointed

Gail Silverstein ERA Insite Realty Services

49 Commodore Rd, Chappaqua, NY 10514
$2,300,000 Sold Nov 20, 2025

24 North Way, Chappaqua, NY 10514
- 3 Beds
- 3.5 Baths
- 3,960 Sq Ft
- Built 1986
Last Sold Summary
- 24% Above List Price
- $581/SF
- 7 Days On Market
Last Listing Agent Pamela Akin Douglas Elliman Real Estate

24 North Way, Chappaqua, NY 10514

Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,427 Sq Ft
16 Maria Ln, Ossining, NY 10562

16 Maria Ln, Ossining, NY 10562

/14
$1,100,000 Pre-Foreclosure
- 3 Beds
- 2 Baths
- 1,992 Sq Ft
65 Red Oak Ln, Mount Kisco, NY 10549

Accepted Offer!! at the end of a quiet dead-end street and within the highly regarded Chappaqua school district, this delightful ranch-style home at 65 Red Oak Lane in Mount Kisco offers a perfect blend of comfort and charm. With 1,992 square feet of living space, plus an additional 789 square feet of a Partially finished basement with endless possibilities, the home sits gracefully alongside the

Klevis Tana Howard Hanna Rand Realty

65 Red Oak Ln, Mount Kisco, NY 10549
/19
$4,400 per month
- 2 Beds
- 1 Bath
- 1,100 Sq Ft
- House for Rent
547 King St Unit B, Chappaqua, NY 10514

Move right in to this freshly painted home with a beautifully renovated eat-in kitchen and new flooring. High ceilings add to the open feel, offering 2 bedrooms, 1 full bath, plus a versatile den/office. Perfectly located close to town, shops, restaurants, train, bus, and major routes — a blend of comfort and convenience!

Patricia DelVecchio William Raveis Real Estate

547 King St Unit B, 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 $1,615,794

Last Listing Agent Catherine O'Connor Houlihan Lawrence Inc.

395 Bedford Rd, Chappaqua, NY 10514

Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,182 Sq Ft
504 Millwood Rd, Mount Kisco, NY 10549

504 Millwood Rd, Mount Kisco, NY 10549

/29
$1,199,900 Pending
- 4 Beds
- 2.5 Baths
- 2,069 Sq Ft
111 Seven Bridges Rd, Chappaqua, NY 10514

Welcome to this sparkling sun-filled ranch, this beautifully updated 4 bedroom/2.1 bath home offers an easy living floorplan, lovely landscaped property and easy access to top rated schools, shops and commuter train. Over 2000 sq ft, on an acre, offering privacy amidst a neighborhood feel. Newly renovated bathrooms, updated kitchen, freshly painted interior, and gleaming newly refinished white

Sena Baron William Raveis-New York, LLC

111 Seven Bridges Rd, Chappaqua, NY 10514
/21
$5,990 per month
- 3 Beds
- 2 Baths
- 1,912 Sq Ft
- House for Rent
235 Douglas Rd, Chappaqua, NY 10514

This beautifully updated rental offers a bright, open layout and a prime location just under a mile from downtown Chappaqua and the Metro North station—perfect for easy commuting and enjoying all the local spots. Freshly painted and move-in ready, the home is available furnished or unfurnished. The main level features a sun-filled living and dining area, an updated kitchen, a spacious primary

Danielle Della Pella Compass Greater NY, LLC

235 Douglas Rd, Chappaqua, NY 10514
$1,560,000 Sold Jan 10, 2025

21 Taylor Rd, Mount Kisco, NY 10549
- 3 Beds
- 4 Baths
- 3,957 Sq Ft
- Built 1965
Last Sold Summary
- 18% Below List Price
- $394/SF
- 67 Days On Market
Current Estimated Value $1,648,075

Last Listing Agent Reza Zoroufie Siano & Company Ltd.

21 Taylor Rd, Mount Kisco, NY 10549

Not Listed For Sale
- 8 Beds
- 8 Baths
- 5,337 Sq Ft
51 Pinesbridge Rd, Ossining, NY 10562

51 Pinesbridge Rd, Ossining, NY 10562

/2
$239,000
- Land
- 2.02 Acres
- $118,317 per Acre
181 Somerstown Rd, Millwood, NY 10546

2+ acres of Land in Chappaqua School District. Calling all Buyers that can't find what they're looking for in a single family home...Build Your own home just the way you like! Moments from Shopping, Highways and Schools. Over 150' of frontage. Needs Zoning, Planning, BOH approvals. Get started today. Additional Information: SoilType:Unknown,

Andrea Martone Houlihan Lawrence Inc.

