Westchester, NY Homes

• 

  Est $2,477,038 Not Listed For Sale

  • 4 Beds
  • 5.5 Baths
  • 3,971 Sq Ft

  69 High Way, Chappaqua, NY 10514

  69 High Way, Chappaqua, NY 10514
• 

  

  

  /9

  $1,699,000 Pending

  • 2 Beds
  • 3.5 Baths
  • 3,269 Sq Ft

  8 Carriage Ln Unit 84, Chappaqua, NY 10514

  Home Under construction a spacious 3269’ ! Move-in by Summer 2025' As you enter the Greeley Newhaven, the exquisite foyer presents sweeping views of this home's open-concept floor plan and luxurious finishes. The spacious kitchen and great room provide the ideal space for entertaining. The casual dining area provides the perfect space for entertaining guests with easy access to the kitchen. The

  Andrea Martone Houlihan Lawrence Inc.

  8 Carriage Ln Unit 84, Chappaqua, NY 10514
• 

  $1,610,000 Sold Jun 16, 2025

  • 3,858 Sq Ft
  • $417/SF
  • 10 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1969

  52 Old Lyme Rd, Chappaqua, NY 10514

  Updated and well appointed 3800+ sq ft, 4 bedroom Colonial on sewer and gas in a Chappaqua, close to town, prime location. This spacious Colonial offers an ideal blend of open flow, comfort, and convenience. A gracious expansive foyer welcomes you to the light-filled living and dining rooms, both featuring bay windows. The gourmet eat-in kitchen boasts top-of-the-line finishes and appliances,

  Cindy Glynn Compass Greater NY, LLC

  52 Old Lyme Rd, Chappaqua, NY 10514
• 

  Est $1,813,738 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,556 Sq Ft

  40 High Way, Chappaqua, NY 10514

  40 High Way, Chappaqua, NY 10514
• 

  

  

  /31

  $1,200,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  29 Begg Dr, Chappaqua, NY 10514

  Welcome to 29 Begg Drive, a meticulously-maintained gem in Chappaqua! This serene property features an open floor plan with hardwood floors, charming traditional architectural features, and numerous upgrades. The sunlit first floor features a kitchen with a large picture window, a living room area, and a dining area. An attached screened-in porch, which overlooks the yard and connects to a large

  Wendy Nolan Houlihan Lawrence Inc.

  29 Begg Dr, Chappaqua, NY 10514
• 

  $1,624,995 Sold Jun 13, 2025

  • 3,352 Sq Ft
  • $485/SF
  • 1 Day On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2025

  22 Dewitt Dr Unit 73, Chappaqua, NY 10514

  Under Construction. As you enter the Millwood Elite, 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

  Thomas Jacovino Toll Brothers Real Estate Inc.

  22 Dewitt Dr Unit 73, Chappaqua, NY 10514
• 

  Est $492,464 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,140 Sq Ft

  373 N Greeley Ave, Chappaqua, NY 10514

  373 N Greeley Ave, Chappaqua, NY 10514
• 

  

  /48

  $1,459,000 Pending

  • 2 Beds
  • 3.5 Baths
  • 3,914 Sq Ft

  144 Burr Farms Rd, Mount Kisco, NY 10549

  Welcome to 144 Burr Farms Road! Nestled at the end of one of Riverwoods’ most expansive driveways and framed by a beautifully manicured front lawn with specimen plantings, this home is a rare find. Privately tucked into one of the most serene corners of this sought-after community—and bordering striking rock outcroppings and a protected nature preserve—this location offers the perfect blend of

  Catherine O'Connor Houlihan Lawrence Inc.

