Westchester, NY Homes

• 

  $415,000 Sold May 08, 2025

  • 980 Sq Ft
  • $423/SF
  • 16 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1983

  150 N Bedford Rd Unit C9, Chappaqua, NY 10514

  Welcome to effortless in-town living! This ground-floor condo in sought-after Chappaqua Commons offers an unbeatable location adjacent to downtown Chappaqua's charming shops, restaurants, award-winning schools, and convenient public transportation. Floor-to-ceiling windows flood the living area with natural light, complementing brand-new floors & creating a sunny, inviting atmosphere. With

  Jessica Broomhead Compass Greater NY, LLC

  150 N Bedford Rd Unit C9, 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

  $899,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,541 Sq Ft

  341 Millwood Rd, Chappaqua, NY 10514

  Nestled on nearly 2 acres of serene, wooded land, this beautifully maintained 4-bedroom, 2.5-bath home offers space, comfort, and privacy. The bright and airy eat-in kitchen features abundant cabinet space, a convenient in-kitchen laundry, and a large picture window overlooking the scenic backyard. A sun-filled living room with an oversized picture window enhances the home's warm and inviting

  Jo Ann Reilly Julia B Fee Sothebys Int. Rlty

  341 Millwood Rd, Chappaqua, NY 10514
• 

  $455,000 Sold May 08, 2025

  • 814 Sq Ft
  • $559/SF
  • 44 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1984

  150 North Bedford Ro Chappaqua Rd Unit D1, Chappaqua, NY 10514

  Chappaqua Commons Complex. Location. Location. Location. End-Unit with open floor plan in the heart of Chappaqua! Move right in! Totally renovated and very spacious filled with natural lighting. Impeccable 1 Bedroom with double built-in California closets, 1 updated bath with custom built-in cabinetry and radiant floor heating, modern, updated kitchen with granite countertops and under cabinets

  Alicja Bohmrich Houlihan Lawrence Inc.

  150 North Bedford Ro Chappaqua Rd Unit D1, 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
• 

  

  /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
• 

  $515,000 Sold May 07, 2025

  • 1,387 Sq Ft
  • $371/SF
  • 14 Days On Market

  • 1 Bed
  • 2 Baths
  • Built 1987

  12 Highland Ave Unit C, Chappaqua, NY 10514

  Welcome to 12 Highland Ave, a beautifully updated condo, located in the heart of historic Chappaqua, NY. This move-in-ready home offers the perfect combination of convenience and comfort, just steps from the train station, shops, restaurants, and more.This two-level residence on two levels providing the flexibility to live like a two-bedroom home. The main floor includes a foyer, a bright living

  Natalia Wixom Compass Greater NY, LLC

  12 Highland Ave Unit C, Chappaqua, NY 10514
• 

  Est $1,388,151 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,688 Sq Ft

  25 Meadow Ln, Chappaqua, NY 10514

  25 Meadow Ln, 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
• 

  $1,150,000 Sold May 06, 2025

  • 1,922 Sq Ft
  • $598/SF
  • 8 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1937

  44 Wynnewood Rd, Chappaqua, NY 10514

  Discover your dream home in Chappaqua! Located less than 1 mile from town and train, yet a tranquil retreat surrounded by mature trees on a quiet road. This light filled cape offers the charm and warmth of the 30's with modern conveniences including a fabulous new kitchen with stainless Bosch appliances. The house features exposed white beamed ceilings and wood floors throughout.The floor plan

  Barbara Pagliuca Houlihan Lawrence Inc.

  44 Wynnewood Rd, Chappaqua, NY 10514
• 

  Est $1,419,594 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,022 Sq Ft

  10 Birch Ln, Chappaqua, NY 10514

  10 Birch Ln, 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
• 

  $2,475,000 Sold May 06, 2025

  • 4,974 Sq Ft
  • $498/SF
  • 8 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1986

  27 Neustadt Ln, Chappaqua, NY 10514

  Nestled on a private, picturesque lot in one of Chappaqua's most sought-after cul de sac neighborhoods, this stunning home offers a unique blend of rustic charm and modern luxury. This meticulous Peter Smith designed residence is reminiscent of a classic barn, with floor to ceiling windows and abundance of natural light, enhanced by brand new Marvin windows. Soaring ceilings, exposed beams, and

  Joanne Milch William Raveis-New York, LLC

  27 Neustadt Ln, Chappaqua, NY 10514
• 

  Est $1,076,810 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,355 Sq Ft

  30 Meadow Ln, Chappaqua, NY 10514

  30 Meadow Ln, 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
• 

  $1,620,000 Sold May 05, 2025

  • 2,830 Sq Ft
  • $572/SF
  • 7 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1934

  24 Marcourt Dr, Chappaqua, NY 10514

  Vintage 4-bedroom stone and shingle colonial home showcasing original finishes and modern renovations. This home is located in the Dodge Farms neighborhood of Chappaqua, close to town and the railroad station, situated on 1 level acre of private property with an inground saltwater pool. Inside a traditional floor plan with hardwood floors, the main level with a renovated eat-in kitchen equipped

