Chappaqua, NY Homes

• 

  Est $2,499,174 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 5,570 Sq Ft

  95 Valley Ln, Chappaqua, NY 10514

  95 Valley Ln, Chappaqua, NY 10514
• 

  $1,630,000 Sold Aug 28, 2025

  • 3,269 Sq Ft
  • $499/SF
  • 72 Days On Market

  • 2 Beds
  • 3.5 Baths
  • Built 2025

  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
• 

  Est $1,350,238 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 4,447 Sq Ft

  1266 Hardscrabble Rd, Chappaqua, NY 10514

  1266 Hardscrabble Rd, Chappaqua, NY 10514
• 

  $2,075,000 Sold Aug 28, 2025

  • 3,531 Sq Ft
  • $588/SF
  • 74 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1950

  33 North Way, Chappaqua, NY 10514

  Life's a breeze in this elegant, Hamptons-esque Cape Cod set on 2.67 verdant acres with sparkling, heated, gunite, in-ground pool within prestigious Lawrence Farms South. A towering flagpole stands sentry in the impressive stone walled circular drive. The cedar shingle residence exudes charm from the moment you enter and has a great layout for entertaining. A welcoming entry immediately

  Stacy Levey William Raveis-New York, LLC

  33 North Way, Chappaqua, NY 10514
• 

  Est $1,257,703 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,186 Sq Ft

  24 Hilltop Dr, Chappaqua, NY 10514

  24 Hilltop Dr, Chappaqua, NY 10514
• 

  $1,815,090 Sold Aug 28, 2025

  • 3,087 Sq Ft
  • $588/SF
  • 14 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1936

  90 Prospect Dr, Chappaqua, NY 10514

  Welcome to 90 Prospect Drive, a timeless Dutch Colonial nestled on over an acre of picturesque, park-like land in the heart of Chappaqua’s walkable village center. Just a 7-minute stroll to town, train, restaurants, shops, and parks, and only a 5-minute drive to Whole Foods and Life Time Fitness, this rare in-town gem also sits in one of Westchester’s most sought-after school districts. Set back

  Stacy Levey William Raveis-New York, LLC

  90 Prospect Dr, Chappaqua, NY 10514
• 

  Est $1,349,811 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,762 Sq Ft

  20 Hilltop Dr, Chappaqua, NY 10514

  20 Hilltop Dr, Chappaqua, NY 10514
• 

  $1,695,000 Sold Aug 27, 2025

  • 4,233 Sq Ft
  • $400/SF
  • 47 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1955

  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
• 

  Est $1,305,751 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,836 Sq Ft

  48 Hilltop Dr, Chappaqua, NY 10514

  48 Hilltop Dr, Chappaqua, NY 10514
• 

  $1,658,000 Sold Aug 25, 2025

  • 3,614 Sq Ft
  • $459/SF
  • 47 Days On Market

  • 2 Beds
  • 3.5 Baths
  • Built 2025

  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
• 

  Est $1,591,633 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,369 Sq Ft

  2 West Way, Chappaqua, NY 10514

  2 West Way, Chappaqua, NY 10514
• 

  $2,635,000 Sold Aug 25, 2025

  • 6,649 Sq Ft
  • $396/SF
  • 10 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1999

  8 Turtleback Way, Chappaqua, NY 10514

  Introducing a luxurious lifestyle at 8 Turtleback Way in the prestigious Hardscrabble Lake Community of Chappaqua. This private neighborhood graced with delightful lakes is perfect for peaceful strolls and getting in your daily steps. It also offers the convenience of door-to-door school bus service within the top-rated Chappaqua School District. Nestled on a magnificent 1.24-acre lot, this 6,649

