New Castle, NY Homes

/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
/12
$9,400 per month
- 4 Beds
- 3.5 Baths
- 2,468 Sq Ft
- House for Rent
187 Croton Ave, Mount Kisco, NY 10549

Move right in to this bright and sunny recently renovated 4 bedroom home in the Chappaqua School District. Enjoy easy living and a great layout for entertaining family and friends. Open concept kitchen - family room with access to wrap around deck and great yard. 1st floor primary with renovated en-suite, walk in closet and sliders to deck, living room, dining room and powder room complete the

Deena Bouchier

Compass Greater NY, LLC

(914) 814-6734

187 Croton Ave, Mount Kisco, NY 10549
$999,000 Sold Jul 29, 2025
- 2,609 Sq Ft
- $383/SF
- 6 Days On Market
- 3 Beds
- 3 Baths
- Built 1927
185 Harriman Rd, Mount Kisco, NY 10549

Nestled on one of Mount Kisco’s most picturesque streets, this beautifully updated three-bedroom home blends timeless charm with modern comfort. Just a short stroll from Burden Preserve and Leonard Park, the location offers both convenience and a tranquil, nature-filled setting. Move-in ready and filled with natural light, the classic first-floor layout features a gracious living room, an

Sonya Cronin Julia B Fee Sothebys Int. Rlty

185 Harriman Rd, Mount Kisco, NY 10549

Est $920,596 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,688 Sq Ft
16 Seth Canyon Dr, Mount Kisco, NY 10549

16 Seth Canyon Dr, Mount Kisco, NY 10549

/27
$210,000
- 2 Beds
- 1 Bath
- 672 Sq Ft
135 - 6 Highland Ave S Unit D1, Ossining, NY 10562

Discover this charming, updated two-bedroom co-op in highly sought-after Highland Terrace. This unique unit offers the convenience of both a main building entrance and its own private entry. Inside, you'll find a spacious and bright primary bedroom with ample closet space, while the versatile second bedroom That is currently being utilized as a home office. Abundant windows fill the living areas

Sherry Wiggs

Houlihan Lawrence Inc.

(914) 601-2993

135 - 6 Highland Ave S Unit D1, Ossining, NY 10562
/25

$2,400 - $6,700 per month

Chappaqua Crossing Apartments

1-3 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
$995,000 Sold Jul 28, 2025
- 5,227 Sq Ft
- $190/SF
- 55 Days On Market
- 5 Beds
- 3.5 Baths
- Built 1900
2 Woodmill Rd, Chappaqua, NY 10514

Spacious Turn-of-the-Century Converted Cider Mill – A True One-of-a-Kind Home! Nestled on just over 1 acre of lush property, this sprawling and unique home was once a cider mill and has been beautifully converted into a spacious residence. Boasting 3 working fireplaces and retaining many of its original architectural details, this home exudes character and charm. With hardwood floors, high wood

Mark Seiden Mark Seiden Real Estate Team

2 Woodmill Rd, Chappaqua, NY 10514

Est $666,647 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,918 Sq Ft
36 Ledgewood Commons, Millwood, NY 10546

36 Ledgewood Commons, Millwood, NY 10546

/49
$2,200,000
- 5 Beds
- 4.5 Baths
- 4,172 Sq Ft
77 Haights Cross Rd, Chappaqua, NY 10514

Timeless elegance meets modern comfort in this enchanting 1901 hunting lodge, masterfully restored in 1991 and recently enhanced. Set on beautifully landscaped grounds with lush gardens, this distinguished home features a dramatic front portico, high ceilings, intricate millwork, and unique architectural details throughout. Grand living spaces include a library/home office with French doors and

Joshua Rogull Julia B Fee Sothebys Int. Rlty

77 Haights Cross Rd, Chappaqua, NY 10514
/35
$6,200 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

Heidi Oliver Houlihan Lawrence Inc.

