Westchester, NY Homes

/37
$2,675,000
- 4 Beds
- 4.5 Baths
- 5,541 Sq Ft
17 Hammond Ridge Rd, Mount Kisco, NY 10549

Welcome to Hammond Ridge, the sought after neighborhood in Bedford Corners. This majestic Colonial offers the perfect balance of sophistication and comfort for today’s modern living. The approach up the driveway reveals a home with a stately and welcoming presence. Inside, natural light pours through large picture windows filling every room with warmth and openness. The layout is designed for

Susan Slotnick William Raveis Real Estate

17 Hammond Ridge Rd, Mount Kisco, NY 10549
/20
$2,990 per month
- 2 Beds
- 1 Bath
- 950 Sq Ft
- Apartment for Rent
227 Saw Mill River Rd Unit 1, Millwood, NY 10546

Welcome to this beautifully renovated 2 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 Unit 1, Millwood, NY 10546
$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

Est $1,994,777 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,505 Sq Ft
18 Greeley Ct, Mount Kisco, NY 10549

18 Greeley Ct, Mount Kisco, NY 10549

/36
$1,200,000
- 4 Beds
- 2.5 Baths
- 2,447 Sq Ft
21 Kipp St, Chappaqua, NY 10514

Step into this beautifully updated 4-bedroom, 2.5-bathroom home, just a short stroll from the vibrant shops, dining, and charm of downtown Chappaqua. Perfectly situated for an easy city commute, this home offers the ideal blend of convenience and tranquility. Inside, you'll find generously sized rooms filled with natural light. The serene primary suite provides a peaceful retreat at the end of

Vanessa Catalano Julia B Fee Sothebys Int. Rlty

21 Kipp St, 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

Est $2,973,964 Not Listed For Sale
- 4 Beds
- 5.5 Baths
- 7,764 Sq Ft
63 Cowdin Ln, Chappaqua, NY 10514

63 Cowdin Ln, Chappaqua, NY 10514

/14
$600,000
- 3 Beds
- 2 Baths
- 880 Sq Ft
380 Whippoorwill Rd, Chappaqua, NY 10514

This charming cottage has been completely reimagined, seamlessly blending timeless character with modern luxury. Fully gut-renovated and thoughtfully redesigned from top to bottom, this inviting home offers the perfect retreat—whether you're seeking a serene weekend escape or a full-time residence.Ideally located just minutes from downtown Chappaqua and seconds from Chappaqua Crossing, Horace

Christine Anderson Compass Greater NY, LLC

380 Whippoorwill 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

Est $2,651,811 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 5,337 Sq Ft
11 Hammond Ridge Rd, Mount Kisco, NY 10549

11 Hammond Ridge Rd, Mount Kisco, NY 10549

/32
$849,000
- 4 Beds
- 2.5 Baths
- 1,584 Sq Ft
73 S Bedford Rd, Chappaqua, NY 10514

Welcome home to this well-maintained residence in the heart of vibrant Chappaqua! This 4 bedroom and 2.5 full bathroom house is located in the award-winning Chappaqua school district. Step inside to discover gleaming hardwood floors throughout, a cozy living room with a wood-burning fireplace, and a bright, charming dining room. The kitchen features ample cabinetry, granite countertops, and

Thomas Hennerty

73 S Bedford Rd, Chappaqua, NY 10514
$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

Est $1,744,893 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 2,795 Sq Ft
111 Tripp St, Mount Kisco, NY 10549

111 Tripp St, Mount Kisco, NY 10549

/43
$1,149,000 Open Sun 11:30AM - 1:30PM
- 4 Beds
- 2.5 Baths
- 2,600 Sq Ft
29 Meadow Ln, Chappaqua, NY 10514

Location, Location, Location. Welcome to the sought-after hamlet of Chappaqua! 29 Meadow Lane is nestled on a charming Cul-De-Sac in a quiet and beautiful neighborhood, this lovely home sitting on over a half-acre offers the perfect blend of comfort, elegance, and versatility. The open concept main floor features a spacious sun-lit dining area, kitchen, living room and sunroom. With 4 bedrooms

Daniel Berger RE/MAX Prestige Properties

29 Meadow Ln, Chappaqua, NY 10514
$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

Est $1,392,920 Not Listed For Sale
- 2 Beds
- 3 Baths
- 4,626 Sq Ft
133 Westwood Dr, Mount Kisco, NY 10549

133 Westwood Dr, Mount Kisco, NY 10549

/28
$799,000 Open Sun 1PM - 3PM
- 2 Beds
- 2.5 Baths
- 1,767 Sq Ft
149 King St Unit 4, Chappaqua, NY 10514