  Michele Iasich-Pagnotta Houlihan & O'Malley R. E. Serv

  8 Turtleback Way, Chappaqua, NY 10514
• 

  Est $2,171,017 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 6,444 Sq Ft

  1 Green Ln, Chappaqua, NY 10514

  1 Green Ln, Chappaqua, NY 10514
• 

  $1,300,000 Sold Aug 25, 2025

  • 2,018 Sq Ft
  • $644/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1953

  74 Seven Bridges Rd, Chappaqua, NY 10514

  Welcome to 74 Seven Bridges Road in Chappaqua—a home that perfectly blends comfort and style.This inviting home features an open floor plan designed for effortless living and entertaining. Enter into a large foyer with a smart mud room tucked away to the side. Here you also have direct and easy access to the garage. Once inside you will appreciate the warmth and sophistication this home

  Joanna Rizoulis Julia B Fee Sothebys Int. Rlty

  74 Seven Bridges Rd, Chappaqua, NY 10514
• 

  Est $1,605,629 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,291 Sq Ft

  55 Shadow Brook Pkwy, Chappaqua, NY 10514

  55 Shadow Brook Pkwy, Chappaqua, NY 10514
• 

  $1,600,000 Sold Aug 22, 2025

  • 3,859 Sq Ft
  • $415/SF
  • 40 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1920

  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
• 

  Est $566,353 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  309 N Greeley Ave Unit 5C1, Chappaqua, NY 10514

  309 N Greeley Ave Unit 5C1, Chappaqua, NY 10514
• 

  $1,025,000 Sold Aug 22, 2025

  • 2,590 Sq Ft
  • $396/SF
  • 19 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1996

  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
• 

  Est $619,224 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,563 Sq Ft

  377 N Greeley Ave Unit 39A, Chappaqua, NY 10514

  377 N Greeley Ave Unit 39A, Chappaqua, NY 10514
• 

  $1,100,000 Sold Aug 22, 2025

  • 1,880 Sq Ft
  • $585/SF
  • 54 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1925

  34 Glenside Place, Chappaqua, NY 10514

  Live minutes from the heart of Chappaqua! Commuters dream to live in this charming tudor-style home near all everyday amenities. Nestled on 1.11 acres, with 3-bedrooms and 2 bathrooms, this fully renovated residence offers timeless character and thoughtful updates throughout. The main level features an inviting entry foyer, a chef’s eat-in kitchen equipped with a gas oven/range, microwave, and

  Christine Ricci Keller Williams NY Realty

  34 Glenside Place, Chappaqua, NY 10514
• 

  Est $430,387 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
• 

  $820,000 Sold Aug 20, 2025

  • 1,925 Sq Ft
  • $426/SF
  • 15 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1988

  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
• 

  Est $535,018 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
• 

  $752,000 Sold Aug 19, 2025

  • 2,084 Sq Ft
  • $361/SF
  • 17 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1910

  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
• 

  Est $486,283 Not Listed For Sale

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

  325 N Greeley Ave, Chappaqua, NY 10514

  325 N Greeley Ave, Chappaqua, NY 10514
• 

  $999,000 Sold Aug 18, 2025

  • 2,313 Sq Ft
  • $432/SF
  • 3 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1924

  326 Millwood Rd, Chappaqua, NY 10514

  Welcome to this enchanting, character and light-filled Colonial, nestled on beautiful grounds in the sought-after Chappaqua school district. This gracious home blends timeless character with modern updates, featuring a WOW chef’s kitchen with stainless appliances, a travertine countertops, that has been proudly showcased in Old House Journal magazine. Thoughtfully designed for both everyday

  Cindy Glynn Compass Greater NY, LLC

  326 Millwood Rd, Chappaqua, NY 10514
• 

  Est $589,204 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
• 

  $999,999 Sold Aug 18, 2025

  • 2,300 Sq Ft
  • $435/SF
  • 21 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1930

  9 Campfire Rd, Chappaqua, NY 10514

  Welcome to this true storybook home in the heart of Chappaqua. Lives like a 3 bedroom and more. The exquisitely renovated kitchen is expertly crafted with custom cabinetry, quartzite countertops, gas range and herringbone floors. Enter the home through an elegant arched foyer that opens to a sophisticated living room with a gas fireplace, creating a warm and inviting ambience. The dining room