181 Somerstown Rd, Millwood, NY 10546
/35
$5,400 per month
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
- House for Rent
25 Maple Ave, Chappaqua, NY 10514

Charming 3-Bedroom, 2-Bath Home in the Heart of Chappaqua! Welcome to this beautifully updated home located just steps from the train, shops, schools, and restaurants in vibrant downtown Chappaqua. This move-in ready residence features three spacious bedrooms and two full bathrooms, perfect for comfortable family living. Recent upgrades include fresh interior paint, new energy-efficient window,

Heidi Oliver Houlihan Lawrence Inc.

25 Maple Ave, 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 $1,736,749

Last Listing Agent Andrea Martone Houlihan Lawrence Inc.

19 Wallace Way Unit 25, Chappaqua, NY 10514

Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,644 Sq Ft
130 Pinesbridge Rd, Ossining, NY 10562

130 Pinesbridge Rd, Ossining, NY 10562

/13
$1,985,000
- 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
/26
$9,500 per month
- 4 Beds
- 4 Baths
- 3,000 Sq Ft
- House for Rent
306 Quaker Rd, Chappaqua, NY 10514

Smartly renovated 1930's Colonial walking distance to town, train, shops & school. Impressive columned front portico w/double-door entry. Formal living room w/fireplace & crown molding. Formal dining room w/French doors to patio & crown molding. High-end kitchen features Wolf, Fisher Paykel & Bosch appliances open to family room w/cathedral ceiling & French doors to patio. Main floor den/office

Stacy Levey William Raveis-New York, LLC

306 Quaker 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 $3,423,891

Last Listing Agent Sari Shaw Compass Greater NY, LLC

5 Briarcliff Rd, Chappaqua, NY 10514

Not Listed For Sale
- 5 Beds
- 3 Baths
- 2,754 Sq Ft
49 Spring Valley Rd, Ossining, NY 10562

49 Spring Valley Rd, Ossining, NY 10562

/38
$3,495,000
- 5 Beds
- 9 Baths
- 8,519 Sq Ft
218 Croton Ave, Mount Kisco, NY 10549

This impressive cedar and stone Colonial is elegantly positioned on an expansive 5+ acre, private resort-caliber property bordering protected land. Premium materials and custom finishes throughout. The interiors boast soaring ceilings, bespoke details, open floorplan and grand windows framing picturesque views of the manicured grounds. The elegant double-height entry foyer opens to formal rooms

Brian Milton Compass Greater NY, LLC

218 Croton Ave, Mount Kisco, NY 10549
/26
$2,800 per month
- 1 Bed
- 1 Bath
- 900 Sq Ft
- Condo for Rent
150 N Bedford Rd Unit 5A, Chappaqua, NY 10514

This spacious townhouse is waiting for you to come home! This well-appointed one-bedroom, one-bathroom home will pleasantly surprise you. As you enter the house, a large living area will greet you with polished wooden flooring and plenty of sunlight from the floor-to-ceiling windows. The adjoining kitchen is stylish and practical, with ample wooden cabinets contrasting beautifully with the dark

Xiao Hua Herman NextHome GoodLife

150 N Bedford Rd Unit 5A, 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 $963,847

Last Listing Agent Sherry Wiggs Houlihan Lawrence Inc.

21 Vails Ln, Ossining, NY 10562

Not Listed For Sale
- 6 Beds
- 4.5 Baths
- 4,692 Sq Ft
219 Hamilton Rd, Chappaqua, NY 10514

219 Hamilton Rd, Chappaqua, NY 10514

/48
$1,999,999 Pending
- 3 Beds
- 4.5 Baths
- 3,880 Sq Ft
19 Stony Hollow, Chappaqua, NY 10514

Living like a four-bedroom, this gracious and spacious three-bedroom plus bonus room modern Colonial shines from top to bottom from the meticulous maintenance and updates by the original owners. A welcoming, grand two-story entry introduces a large formal living room brightly illuminated by large front- and side-facing windows, recessed lighting and a wood-burning fireplace. French doors add

Stacy Levey William Raveis-New York, LLC

19 Stony Hollow, Chappaqua, NY 10514
$1,050,000 Sold Feb 27, 2025

106 Marcourt Dr, Chappaqua, NY 10514
- 4 Beds
- 3 Baths
- 2,814 Sq Ft
- Built 1961
Last Sold Summary
- 6% Above List Price
- $373/SF
- 35 Days On Market
Current Estimated Value $1,154,367

Last Listing Agent Madelyn Ricciardi Houlihan Lawrence Inc.

