Chappaqua, NY Homes

• 

  $1,500,000 Sold Apr 14, 2025

  • 4,183 Sq Ft
  • $359/SF
  • 13 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1991

  3 Greenridge Dr, Chappaqua, NY 10514

  Nestled above a tranquil cul-de-sac street, this incredibly maintained, sunny, contemporary combines elegance with practicality across 2.4 private acres. The open and airy design ensures a smooth flow throughout the home.As you enter, you're welcomed by a striking vaulted entryway leading to a sunny family room with a stone fireplace, a versatile sunroom/office, and a kitchen with direct

  MaryAnn Bayer Compass Greater NY, LLC

  3 Greenridge Dr, 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
• 

  

  

  /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
• 

  $1,313,550 Sold Apr 07, 2025

  • 5,590 Sq Ft
  • $235/SF
  • 15 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1978

  50 North Place, Chappaqua, NY 10514

  Looking for a great opportunity? Look no more! This property has tons ofpotential and is average in living space size for the neighborhood. It islocated close to main roads with easy access to local amenities, such asshopping, banking, schools, and various eateries. Per our appraisal describe the property as a SFR (Contemporary) built in 1978. It has a GLA of approx. 5590and

  Christopher Rose REALHome Services & Solutions

  50 North Place, 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
• 

  

  /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
• 

  $765,000 Sold Apr 07, 2025

  • 2,249 Sq Ft
  • $340/SF
  • 93 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1948

  12 Pines Ln, Chappaqua, NY 10514

  Delightful 1940s expanded ranch sits on a lovely 1/2 acre parcel in a super convenient location. The house interior has been freshly painted and has many recent improvements including refinished hardwood floors, a brand new 200-amp electric panel and a new roof. At the heart of the home is the living room with its high ceilings, walls of glass and fireplace. The lower level features a playroom,

  David Turner Compass Greater NY, LLC

  12 Pines Ln, Chappaqua, NY 10514
• 

  Est $1,081,995 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
• 

  

  /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
• 

  $875,000 Sold Apr 03, 2025

  • 1,664 Sq Ft
  • $526/SF
  • 6 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1988

  149 King St Unit 19, Chappaqua, NY 10514

  Location. Location. Location. Movie right in! Impeccable 2 bedroom 2.5 bath with a Loft, 2-attached car garage, deck, end-unit in the heart of Chappaqua! This beautiful home has it all: elegant interior, a wonderful vista of surrounding countryside, open floor plan, hardwood floors on main floor, very bright with wall of new windows throughout. Main level consits of modern eat-in-kitchen with

  Alicja Bohmrich Houlihan Lawrence Inc.

  149 King St Unit 19, Chappaqua, NY 10514
• 

  Est $1,245,783 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

  $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
• 

  $1,925,000 Sold Mar 31, 2025

  • 3,610 Sq Ft
  • $533/SF
  • 8 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1957

  15 Gedney Way, Chappaqua, NY 10514

  Presenting a classic and meticulously maintained Bradley-built, 3,610 sq ft, 4/5-bedroom Colonial, complete with an in-ground swimming pool, nestled on over 1.5 idyllic level acres in one of Chappaqua’s most sought-after cul-de-sac neighborhoods. The home exudes tremendous curb appeal, showcasing a well-maintained exterior that welcomes you with its timeless elegance. Inside, the home offers

  Cindy Glynn Compass Greater NY, LLC

  15 Gedney Way, Chappaqua, NY 10514
• 

  Est $1,523,048 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
• 

  

  /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
• 

  $635,000 Sold Mar 28, 2025

  • 1,724 Sq Ft
  • $368/SF
  • 6 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  173 Birchwood Close Unit 173, Chappaqua, NY 10514

  Welcome to this beautifully maintained, sun-filled, 2-bedroom, 2-bath end unit located in the sought-after Old Farm Lake Condominiums, within the award-winning Chappaqua School District. Perfectly situated just moments from the train station, schools, shops, and restaurants, this home offers the ultimate in convenience and community living. Step inside to discover gleaming hardwood floors and an

  Cindy Glynn Compass Greater NY, LLC

  173 Birchwood Close Unit 173, Chappaqua, NY 10514
• 

  Est $1,773,466 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
• 

  

  /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
• 

  $745,000 Sold Mar 25, 2025

  • 1,296 Sq Ft
  • $575/SF
  • 63 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1986

  105 Rambling Brook Rd, Chappaqua, NY 10514

  Situated in the highly sought-after Old Farm Lake complex, this bright 2-bedroom condo boasts high ceilings and an abundance of natural light. It offers a carefree lifestyle with exceptional amenities. Just a 5-minute drive to the Metro-North train station and the vibrant downtown area of Chappaqua offering easy access to dining, shopping, and entertainment. Enter through a tiled foyer into the

  Mark Boyland Keller Williams Realty Partner

  105 Rambling Brook Rd, 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
• 

  