  Therese Herrero Coldwell Banker Realty

  9 Campfire Rd, Chappaqua, NY 10514
• 

  Est $1,402,079 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
• 

  $1,020,000 Sold Aug 18, 2025

  • 1,824 Sq Ft
  • $559/SF
  • 33 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1964

  8 Elizabeth St, Chappaqua, NY 10514

  Welcome to 8 Elizabeth Street – A Charming, Turnkey Colonial nestled on a quiet cul-de-sac street. A beautifully updated three-bedroom, two-and-a-half-bathroom Colonial that seamlessly blends style, comfort, and convenience. Step inside to discover a thoughtfully designed layout, where large, updated windows flood the home with natural light. The spacious living room is an inviting gathering

  Jennifer Harris Compass Greater NY, LLC

  8 Elizabeth St, Chappaqua, NY 10514
• 

  Est $1,153,809 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
• 

  $1,623,500 Sold Aug 14, 2025

  • 2,539 Sq Ft
  • $639/SF
  • 14 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1973

  24 Glen Terrace, Chappaqua, NY 10514

  Welcome to 24 Glen Terrace, Chappaqua, a gracious and well-maintained Colonial imbued with country charm serenely set at the end of a quiet cul-de-sac. Welcoming tiled entry foyer introduces expansive front-to-back living room with double French doors, large front-facing bay window and slider to rear deck. Adjoining formal dining room with fireplace easily accommodates feasts or fests. A skylit,

  Stacy Levey William Raveis-New York, LLC

  24 Glen Terrace, Chappaqua, NY 10514
• 

  Est $1,305,888 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
• 

  $1,172,018 Sold Aug 13, 2025

  • 2,334 Sq Ft
  • $502/SF
  • 7 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1947

  180 Millwood Rd, Chappaqua, NY 10514

  Welcome to a home full of warmth, charm, and everyday comfort — perfectly situated right across from beautiful Gedney Park and just around the corner from the elementary school.This inviting 4-bedroom, 2.5-bathroom home has everything you need for easy, relaxed living. Step inside to a bright and welcoming living room, a private office ideal for working from home, and a comfortable family

  Danae Richards William Raveis-New York, LLC

  180 Millwood Rd, Chappaqua, NY 10514
• 

  Est $1,957,847 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
• 

  $2,282,000 Sold Aug 11, 2025

  • 5,254 Sq Ft
  • $434/SF
  • 17 Days On Market

  • 4 Beds
  • 6 Baths
  • Built 1990

  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

  Sari Shaw Compass Greater NY, LLC

  92 Random Farms Dr, Chappaqua, NY 10514
• 

  Est $1,482,484 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
• 

  $1,825,000 Sold Aug 11, 2025

  • 3,814 Sq Ft
  • $479/SF
  • 7 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1956

  33 W Orchard Rd, Chappaqua, NY 10514

  Beautiful, spacious, completely renovated three bedroom, four bathroom ranch style home that lives like a five bedroom on a quiet cul-de-sac neighborhood street in the Chappaqua school district. This home has undergone a comprehensive renovation in the last 8 years where every detail has been carefully crafted to blend sophistication, elegance, and functionality. The rear private yard

  Amanda Goldberg William Raveis-New York, LLC

  33 W Orchard Rd, Chappaqua, NY 10514
• 

  Est $1,415,811 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
• 

  $1,890,000 Sold Aug 08, 2025

  • 4,561 Sq Ft
  • $414/SF
  • 7 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1785

  42 Seven Bridges Rd, Chappaqua, NY 10514

  Featured in Westchester magazine’s “Best Places to Live 2016” as an outstanding example of a Federal style colonial residence, this one-of-a-kind classic offers architectural integrity combined w impeccable present day renovations & amenities. This 5BR/3.1Bth colonial offers center hall layout, multiple fireplaces, exposed hand hewn beamed ceilings, post & beam construction in upper level, wide

  Sena Baron William Raveis-New York, LLC

  42 Seven Bridges Rd, Chappaqua, NY 10514

Showing Results 121 - 160, Page 4 of 18