  144 Burr Farms Rd, Mount Kisco, NY 10549
• 

  $1,649,995 Sold Jun 13, 2025

  • 3,269 Sq Ft
  • $505/SF
  • 46 Days On Market

  • 2 Beds
  • 3.5 Baths
  • Built 2025

  9 Dewitt Dr Unit 80, Chappaqua, NY 10514

  Move-in Spring 2025! As you enter the Greeley Fairview, the exquisite foyer presents sweeping views of this home's luxurious finishes. The open-concept kitchen and great room provide the ideal space for entertaining. The casual dining area is adjacent to the kitchen and provides a convenient and intimate setting. The great room is the perfect setting for relaxation with its cozy fireplace and

  Thomas Jacovino Toll Brothers Real Estate Inc.

  9 Dewitt Dr Unit 80, Chappaqua, NY 10514
• 

  Est $423,341 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,008 Sq Ft

  370 N Greeley Ave, Chappaqua, NY 10514

  370 N Greeley Ave, Chappaqua, NY 10514
• 

  

  /40

  $650,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,084 Sq Ft

  375 Quaker Rd, Chappaqua, NY 10514

  Vintage Village Colonial set on a pretty, .85-acre, level, corner lot landscaped with colorful seasonal blooms. Small covered front porch entry. Hardwood floors run throughout the entry foyer, the large front-facing living room with bay window, beamed ceiling and ceiling fan, and the adjoining formal dining room adorned with ornamental tin ceiling and crown and chair-rail molding. The eat-in

  Stacy Levey William Raveis-New York, LLC

  375 Quaker Rd, Chappaqua, NY 10514
• 

  $1,200,000 Sold Jun 11, 2025

  • Land
  • 2.01 Acres
  • $597,015 per Acre

  • 16 Days On Market

  5 Hollow Ridge Rd, Armonk, NY 10504

  Seize the rare opportunity to build your dream home in the prestigious Thomas Wright Estates of Armonk. Now available, this exceptional 2.01-acre lot offers an incredible head start with sewer, gas, and utilities already brought to the property — an invaluable convenience for today’s luxury buyer. Bring your builder and vision to life in one of Armonk’s most coveted estate communities. For those

  Bruce Wenig Houlihan Lawrence Inc.

  5 Hollow Ridge Rd, Armonk, NY 10504
• 

  Est $640,528 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,618 Sq Ft

  328 N Greeley Ave Unit 14C2, Chappaqua, NY 10514

  328 N Greeley Ave Unit 14C2, Chappaqua, NY 10514
• 

  

  /32

  $1,890,000 Pending

  • 4 Beds
  • 5 Baths
  • 4,051 Sq Ft

  50 Kerry Ln, Chappaqua, NY 10514

  Nestled on a coveted lane in Chappaqua, this expanded 4-bedroom Colonial offers an unparalleled blend of privacy, luxury, and charm. Set on over 2 acres of meticulously landscaped grounds, this exceptional property features a stunning gunite heated saltwater pool, lush mature plantings, and a picture-perfect setting that defines upscale suburban living. Step inside to discover a beautifully

  Amy Singer Houlihan Lawrence Inc.

  50 Kerry Ln, Chappaqua, NY 10514
• 

  $1,065,000 Sold Jun 10, 2025

  • 2,128 Sq Ft
  • $500/SF
  • 11 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1957

  19 Bittersweet Ln, Mount Kisco, NY 10549

  This home is located in the Chappaqua School District on a private, level and picturesque 1.1-acre lot with a meandering stream. The covered front entry opens to the bright foyer, leading to the main level filled with natural light. The living room features a wood-burning fireplace and crown molding, while the adjacent dining room opens to a screened patio and deck. The kitchen has

  Edward Holmes William Raveis-New York, LLC

  19 Bittersweet Ln, Mount Kisco, NY 10549
• 

  Est $480,316 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,226 Sq Ft

  301 N Greeley Ave, Chappaqua, NY 10514

  301 N Greeley Ave, Chappaqua, NY 10514
• 

  

  /40

  $1,049,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,590 Sq Ft

  100 Castle Rd, Chappaqua, NY 10514

  Charm. Character. Convenience. Beautiful curb appeal! Welcome home to this wonderful home with rocking chair front porch. Original owners who built this delightful home in 1996. Impeccable 3 bedroom, 3.5 baths Traditional Colonial located in the heart of Chappaqua with level backyard. This home is better than new, it has been extensively renovated in the past 2 years. This modern home has it all:

  Alicja Bohmrich Houlihan Lawrence Inc.