  /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
• 

  $912,483 Sold Mar 21, 2025

  • 1,440 Sq Ft
  • $634/SF
  • 133 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1905

  9 Elm St, Chappaqua, NY 10514

  This 2-family duplex offers an incredible opportunity for both investors and homeowners alike. Prime neighborhood location in the shopping district, close to the train and schools in Chappaqua NY. Each unit features a covered front porch, two bedrooms, hardwood floors, private laundry, and outdoor deck space to a shared yard. Situated on a level 0.26-acre lot, the property includes a private

  Edward Holmes William Raveis-New York, LLC

  9 Elm 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
• 

  

  /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
• 

  $2,875,000 Sold Mar 21, 2025

  • 6,177 Sq Ft
  • $465/SF
  • 158 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1987

  76 Valley Ln, Chappaqua, NY 10514

  Stone pillars lead to this turnkey Colonial with a stunning, serene pool and spa setting & expansive yard. Sited on 2 supremely private, landscaped acres on a desirable, quiet street. Scrupulously maintained by original owner, this home has been updated with top level quality for style and functionality. The home and layout exude warmth and grace for everyday living, intimate family gatherings

  Harriet Libov Houlihan Lawrence Inc.

  76 Valley Ln, 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
• 

  

  /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
• 

  $2,244,055 Sold Mar 18, 2025

  • 4,847 Sq Ft
  • $463/SF
  • 6 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1993

  19 Random Farms Cir, Chappaqua, NY 10514

  Welcome to 19 Random Farms Circle, nestled within the highly sought-after Random Farms Community in Chappaqua. This exceptional colonial home features four spacious bedrooms and lives like six, offering generous space to accommodate all your needs.The property has been meticulously maintained, with refinished hardwood floors (completed in December 2024) and freshly painted interiors

  Sari Shaw Compass Greater NY, LLC

  19 Random Farms Cir, 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
• 

  

  /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
• 

  $1,607,000 Sold Mar 11, 2025

  • 2,911 Sq Ft
  • $552/SF
  • 14 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1962

  64 Cowdin Cir, Chappaqua, NY 10514

  Nestled in the highly sought-after Lawrence Farms East neighborhood, this charming Colonial combines timeless character with sophisticated, modern updates. Step inside to discover a beautifully re-imagined interior that effortlessly blends traditional warmth with today’s contemporary living. The updated kitchen is a true highlight, offering a stylish space perfect for both casual dining and

  Wendy Nolan Houlihan Lawrence Inc.

  64 Cowdin Cir, Chappaqua, NY 10514
• 

  Est $2,048,584 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,536 Sq Ft

  1 Birch Ln, Chappaqua, NY 10514

  1 Birch Ln, 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
• 

  $1,662,500 Sold Mar 08, 2025

  • 4,085 Sq Ft
  • $407/SF
  • 9 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1978

  20 Lawrence Frm Crswy, Chappaqua, NY 10514

  Discover this beautifully updated and turnkey Contemporary home, ideally situated on a private, usable acre in a highly desirable Chappaqua neighborhood. This residence features an open floor plan with soaring cathedral ceilings, sun-drenched rooms, and captivating open spaces, creating an ideal flow for entertaining. The newly renovated chef’s kitchen seamlessly connects to a stunning family

  Cindy Glynn Compass Greater NY, LLC

  20 Lawrence Frm Crswy, Chappaqua, NY 10514
• 

  Est $1,082,913 Not Listed For Sale

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

  30 Meadow Ln, Chappaqua, NY 10514

  30 Meadow Ln, 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
• 

  $1,200,000 Sold Feb 28, 2025

  • 2,288 Sq Ft
  • $524/SF
  • 3 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1994

  30 Lori Ln, Chappaqua, NY 10514

  Move right in! Enjoy easy living in this updated, sun-filled home located in a quiet neighborhood close to downtown Chappaqua. This meticulously maintained home offers a spacious and open layout ideal for entertaining and everyday gatherings. The renovated eat in kitchen with granite countertops and large center island opens to the dining room and sun-drenched family room with doors to the

  Dana Goldman Compass Greater NY, LLC

  30 Lori Ln, Chappaqua, NY 10514
• 

  Est $1,335,106 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
• 

  

  /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
• 

  $1,050,000 Sold Feb 27, 2025

  • 2,814 Sq Ft
  • $373/SF
  • 35 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1961

  106 Marcourt Dr, Chappaqua, NY 10514

  Dodge Farm Home for Sale – Minutes from the Heart of Chappaqua! This 4-bedroom, 3-bath home is just minutes from town, the train station, and top-rated schools. Offering spacious living space with modern amenities across multiple levels, it provides plenty of space and privacy for all. The Primary Suite features dual closets and an updated bath. Three additional bedrooms and two hall baths are

  Madelyn Ricciardi Houlihan Lawrence Inc.

  106 Marcourt Dr, Chappaqua, NY 10514

Showing Results 161 - 200, Page 5 of 18