Experience the vibrancy and user-friendly vibe of the Hamlet of Chappaqua in this very special move-in ready, end-unit townhouse, which could be the one you’ve been waiting for. Perfectly located, it is walkable to train, schools, restaurants, shops, farmer’s market, town hall, library and more. It offers generous space with flexibility of use featuring two large bedrooms, plus loft, lower level

Nancy Jones Julia B Fee Sothebys Int. Rlty

149 King St Unit 4, 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

Est $3,597,444 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 8,406 Sq Ft
115 Westwood Dr, Mount Kisco, NY 10549

115 Westwood Dr, Mount Kisco, NY 10549

/39
$979,000
- 6 Beds
- 4 Baths
- 4,559 Sq Ft
210 Seven Bridges Rd, Mount Kisco, NY 10549

A truly one-of-a-kind investment opportunity in the sought-after Chappaqua School District—2 houses for the price of one! This eclectic & historic property offers unmatched versatility, character & endless potential. Originally built in 1926 as a horse stable & previously home to a Houlihan Lawrence office, the property has served multiple uses over time, including commercial space & residential

Scott O'Shea Howard Hanna Rand Realty

210 Seven Bridges Rd, Mount Kisco, NY 10549
$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

Est $1,225,469 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,059 Sq Ft
39 Kitchel Rd, Mount Kisco, NY 10549

39 Kitchel Rd, Mount Kisco, NY 10549

/39
$2,660,000
- 5 Beds
- 5.5 Baths
- 5,907 Sq Ft
61 Carolyn Place, Chappaqua, NY 10514

Located in the coveted Whippoorwill estate area, 61 Carolyn Place presides on 2.19 manicured acres and overlooks the Whippoorwill Country Club’s private golf course. Meticulous details abound with lofty ceilings and spacious rooms, complemented by warm, inviting, intimate spaces and outdoor areas. An open gourmet kitchen and breakfast room flow to the grand two-story family room and dedicated

Richard Hopple Julia B Fee Sothebys Int. Rlty

61 Carolyn Place, 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 $1,246,498 Not Listed For Sale
- 4 Beds
- 2 Baths
- 3,257 Sq Ft
15 Kitchel Rd, Mount Kisco, NY 10549

15 Kitchel Rd, Mount Kisco, NY 10549

/47
$3,199,000
- 4 Beds
- 4.5 Baths
- 6,542 Sq Ft
93 Haights Cross Rd, Chappaqua, NY 10514

Exceptional and sophisticated Nantucket shingle style Colonial on 3.66 private acres in one of Chappaqua’s most desirable neighborhoods, offers the perfect balance of casual elegance and resort-style living. Just 45 minutes from NYC and minutes to town, train, and top-rated schools, this turnkey home offers unmatched convenience and luxury. Designed for both everyday comfort and effortless

Cindy Glynn Compass Greater NY, LLC

93 Haights Cross Rd, Chappaqua, NY 10514
$1,125,000 Sold Jul 21, 2025
- 1,888 Sq Ft
- $596/SF
- 18 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1958
16 Garey Dr, Chappaqua, NY 10514

Step into a beautifully refreshed Chappaqua residence. This inviting home boasts stunning wooded views, creating a serene and tranquil atmosphere. The thoughtfully designed layout flows seamlessly, connecting a spacious formal living room, an elegant dining area, and a bright, eat-in kitchen. From the kitchen, step out onto a large deck, perfect for alfresco dining and entertaining amidst the

Sherry Wiggs Houlihan Lawrence Inc.

16 Garey Dr, Chappaqua, NY 10514

Est $1,878,821 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,958 Sq Ft
7 Jeffrey Ln, Chappaqua, NY 10514

7 Jeffrey Ln, Chappaqua, NY 10514

/46
$1,099,000
- 3 Beds
- 2 Baths
- 1,918 Sq Ft
124 Seven Bridges Rd, Chappaqua, NY 10514

This beautiful Chappaqua house sits on 3.25 acres surrounded by formal gardens and woods. Designed by the renowned Westchester architect James Renwick Thomson in the 30's, this home seamlessly incorporates both elements of formal sophistication along with more casual charm. It is a one-of-a-kind gem, containing Palladian windows, vaulted ceiling, custom wood work, bay windows, Dutch doors,

Douglas Dill Houlihan Lawrence Inc.