  100 Castle Rd, Chappaqua, NY 10514
• 

  $1,826,000 Sold Jun 10, 2025

  • 3,962 Sq Ft
  • $461/SF
  • 7 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1960

  24 Hunting Ridge Rd, Chappaqua, NY 10514

  Extremely spacious and meticulously maintained 4 bedroom/ 4 bathroom home with almost 4000sf that lives like a 5 bedroom on a cul de sac in a sought after Chappaqua neighborhood! It has an amazing gourmet Chef's Kitchen with large center island, stainless appliances, a spacious eating area with access to the back patio. The kitchen was renovated in 2024 which included new quartz countertops, new

  Pamela Akin Douglas Elliman Real Estate

  24 Hunting Ridge Rd, Chappaqua, NY 10514
• 

  Est $563,163 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,650 Sq Ft

  320 N Greeley Ave, Chappaqua, NY 10514

  320 N Greeley Ave, Chappaqua, NY 10514
• 

  

  /36

  $1,199,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 1,917 Sq Ft

  33 High Way, Chappaqua, NY 10514

  Picture-perfect Colonial in Chappaqua's highly sought after Lawrence Farms South neighborhood. Beautifully updated and impeccably maintained 3-bedroom, 3.5-bath home sits on nearly an acre of level, landscaped property with lush lawns and unparalleled curb appeal. Radiating a perfect blend of classic charm and modern luxury, this home welcomes you with light-filled, well-proportioned living

  Jennifer Harris Compass Greater NY, LLC

  33 High Way, Chappaqua, NY 10514
• 

  $2,922,500 Sold Jun 10, 2025

  • 5,836 Sq Ft
  • $501/SF
  • 127 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1901

  51 Granite Ct, Chappaqua, NY 10514

  Sophisticated and Stunning Chappaqua Estate! Sure to please the most discerning buyer, this fully modernized Normandy-styled estate, sited on magnificent property, in a a cul-de-sac, walking distance to schools and parks, is one of a kind. This distinctive home, owned by two esteemed art collectors, and dating back to the late 1800s, has been meticulously overhauled with impeccable taste,

  Cindy Glynn Compass Greater NY, LLC

  51 Granite Ct, Chappaqua, NY 10514
• 

  Est $1,380,037 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,812 Sq Ft

  9 Pine Cliff Rd, Chappaqua, NY 10514

  9 Pine Cliff Rd, Chappaqua, NY 10514
• 

  

  /36

  $1,695,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 4,233 Sq Ft

  14 Laurel Ln, Chappaqua, NY 10514

  Welcome to your own private oasis. This contemporary 3-bedroom home sits on 2 serene acres at the end of a quiet cul-de-sac and offers 4,200 sq ft of beautifully designed living space. With clean lines, open floor plans, and oversized windows, the home is filled with natural light and calming views of the surrounding landscape from virtually every room of the home. Designed for both productivity

  Maura Mcspedon William Raveis Real Estate

  14 Laurel Ln, Chappaqua, NY 10514
• 

  $1,502,500 Sold Jun 09, 2025

  • 2,426 Sq Ft
  • $619/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1960

  60 Cross Ridge Rd, Chappaqua, NY 10514

  Easy living in this comfortable, light-filled, classic split-level home endowed with spacious rooms, an expanded designer kitchen w/windowed breakfast area & adjoining sunroom w/slider to deck set on a useful, flat, 1.37-acre parcel. Welcoming formal living room w/wood burning fireplace and large picture windows front & rear. Centrally-located formal dining room easily accommodates large