106 Marcourt Dr, Chappaqua, NY 10514

Est $1,666,451 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,973 Sq Ft
370 Sarles St, Mount Kisco, NY 10549

370 Sarles St, Mount Kisco, NY 10549

/33
$999,999
- 3 Beds
- 2.5 Baths
- 2,220 Sq Ft
105 Douglas Rd, Chappaqua, NY 10514

.Welcome to this unique and charming carriage home nestled in the heart of Chappaqua. Bright and sunny, set on a private 0.69-acre lot. This well-maintained residence blends timeless character with modern updates. Step inside to a welcoming entry foyer that leads to a spacious living room, complete with a cozy fireplace and French doors opening to a secluded patio — perfect for entertaining or

Al Posillico Keller Williams Realty Group

105 Douglas Rd, 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

Est $2,594,749 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 4,249 Sq Ft
16 Kittle Rd, Chappaqua, NY 10514

16 Kittle Rd, Chappaqua, NY 10514

/44
$2,299,000
- 2 Beds
- 3.5 Baths
- 3,269 Sq Ft
22 Carriage Ln, Chappaqua, NY 10514

Introducing a stunning, contemporary, brand-new, lavish, luxury townhouse at sold-out Chappaqua Crossings. This coveted end unit sits on an ultra-premium lot with exquisite, wooded views and privacy on all three sides. Designed for discerning modern living, this home features a first-floor primary suite, rooftop deck with outdoor kitchen, and a fully finished basement with gym/media room, wet bar

Daniel Ansell JLJ Realty

22 Carriage Ln, Chappaqua, NY 10514
$1,632,000 Sold Apr 21, 2025

81 Cross Ridge Rd, Chappaqua, NY 10514
- 4 Beds
- 3 Baths
- 3,211 Sq Ft
- Built 1963
Last Sold Summary
- 17% Above List Price
- $508/SF
- 14 Days On Market
Current Estimated Value $1,687,899

Last Listing Agent Pamela Akin Douglas Elliman Real Estate

81 Cross Ridge Rd, Chappaqua, NY 10514

Est $1,758,353 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 4,045 Sq Ft
55 Cowdin Cir, Chappaqua, NY 10514

55 Cowdin Cir, Chappaqua, NY 10514

/47
$3,499,000 Pending
- 4 Beds
- 7 Baths
- 7,708 Sq Ft
5 Sutton Farm Dr, Chappaqua, NY 10514

Nestled on over 5 private, professionally landscaped acres in the exclusive cul-de-sac of Sutton Farm within Chappaqua’s esteemed Whippoorwill area, this custom-designed and custom-built Shingle Style home is a rare and refined first opportunity. Completed in 2008 by a renowned builder and architect, the 4+ bedroom home (lives like a 5/6) has been meticulously detailed with luxurious, high-end

Cindy Glynn Compass Greater NY, LLC

5 Sutton Farm 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
Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

81 Hidden Hollow Ln, Millwood, NY 10546

Est $1,757,830 Not Listed For Sale
- 4 Beds
- 4 Baths
- 3,689 Sq Ft
70 Cowdin Cir, Chappaqua, NY 10514

70 Cowdin Cir, Chappaqua, NY 10514

/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
$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

Est $662,434 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,266 Sq Ft
10 Birch Dr, Mount Kisco, NY 10549

10 Birch Dr, Mount Kisco, NY 10549

/48
$1,375,000 Pending
- 4 Beds
- 2.5 Baths
- 2,541 Sq Ft
341 Millwood Rd, Chappaqua, NY 10514

Discover the perfect balance of modern design and peaceful living at 341 Millwood Road. Set on nearly 2 acres of wooded privacy within the Chappaqua School District, this completely renovated 4-bedroom, 2.5-bath Raised Ranch has been transformed from top to bottom. Every detail shines - from new flooring, doors, moldings, lighting, and baths to a stunning eat-in kitchen with GE Cafe

Lauren Zaccaria Houlihan Lawrence Inc.

341 Millwood Rd, Chappaqua, NY 10514

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