  Edward Holmes William Raveis-New York, LLC

  24 Marcourt Dr, Chappaqua, NY 10514
• 

  Est $2,375,846 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 5,920 Sq Ft

  36 Gray Rock Ln, Chappaqua, NY 10514

  36 Gray Rock Ln, Chappaqua, NY 10514
• 

  

  /42

  $1,250,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,665 Sq Ft

  51 Hidden Hollow Ln, Millwood, NY 10546

  How about a picture-perfect, 4 bedroom, 2 1/2 bath colonial privately nestled behind a small stand of trees and offering a backyard paradise? Plus, it’s move-in ready. From the moment you turn down the spacious driveway, step out of your car, and walk up to the porticoed front entrance, you will have a lot to look forward to upon stepping inside. Open the front door and you’ll find yourself

  Mary Case Friedner Corcoran Legends Realty

  51 Hidden Hollow Ln, Millwood, NY 10546
• 

  $2,260,000 Sold May 02, 2025

  • 5,376 Sq Ft
  • $420/SF
  • 43 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2006

  8 Kitchel Rd, Mount Kisco, NY 10549

  Welcome to this exceptional 4-bedroom residence in the heart of Chappaqua, nestled within the sought-after Lawrence Farms East neighborhood. This beautifully renovated home perfectly balances modern elegance and comfort, making it a true gem in the Chappaqua school district. As you enter, you'll be captivated by the grand foyer, showcasing a striking staircase and soaring cathedral ceilings that

  Cindy Glynn Compass Greater NY, LLC

  8 Kitchel Rd, Mount Kisco, NY 10549
• 

  Est $1,388,815 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,736 Sq Ft

  71 Oak Hill Rd, Chappaqua, NY 10514

  71 Oak Hill Rd, Chappaqua, NY 10514
• 

  

  /19

  $629,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,608 Sq Ft

  324 N Greeley Ave, Chappaqua, NY 10514

  Welcome to this beautifully renovated home in highly sought after Chestnut Oaks, steps from downtown Chappaqua. A rare opportunity to buy this end unit townhouse in the award-winning Chappaqua school district. This bright and spacious two-bedroom townhouse features a loft, its own washer/drier and balcony. Enjoy stress free living with low maintenance and taxes, close to town with a pool and

  Nick Rie K. Fortuna Realty, Inc.

  324 N Greeley Ave, Chappaqua, NY 10514
• 

  $899,000 Sold Apr 30, 2025

  • 2,114 Sq Ft
  • $425/SF
  • 84 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1953

  595 Quaker Rd, Chappaqua, NY 10514

  Experience sophisticated styling and value with this charming Mid-Century Modern home, thoughtfully set on a private, wooded lot with mature trees and original stone walls. Step inside to a living room that boasts a vaulted, wood-beamed ceiling and a grand brick fireplace, perfect for cozy gatherings. Beautiful hardwood floors and period wainscoting preserve the home's authentic architectural

  Brendan Preston Houlihan Lawrence Inc.

  595 Quaker Rd, Chappaqua, NY 10514
• 

  Est $1,279,577 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,275 Sq Ft

  29 Deepwood Dr, Chappaqua, NY 10514

  29 Deepwood Dr, 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
• 

  $975,000 Sold Apr 29, 2025

  • 1,819 Sq Ft
  • $536/SF
  • 10 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1946

  2 Brook Ln, Chappaqua, NY 10514

  Welcome to 2 Brook Lane, Chappaqua, NY – a beautifully maintained and expanded 3-bedroom home with additional office room, cherished by the same owners for over 30 years. Nestled on a flat quarter-acre corner lot, this delightful residence offers abundant space for gardening and outdoor activities.Upon entering, you'll find a thoughtfully renovated home featuring an open living area that

  MaryAnn Bayer Compass Greater NY, LLC

  2 Brook Ln, Chappaqua, NY 10514
• 

  Est $2,743,379 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 5,017 Sq Ft

  11 North Way, Chappaqua, NY 10514

  11 North Way, 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
• 

  $980,000 Sold Apr 25, 2025

  • 3,412 Sq Ft
  • $287/SF
  • 64 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1988

  24 Overbrook Dr, Millwood, NY 10546

  Luxury living in Cornell Woods in Millwood, NY with Chappaqua Schools. Pristine single family colonial home offering easy living with a wonderful open layout. Welcoming you with modern interiors, freshly painted neutral colored walls, hardwood floors all through out the home. The living, dining and family rooms boast 12ft ceilings with large palladium windows that makes it bright and sunny all

  Christine Ricci Keller Williams NY Realty

  24 Overbrook Dr, Millwood, NY 10546
• 

  Est $1,747,607 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,459 Sq Ft

  15 North Way, Chappaqua, NY 10514

  15 North Way, 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
• 

  $1,780,018 Sold Apr 25, 2025

  • 4,102 Sq Ft
  • $434/SF
  • 7 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1982