  Stacy Levey William Raveis-New York, LLC

  60 Cross Ridge Rd, Chappaqua, NY 10514
• 

  Est $1,143,709 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,352 Sq Ft

  111 Commodore Rd, Chappaqua, NY 10514

  111 Commodore Rd, Chappaqua, NY 10514
• 

  

  /45

  $2,699,000 Pending

  • 4 Beds
  • 6.5 Baths
  • 5,354 Sq Ft

  35 Overlook Dr, Chappaqua, NY 10514

  Welcome to this timeless and sophisticated Colonial, perfectly sited on meticulously landscaped grounds in one of Chappaqua’s most coveted neighborhoods. Just minutes from town, train, and top-rated schools, this exceptional residence seamlessly blends classic architectural charm with modern luxury. This fully renovated and expanded home offers 4 spacious bedrooms (lives like 5), 6.1 beautifully

  Cindy Glynn Compass Greater NY, LLC

  35 Overlook Dr, Chappaqua, NY 10514
• 

  $1,800,000 Sold Jun 07, 2025

  • 6,814 Sq Ft
  • $264/SF
  • 43 Days On Market

  • 7 Beds
  • 6 Baths
  • Built 1969

  85 Haights Cross Rd, Chappaqua, NY 10514

  Come experience not only an extraordinarily designed residence, additionally enjoy a home set atop quite possibly one of the highest viewpoints in Chappaqua. Commissioned by the Mechner family in 1969, architect John Koster worked closely with present owners to develop a property like no other. Sited on 8.86 wooded acres with vintage log cabin and sculptural stone outcroppings inspired a

  Amy Via Houlihan Lawrence Inc.

  85 Haights Cross Rd, Chappaqua, NY 10514
• 

  Est $1,261,543 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,219 Sq Ft

  345 Quaker Rd, Chappaqua, NY 10514

  345 Quaker Rd, Chappaqua, NY 10514
• 

  

  /40

  $849,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,318 Sq Ft

  90 Shingle House Rd, Millwood, NY 10546

  Eco-Friendly Income Opportunity in Chappaqua Schools – Expanded Cape + Detached CottageSet on a peaceful, landscaped half-acre in the Chappaqua School District, this well-maintained, expanded Cape offers flexible living with a lighter environmental footprint. The 3-bedroom main home (lives like a 4-bedroom) and a separate 1-bedroom cottage provide space for guests, extended family, or extra

  MaryAnn Bayer Compass Greater NY, LLC

  90 Shingle House Rd, Millwood, NY 10546
• 

  $1,320,000 Sold Jun 06, 2025

  • 2,628 Sq Ft
  • $502/SF
  • 6 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1968

  7 Oak Hill Rd, Chappaqua, NY 10514

  Welcome to 7 Oak Hill Road, Chappaqua, a spacious and lovingly maintained 4-Bed/3-Bath Raised Ranch set on a flat .67-acre parcel on a neighborly street and buffered by a bird sanctuary. A covered front porch introduces a double-door entry. Large windows front and rear bathe the wide, open living and dining rooms in soft, natural light. Dine casually in the morning-sun-facing breakfast area of

  Stacy Levey William Raveis-New York, LLC

  7 Oak Hill Rd, Chappaqua, NY 10514
• 

  Est $1,586,944 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,248 Sq Ft

  36 Commodore Rd, Chappaqua, NY 10514

  36 Commodore Rd, Chappaqua, NY 10514
• 

  

  /33

  $1,599,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,859 Sq Ft

  106 Random Farms Dr, Chappaqua, NY 10514

  A rare gem in the coveted Random Farms community, this original estate home is truly exceptional. This lovingly-maintained 5-bedroom Colonial boasts an open layout and a private backyard retreat, feeling incredibly welcoming and spacious. The first floor includes a bright and airy alcove that leads into a grand dining and living room featuring a striking fireplace and a powder room. The eat-in

  Wendy Nolan Houlihan Lawrence Inc.