25 Maple Ave, Chappaqua, NY 10514
$1,605,000 Sold Jul 25, 2025
- 3,365 Sq Ft
- $477/SF
- 4 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1968
55 Old Lyme Rd, Chappaqua, NY 10514

Classic center hall colonial with hilltop setting in desirable cul-de-sac neighborhood offering sewer/natural gas, steps from Grafflin Elem school and close to town and train., Set on gorgeous flat park-like acre surrounded by evergreens, towering trees and specimen plantings with stone walls.. Expansive Ipe deck (2012), patio, and screened porch with transom windows and high ceilings. 3

Sena Baron William Raveis-New York, LLC

55 Old Lyme Rd, Chappaqua, NY 10514

Not Listed For Sale
- 4 Beds
767 King St, Chappaqua, NY 10514

767 King St, Chappaqua, NY 10514

/44
$1,774,000
- 3 Beds
- 3.5 Baths
- 3,614 Sq Ft
21 Wallace Way, Chappaqua, NY 10514

Better than new at Chappaqua Crossings Carriages! Be among the first to experience this spectacular new community featuring a delightful and charming village atmosphere in the heart of Westchester, Chappaqua, NY. This stunning “Byram Newhaven model” situated in a prime location within the community, offers great curb appeal with its expansive front porch, stone walls and specimen plantings; and

Ken Wile Redfin Real Estate

21 Wallace Way, Chappaqua, NY 10514
/9
$2,100 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.

Mary Grant Houlihan Lawrence Inc.

85 Paulding Dr, Chappaqua, NY 10514
$1,570,856 Sold Jul 25, 2025
- 3,269 Sq Ft
- $481/SF
- 323 Days On Market
- 2 Beds
- 3.5 Baths
- Built 2025
16 Dewitt Dr Unit 70, Chappaqua, NY 10514

New Construction! Move in Summer 2025! Greeley Floorplan with primary on first floor. It is ideally sized at 3,269 sq. ft. and includes 2 BR + office, huge loft, finished basement with media room and full bath. The 2-story open concept great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A private rooftop

Thomas Jacovino Toll Brothers Real Estate Inc.

16 Dewitt Dr Unit 70, Chappaqua, NY 10514

Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 4,477 Sq Ft
38 Taylor Rd, Mount Kisco, NY 10549

38 Taylor Rd, Mount Kisco, NY 10549

/9
$1,807,995 Pending
- 2 Beds
- 3.5 Baths
- 3,269 Sq Ft
2 Carriage Ln Unit 81, Chappaqua, NY 10514

HOME IS TO BE BUILT. 2 BR very popular Greeley Floorplan with primary on first floor. We have a model of this home to walk through. It is ideally sized at 3,269 sq. ft. and includes 2 BR + office, huge loft, finished basement with media room and full bath. The 2-story open concept great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner

Thomas Jacovino Toll Brothers Real Estate Inc.

2 Carriage Ln Unit 81, Chappaqua, NY 10514
/17
$4,995 per month
- 3 Beds
- 1.5 Baths
- 2,200 Sq Ft
- Apartment for Rent
52 Orchard Ridge Rd, Chappaqua, NY 10514

Multi-level home featuring large rms and open plan kitch/dining area. Bdrm's are located upstairs and are well sized with beautiful crown molding and large closets. Large, flat backyard perfect for play, outdoor BBQ & entertaining includes your own small garden to grow fresh vegetables for the family. Kitchen with granite countertops, natural gas stove and stainless steel appliances. Mudroom and

Valon Nikci Link NY Realty

52 Orchard Ridge Rd, Chappaqua, NY 10514
$770,000 Sold Jul 24, 2025
- 1,792 Sq Ft
- $430/SF
- 8 Days On Market
- 3 Beds
- 2 Baths
- Built 1976
23 Pineview Rd, Mount Kisco, NY 10549

Welcome to this delightful ranch-style home nestled in the highly desirable Kisco Park neighborhood, part of the acclaimed Chappaqua Central School District. Situated on a level lot adorned with mature trees and landscaping, this inviting property offers a perfect blend of privacy and community, just steps from playgrounds and athletic fields. The main level welcomes you with a sunlit foyer

Cindy Glynn Compass Greater NY, LLC

23 Pineview Rd, Mount Kisco, NY 10549

Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,280 Sq Ft
9 McKesson Hill Rd, Chappaqua, NY 10514

9 McKesson Hill Rd, Chappaqua, NY 10514

/34
$2,195,000
- 4 Beds
- 3.5 Baths
- 4,004 Sq Ft
4 Circle Dr, Mount Kisco, NY 10549

Brand New Construction in the award-winning Chappaqua School District set on over one level acre. Ready for occupancy at the end of July or early August 2025 – just in time for the new school year. With 4 bedrooms and 3.1 bathrooms, it offers a flexible and functional layout with spacious, sunlit interiors that feel welcoming and refined. The open-concept living and dining areas are complemented

