Westchester, NY Homes

• 

  $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 $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
• 

  

  

  /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
• 

  $1,200,000 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 $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
• 

  

  /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
• 

  $1,065,000 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 $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
• 

  

  /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
• 

  $1,826,000 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 $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
• 

  

  /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
• 

  $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 $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
• 

  

  /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
• 

  $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 $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

  $1,695,000 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
• 

  $1,800,000 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 $1,380,037 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
• 

  

  /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
• 

  $1,320,000 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 $1,143,709 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
• 

  

  /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
• 

  $1,020,000 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 $1,261,543 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
• 

  

  /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 $1,586,944 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
• 

  

  /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 $1,866,000 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
• 

  

  /7

  $1,658,995 Pending

  • 2 Beds
  • 3.5 Baths
  • 3,353 Sq Ft

  11 Wallace Way Unit 18, Chappaqua, NY 10514

  To be Built! Spring 2025 move-in. 3485 square feet ! Still time to personalize interior finishes at our luxury Design Studio. Final building for sale at Chappaqua Crossing! A roaring fireplace will warm the entire home. A private rooftop terrace with included outdoor gas fireplace, 2- car garage and the highest quality interior appointments you've come to expect from Toll Brothers round out this

  Andrea Martone Houlihan Lawrence Inc.

  11 Wallace Way Unit 18, Chappaqua, NY 10514
• 

  $1,558,667 Sold May 30, 2025

  • 2,945 Sq Ft
  • $529/SF
  • 23 Days On Market

  • 2 Beds
  • 3.5 Baths
  • Built 2024

  20 Dewitt Dr Unit 72, Chappaqua, NY 10514

  HOME IS UNDER CONSTRUCTION- READY FOR FALL 2024 CLOSING2 BR Briarcliff Floorplan with primary on first floor. A finished basement with half bath give plenty of room for everyone to enjoy. This outstanding home is located in a great location facing greenspace on one side and forest views from the rooftop deck. It is located in the heart of the neighborhood where you can walk to shopping, cafes,

  Thomas Jacovino Toll Brothers Real Estate Inc.

  20 Dewitt Dr Unit 72, Chappaqua, NY 10514
• 

  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
• 

  

  /33

  $1,999,999 Pending

  • 4 Beds
  • 5.5 Baths
  • 5,365 Sq Ft

  18 Brandon Dr, Mount Kisco, NY 10549

  Discover a home of modern opulence nestled on a tree-lined street in the prestigious Chappaqua School District. This impressive residence showcases the builder's dedication to craftsmanship, seamlessly blending high-quality wood, stone, metal, and glass to highlight its stunning features. As you drive through the neighborhood, you can't help but feel humbled by the beauty surrounding you. Upon

  Kile Boga-Ibric Houlihan Lawrence Inc.

  18 Brandon Dr, Mount Kisco, NY 10549
• 

  $2,300,000 Sold May 29, 2025

  • 4,490 Sq Ft
  • $512/SF
  • 6 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1992

  25 Random Farms Dr, Chappaqua, NY 10514

  Welcome to this sophisticated 4-bedroom Colonial in Random Farms, one of Chappaqua’s most sought-after communities. Designed with an open-flow layout and abundant natural light, this home offers effortless connectivity between spacious living areas—ideal for everyday living, entertaining, and working from home.Recent enhancements include a new roof, solar panels, and upgraded mechanical systems,

  Sari Shaw Compass Greater NY, LLC

  25 Random Farms Dr, 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
• 

  

  /45

  $749,900 Pending

  • 4 Beds
  • 2 Baths
  • 1,644 Sq Ft

  403 Saw Mill River Rd, Millwood, NY 10546

  Perhaps the best buy in the Chappaqua School District! This expanded Cape Cod ringed by mature trees has been well-maintained and updated as a multi-generation family hub for almost 60 years. Now it's ready to start that nurturing cycle again with a new family on nearly 2/3 of an acre with water views and lake access on Tara Lake, but no HOA fees or restrictions. The private beach area is open

  Allison Jaffe Key Real Estate Services, LLC

  403 Saw Mill River Rd, Millwood, NY 10546
• 

  $727,500 Sold May 28, 2025

  • 1,660 Sq Ft
  • $438/SF
  • 11 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1984

  386 N Greeley Ave Unit 43B, Chappaqua, NY 10514

  Welcome to 386 N. Greeley Ave, a beautifully renovated, move-in-ready home located in the sought-after Chestnut Oaks community in Chappaqua. This bright and spacious two-bedroom condo offers offers low-maintenance living with the perfect blend of style, comfort, and convenience. Located in the award-winning Chappaqua School District, this sun-filled upper-level unit has been thoughtfully updated

  Rachel Lacoste Houlihan Lawrence Inc.

  386 N Greeley Ave Unit 43B, Chappaqua, NY 10514

Showing Results 201 - 240, Page 6 of 18