  106 Random Farms Dr, Chappaqua, NY 10514
• 

  $1,020,000 Sold Jun 04, 2025

  • 3,005 Sq Ft
  • $339/SF
  • 14 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1988

  7 Deer Ridge, Millwood, NY 10546

  Welcome to Cornell Woods, a picturesque enclave in the prestigious Chappaqua school district! This charming and updated colonial is move-in ready and awaits its new owners. Step into the warm and inviting new open eat-in kitchen, perfect for cozy dinners by the fireplace. Featuring modern stainless-steel appliances, luxurious granite countertops and a spacious center island this kitchen is a

  Anthony Sibio Coldwell Banker Realty

  7 Deer Ridge, Millwood, NY 10546
• 

  Est $1,866,000 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,432 Sq Ft

  85 Commodore Rd, Chappaqua, NY 10514

  85 Commodore Rd, Chappaqua, NY 10514
• 

  

  /23

  $820,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,925 Sq Ft

  149 King St Unit 15, Chappaqua, NY 10514

  149 King Street offers a rare opportunity to live in downtown Chappaqua where restaurants, shops, playgrounds, farmers market, library, train, school and Starbucks are all within walking distance. This bright and pristine end unit townhome boasts a no step covered entry level which offers access to the garage, utilities, laundry and a den/playroom. The second level consists of an open

  Janet Short Houlihan Lawrence Inc.

  149 King St Unit 15, Chappaqua, NY 10514
• 

  $1,875,000 Sold Jun 03, 2025

  • 3,567 Sq Ft
  • $526/SF
  • 21 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1981

  70 Indian Hill Rd, Mount Kisco, NY 10549

  Welcome to this beautiful 4-bedroom Center-Hall Colonial nestled in a highly sought-after neighborhood within the top-rated Chappaqua School District.The home is set back on 2+ acres of level land for ultimate privacy and provides stunning year-round views perfect to enjoy in every season. The expansive, sun-filled living room invites the golden morning sunlight in, highlighting an open and airy

  Holly Tsuei Houlihan Lawrence Inc.

  70 Indian Hill Rd, Mount Kisco, NY 10549
• 

  Est $1,459,045 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,550 Sq Ft

  6 Chappaqua Mountain Rd, Chappaqua, NY 10514

  6 Chappaqua Mountain Rd, Chappaqua, NY 10514
• 

  

  /10

  $1,689,995 Pending

  • 2 Beds
  • 3.5 Baths
  • 3,614 Sq Ft

  4 Carriage Ln Unit 82, Chappaqua, NY 10514

  Under Construction- Summer 2025 Move-in. 3614 square feet ! Designer features already selected. Home includes a finished basement with full bath, media room and many more upgrades. The 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 roaring fireplace will warm the entire home. A private rooftop

  Andrea Martone Houlihan Lawrence Inc.

  4 Carriage Ln Unit 82, Chappaqua, NY 10514
• 

  $970,000 Sold May 30, 2025

  • 1,923 Sq Ft
  • $504/SF
  • 11 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1850

  33 Kipp St, Chappaqua, NY 10514

  Welcome to 33 Kipp Street in Chappaqua, a vintage country farmhouse that exudes charm and character. Perched on a picturesque hillside, this three-bedroom home invites you in with its classic rocking chair front porch—a perfect spot to unwind and enjoy the serene surroundings.Spanning 1,923 square feet, the home was lovingly restored in 2011, seamlessly blending historic charm with modern

  Deena Bouchier Compass Greater NY, LLC

  33 Kipp St, Chappaqua, NY 10514
• 

  Est $1,461,427 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,945 Sq Ft

  2 Chappaqua Mountain Rd, Chappaqua, NY 10514

  2 Chappaqua Mountain Rd, Chappaqua, NY 10514

Showing Results 201 - 240, Page 6 of 18