Aurora Banaszek Compass Greater NY, LLC

4 Circle Dr, Mount Kisco, NY 10549
/19
$6,400 per month
- 2 Beds
- 4 Baths
- 2,200 Sq Ft
- Condo for Rent
11 Station Place Unit 9, Millwood, NY 10546

Luxury Town House Rental - In Chappaqua Schools. Hardwood floors, stainless steel appliances, granite counters and island, elevator to all floors, crown molding. High ceilings, full sized laundry front loaders on bedroom level. Gas fireplace in LR. Large floored attic for storage. Convenient to shops, restaurant, pharmacy, biking trail across street, elementary, Gedney Park, sports fields and

Cindy Glynn Compass Greater NY, LLC

11 Station Place Unit 9, Millwood, NY 10546
$1,800,000 Sold Jul 24, 2025
- 3,354 Sq Ft
- $537/SF
- 10 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1960
10 Tall Timber, Mount Kisco, NY 10549

Located in the highly sought-after Lawrence Farms East cul-de-sac, this charming 4-bedroom, 2.5-bath home offers both privacy and convenience within the Chappaqua school district. With great curb appeal and mature landscaping, the property has been meticulously maintained and thoughtfully updated, including a newer roof and central A/C. Inside, the generously sized primary bedroom features

Lindsay Matthews Houlihan Lawrence Inc.

10 Tall Timber, Mount Kisco, NY 10549

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

/16
$1,450,000
- 4 Beds
- 5 Baths
- 2,875 Sq Ft
136 Roaring Brook Rd, Chappaqua, NY 10514

Experience the pinnacle of refined living in this newly reimagined modern farmhouse, perfectly sited on a secluded, tree-lined acre in the heart of Chappaqua. With over 2,800 square feet of exquisitely finished space, this residence blends timeless architectural detail with sophisticated, high-end design for the ultimate in quiet luxury. Andersen 400 series windows and doors throughout, most are

Aric Wiser Douglas Elliman Real Estate

136 Roaring Brook Rd, Chappaqua, NY 10514
/30
$4,250 per month
- 4 Beds
- 1 Bath
- 1,100 Sq Ft
- Apartment for Rent
227 Saw Mill River Rd, Millwood, NY 10546

Welcome to this beautifully renovated 4 bed, 1bath apartment in the heart of Millwood. Thoughtfully renovated to modern standards, this residence blends style and function for those seeking a tranquil lifestyle in a charming town.Step inside and admire the details of this home, from porcelain floor tiles with a luxurious marble finish to illuminating recessed lighting throughout, this

Chintan Trivedi RE/MAX In The City

227 Saw Mill River Rd, Millwood, NY 10546
$1,500,000 Sold Jul 24, 2025
- 3,100 Sq Ft
- $484/SF
- 7 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1988
134 Ruxton Rd, Mount Kisco, NY 10549

Turnkey and fully renovated Chappaqua School District townhome with two first floor bedrooms with en-suite baths in the sought after Riverwoods community. Stylish and sophisticated appointments throughout. Finished walkout lower level. Expansive deck. On gas and sewer. An exceptional offering!!

Cindy Glynn Compass Greater NY, LLC

134 Ruxton Rd, Mount Kisco, NY 10549

Not Listed For Sale
- 6 Beds
- 5 Baths
- 3,853 Sq Ft
229 Pinesbridge Rd, Ossining, NY 10562

229 Pinesbridge Rd, Ossining, NY 10562

/43
$1,599,000
- 3 Beds
- 3.5 Baths
- 3,635 Sq Ft
9 Florence Dr, Chappaqua, NY 10514

Welcome to this beautifully updated and meticulously maintained 3-bedroom Colonial that lives like a four-bedroom, ideally located on a quiet cul-de-sac with quick access to town, schools, and train.Step inside to discover a spacious and inviting layout featuring gleaming hardwood floors throughout, two wood-burning fireplaces(one in the formal living room, one in the finished lower

Krystyna Biziaieva Compass Greater NY, LLC

9 Florence Dr, 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
$1,600,000 Sold Jul 22, 2025
- 3,353 Sq Ft
- $477/SF
- 66 Days On Market
- 2 Beds
- 3.5 Baths
- Built 2025
6 Dewitt Dr Unit 65, Chappaqua, NY 10514

As you enter this END UNIT Millwood Elite Fairview, 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 for relaxation with its cozy fireplace and ample natural light. The appealing primary bedroom suite boasts a lavish bath and ample

Andrea Martone Houlihan Lawrence Inc.