  83 Indian Hill Rd, Mount Kisco, NY 10549

  Chappaqua schools, cul-de-sac community convenient to Chapp town/train, Deciccos/MIllwood Shopping Center & Mt Kisco Village. Quintessential CH colonial w high ceilings, gleaming wood floors, flooded w light, nestled on 3+ acres w flat, private backyard. 4 bedrooms including primary suite w large walk-in & en-suite full bath, 3 addt'l BR's & an updated hall bath. Main level features center hall

  Sena Baron William Raveis-New York, LLC

  83 Indian Hill Rd, Mount Kisco, NY 10549
• 

  Est $2,421,594 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,775 Sq Ft

  28 North Way, Chappaqua, NY 10514

  28 North Way, Chappaqua, NY 10514
• 

  

  /38

  $2,950,000 Pending

  • 5 Beds
  • 6.5 Baths
  • 7,038 Sq Ft

  26 Hemlock Hills, Chappaqua, NY 10514

  Introducing this spectacular country retreat, nestled peacefully on over four and a half acres in the leafy and much loved hamlet of Chappaqua. A glorious heated pool, panoramic patios, and endless lawns for play - offering complete privacy and seclusion, while just minutes from Chappaqua’s vibrant downtown and top-rated schools! At the end of the long scenic drive, an architectural beauty

  Wendy Alper Julia B Fee Sothebys Int. Rlty

  26 Hemlock Hills, Chappaqua, NY 10514
• 

  $1,505,000 Sold Apr 22, 2025

  • 3,037 Sq Ft
  • $496/SF
  • 10 Days On Market

  • 2 Beds
  • 3.5 Baths
  • Built 1998

  40 Weavers Hill, Mount Kisco, NY 10549

  Welcome to 40 Weavers Hill, a stunning, renovated home with top of the line appointments, in the highly desirable Riverwoods Community in the esteemed Chappaqua School District. This beautifully renovated two-bedroom unit, which offers the space and versatility of three or four bedrooms, is just a short walk from the community’s indoor and outdoor pools, clubhouse, tennis and pickleball courts!

  Cindy Glynn Compass Greater NY, LLC

  40 Weavers Hill, Mount Kisco, NY 10549
• 

  Est $1,597,269 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,046 Sq Ft

  18 West Way, Chappaqua, NY 10514

  18 West Way, Chappaqua, NY 10514
• 

  

  /32

  $2,499,999 Pending

  • 4 Beds
  • 6 Baths
  • 5,254 Sq Ft

  92 Random Farms Dr, Chappaqua, NY 10514

  Welcome to 92 Random Farms Drive, ideally located in the sought-after Random Farms community of Chappaqua. Completely renovated in 2022, this stunning turnkey residence showcases modern design, luxurious upgrades, and an open layout tailored to today’s lifestyle.The main level features a dramatic double-height entry foyer, a gourmet kitchen outfitted with premium appliances, a sunlit living room,

  Sari Shaw Compass Greater NY, LLC

  92 Random Farms Dr, Chappaqua, NY 10514
• 

  $1,545,000 Sold Apr 21, 2025

  • 2,762 Sq Ft
  • $559/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1940

  41 Deepwood Dr, Chappaqua, NY 10514

  Nestled on nearly three-quarters of an acre, this beautiful and well-maintained Colonial offers natural light, privacy, and a welcoming atmosphere.The entry foyer leads to a spacious living room with built-ins and a wood-burning fireplace, flowing to a sun-drenched family room with French doors opening to lush grounds.The dining room features custom moldings and expansive windows. The kitchen

  Carol Marrone Christie's Int. Real Estate

  41 Deepwood Dr, Chappaqua, NY 10514
• 

  Est $1,402,746 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,763 Sq Ft

  34 Shady Ln, Chappaqua, NY 10514

  34 Shady Ln, Chappaqua, NY 10514
• 

  

  /32

  $1,699,999 Pending

  • 6 Beds
  • 3.5 Baths
  • 3,939 Sq Ft

  122 Valley View Rd, Chappaqua, NY 10514

  Ideally located in the coveted Dodge Farms neighborhood, this classic Colonial offers an exceptional combination of space, charm, and functionality. Set on over 1.2 acres of lush, private property, this six-bedroom, 3.5-bath home is perfect for both everyday living and effortless entertaining. Step inside to find a sun-drenched main level featuring a spacious formal living room with a beautiful

  Sari Shaw Compass Greater NY, LLC

  122 Valley View Rd, Chappaqua, NY 10514
• 

  $1,632,000 Sold Apr 21, 2025

  • 3,211 Sq Ft
  • $508/SF
  • 14 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1963

  81 Cross Ridge Rd, Chappaqua, NY 10514

  This meticulously maintained 4 bedroom/ 3 bathroom ranch/split home on a usable and beautifully landscaped 1.05 acre underwent a major renovation in 2016 which included a fully updated kitchen with high-end appliances including 42"Sub-Zero refrigerator, 6 burner Wolf cooktop w/ custom vent, Wolf convection/steam wall oven, Bosch dishwasher, Sharp microwave drawer, custom cabinets, large center

  Pamela Akin Douglas Elliman Real Estate

  81 Cross Ridge Rd, Chappaqua, NY 10514

Showing Results 241 - 280, Page 7 of 18