124 Seven Bridges Rd, Chappaqua, NY 10514
$1,775,000 Sold Jul 17, 2025
- 3,587 Sq Ft
- $495/SF
- 7 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1969
3 Sunset Dr, Chappaqua, NY 10514

Welcome to your beautifully maintained 4-bedroom Colonial at 3 Sunset Drive in the heart of Chappaqua! This charming home boasts 3.5 bathrooms and offers a spacious 3,587 square feet of living space. Step inside to find oak wood flooring throughout and a wood-paneled home office, perfect for working from home. Large windows fill the space with natural light, creating a warm and inviting

Debra Goldenberg Compass Greater NY, LLC

3 Sunset Dr, Chappaqua, NY 10514

Est $1,259,575 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,137 Sq Ft
45 Jeffrey Ln, Chappaqua, NY 10514

45 Jeffrey Ln, Chappaqua, NY 10514

/30
$879,000
- 3 Beds
- 3 Baths
- 1,692 Sq Ft
550 Saw Mill River Rd, Millwood, NY 10546

The Pride of Homeownership Starts Here. Tucked away in the highly sought-after Chappaqua School District, this meticulously maintained Raised Ranch blends comfort, style, and functionality in all the right ways. Step inside to find a bright and open layout—perfect for everyday living and entertaining. The spacious living room flows effortlessly into the dining

Yara Annechiarico At Home With Yara Realty

550 Saw Mill River Rd, Millwood, NY 10546
$950,000 Sold Jul 17, 2025
- 2,296 Sq Ft
- $414/SF
- 6 Days On Market
- 3 Beds
- 3 Baths
- Built 1976
514 Saw Mill River Rd, Millwood, NY 10546

Meticulously Maintained 3-Bedroom, 3-Bath Home in Chappaqua SchoolsThe sunny and bright layout offers plenty of living space and well-manicured outdoor space for entertaining. Upon entering, the sunlit living room welcomes you with a cathedral ceiling and stone fireplace. The formal dining room leads to the sliding glass door to a wood deck, convenient indoor/outdoor entertainment flow,

Hiralben Trivedi Compass Greater NY, LLC

514 Saw Mill River Rd, Millwood, NY 10546

Est $1,078,870 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,122 Sq Ft
16 Roaring Brook Rd, Chappaqua, NY 10514

16 Roaring Brook Rd, Chappaqua, NY 10514

/30
$1,240,000
- 5 Beds
- 3 Baths
- 3,200 Sq Ft
26 Mayberry Rd, Chappaqua, NY 10514

Welcome to 26 Mayberry Road, a charming and spacious 5-bedroom expanded ranch-style home on a quiet cul-de-sac street in the Chappaqua school district. Set on a private, landscaped acre, this home offers scenic views from the elevated deck and large stone patio just off the walkout lower level. The main floor features a versatile and inviting layout with formal living and dining rooms, a kitchen

Edward Holmes William Raveis-New York, LLC

26 Mayberry Rd, Chappaqua, NY 10514
$1,325,000 Sold Jul 17, 2025
- 4,192 Sq Ft
- $316/SF
- 13 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1955
6 Noyes Rd, Mount Kisco, NY 10549

Sprawling ranch on a prime corner, one-acre lot surrounded by pretty yards all around. Chappaqua schools and train. Ideal for mother/daughter or in-law setup. Covered, rocking-chair front porch leads to a welcoming entry foyer. A powder room is tucked aside. Spacious and gracious living room adorned with an extra-large picture window display, wood-burning fireplace, built-in cabinetry, recessed

Stacy Levey William Raveis-New York, LLC

6 Noyes Rd, Mount Kisco, NY 10549

Est $1,368,610 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,356 Sq Ft
416 Bedford Rd, Chappaqua, NY 10514

416 Bedford Rd, Chappaqua, NY 10514

/44
$2,950,000
- 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
$999,000 Sold Jul 16, 2025
- 2,700 Sq Ft
- $370/SF
- 53 Days On Market
- 4 Beds
- 4 Baths
- Built 1868
196 Pinesbridge Rd, Ossining, NY 10562

**FREE EGGS!** Seize the opportunity to own this incredible farmhouse, perfectly designed for those who dream of expansive property, vibrant gardens, lush fresh berries, and the delight of raising chickens right in your backyard. This enchanting antique farmhouse, originally built in 1868, has undergone a meticulous renovation that seamlessly integrates modern conveniences while preserving the

Cindy Kief Corcoran Legends Realty

196 Pinesbridge Rd, Ossining, NY 10562

Est $880,529 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,294 Sq Ft
135 Armonk Rd, Mount Kisco, NY 10549

135 Armonk Rd, Mount Kisco, NY 10549

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