6 Dewitt Dr Unit 65, Chappaqua, NY 10514

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

51 Pinesbridge Rd, Ossining, NY 10562

/36
$1,795,000
- 4 Beds
- 3.5 Baths
- 4,576 Sq Ft
20 Little Pine Rd, Mount Kisco, NY 10549

Located at the end of a quiet cul-de-sac, 20 Little Pine Road is a Modern Farmhouse Colonial situated on over an acre of beautifully landscaped grounds. Interior spaces are light and fresh with a wonderful floorplan for everyday living. Approximately 4600 square feet, it houses nine main rooms on two levels. There is additional finished living space in the walk-out lower level. Interior spaces

Mary Dowdle Ginnel Real Estate

20 Little Pine Rd, Mount Kisco, NY 10549
/8
$4,500 per month
- 2 Beds
- 2 Baths
- 1,000 Sq Ft
- Apartment for Rent
91 Bedford Rd Unit 2, Chappaqua, NY 10514

This lovely 2 bed 2 bath end unit features an EIK with glamorous modern style quartz counters, bright open floor plan. Individual balcony. Storage closet. HW/heater, washer/dryer. Quality construction built by highly regarded local builder. Amenities of this architecturally inspired building include Access control intercom/security cameras. FOB. Steel & concrete frame, rock wool insulation. Pre

Grace Priore ERA Insite Realty Services

91 Bedford Rd Unit 2, Chappaqua, NY 10514
$1,995,000 Sold Jul 21, 2025
- 5,216 Sq Ft
- $382/SF
- 18 Days On Market
- 5 Beds
- 4.5 Baths
- Built 2007
64 Sheather Rd, Mount Kisco, NY 10549

Location! Location! Location! Over two peaceful acres in a top estate area. Beautiful grounds with rolling lawns, specimen shrubs and natural woodlands. Refined Country Colonial. Impressive and beautifully finished interior with high ceilings, beautiful hardwoods and substantial moldings. Two-Story Entrance Hall. Formal Living and Dining Rooms for elegant entertaining. Library. Chef’s Kitchen

Benjamin Ginnel Ginnel Real Estate

64 Sheather Rd, Mount Kisco, NY 10549

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

130 Pinesbridge Rd, Ossining, NY 10562

/43
$2,225,000
- 6 Beds
- 6 Baths
- 5,234 Sq Ft
50 Overlook Dr, Chappaqua, NY 10514

50 Overlook Drive, an elegant 6-bedroom colonial Tudor set in a quiet, tree-lined neighborhood. With fresh upgrades completed this month, including interior repainting, carpet-removal to expose wood floors. This one-of-a-kind home is a must see. Meticulously maintained heating and cooling systems, brick exterior, and a classic-tile roof are some of the exceptional features this home can

Wendy Nolan Houlihan Lawrence Inc.

50 Overlook Dr, Chappaqua, NY 10514
/20
$3,500 per month
- 1 Bed
- 1.5 Baths
- 1,100 Sq Ft
- Condo for Rent
352 N Greeley Ave, Chappaqua, NY 10514

Large bright 1Bedroom plus loft in a two story apartment in Chestnut Oaks Condominium. Washer dryer in the unit. Wood fireplace. Short walk to the downtown center and train station. Complex offers Community Pool and Tennis. One car garage included, plus there is unassigned parking and guest parking. Tenant pays all utilities. Landlord will replace kitchen cabinets and kitchen countertop.

Gabriela Kosek ERA Insite Realty Services

352 N Greeley Ave, Chappaqua, NY 10514
$1,501,000 Sold Jul 21, 2025
- 3,525 Sq Ft
- $426/SF
- 15 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1961
23 Cross Ridge Rd, Chappaqua, NY 10514

Spacious 4 bedroom/ 4 bathroom home that lives like a 5+ bedroom in a coveted Chappaqua neighborhood. Light and bright freshly painted updated home with hardwood floors throughout. The first floor has an entry foyer, powder room, eat-in-kitchen with granite countertops and new stainless steel appliances, living room/ dining room with fireplace and sliding doors to a wrap around deck also

Pamela Akin Douglas Elliman Real Estate

23 Cross Ridge Rd, Chappaqua, NY 10514

Est $1,569,374 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

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