Recently Sold Chappaqua, NY Homes

• 

  $1,280,000 Sold Sep 03, 2025

  • 2,212 Sq Ft
  • $579/SF
  • 14 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1934

  5 Crossways, Chappaqua, NY 10514

  Move right into this walk-to-town beautifully updated 4-bedroom, 2.5-bath Colonial that offers the perfect balance of classic charm and modern convenience. Just steps from the heart of Chappaqua, this home features an open-concept layout and flexible spaces ideal for everyday living and effortless entertaining.Step through the storybook Dutch door to a light-filled, double-height entry with a

  Jill Urban Compass Greater NY, LLC

  5 Crossways, Chappaqua, NY 10514
• 

  Explore Chappaqua

• 

  $1,850,000 Sold Sep 02, 2025

  • 3,102 Sq Ft
  • $596/SF
  • 7 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1959

  42 Cross Ridge Rd, Chappaqua, NY 10514

  Meticulously maintained move-in ready home on a park-like acre with an incredible flat, usable and private backyard with extensive mature trees and landscaping. This 3 bedroom/ 3 full bathroom house with hardwood flooring and recessed lighting throughout, has a perfect option for an additional guest bedroom/ office on the first floor and countless special features such as an in-ground sprinkler

  Pamela Akin Douglas Elliman Real Estate

  42 Cross Ridge Rd, 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
• 

  $1,890,000 Sold Aug 28, 2025

  • 4,051 Sq Ft
  • $467/SF
  • 13 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1960

  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
• 

  $1,630,000 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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $1,445,000 Sold Aug 07, 2025

  • 2,652 Sq Ft
  • $545/SF
  • 5 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1951

  12 Pond Hill Rd, Chappaqua, NY 10514

  Picture perfect Cape on level landscaped property with lush lawns radiates curb appeal. Beautifully updated and impeccably maintained with a blend of classic charm and modern luxury. Light-filled rooms with gleaming hardwood floors enhance the well proportioned living spaces. The renovated eat-in kitchen features white cabinetry, stainless steel appliances, quartz countertops and tasteful

  Jennifer Harris Compass Greater NY, LLC

  12 Pond Hill Rd, Chappaqua, NY 10514
• 

  $1,560,000 Sold Aug 07, 2025

  • 2,246 Sq Ft
  • $695/SF
  • 10 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1935

  45 Crossways, Chappaqua, NY 10514

  Storybook 1930’s-era Tudor-style shingle cottage delightfully renovated & updated with all the comforts for the 21st century. Believed to be originally derived from Standard Homes Co. classic Densmore model. A welcoming entry vestibule with French door introduces a wide, front-facing living room, warmed by a stout wood-burning fireplace. Gather together in the dining room to enjoy holiday feasts

  Stacy Levey William Raveis-New York, LLC

  45 Crossways, Chappaqua, NY 10514
• 

  $875,000 Sold Aug 06, 2025

  • 2,541 Sq Ft
  • $344/SF
  • 32 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1964

  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
• 

  $1,615,000 Sold Aug 01, 2025

  • 4,099 Sq Ft
  • $394/SF
  • 13 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1985

  7 High Point Cir, Chappaqua, NY 10514

  Beautifully positioned at the end of a quiet cul-de-sac, this contemporary home offers style and serenity in a prime Chappaqua location. Designed with today’s lifestyle in mind, the open and airy floor plan features soaring ceilings, floor-to-ceiling windows, and sun-drenched spaces throughout. A beautifully updated modern kitchen flows seamlessly into expansive living and dining areas, ideal for

  Cindy Glynn Compass Greater NY, LLC

  7 High Point Cir, Chappaqua, NY 10514
• 

  $600,000 Sold Aug 01, 2025

  • 1,608 Sq Ft
  • $373/SF
  • 28 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1988

  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
• 

  $1,800,000 Sold Aug 01, 2025

  • 4,930 Sq Ft
  • $365/SF
  • 38 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1998

  101 Hardscrabble Lake Dr, Chappaqua, NY 10514

  Welcome to this spacious 5 Bedrm Colonial on 1.5+ acres in the sought-after Hardscrabble Lake neighborhood. Step inside and you will be delighted throughout -- by the sweeping double staircase, beautiful light Oak flooring, freshly painted interior and so much more. The formal Dining Room and Living Room/Office are graciously-sized, perfect for entertaining. At the heart of the home is an

  Victoria Miller Compass Greater NY, LLC

  101 Hardscrabble Lake Dr, Chappaqua, NY 10514
• 

  $2,050,000 Sold Jul 31, 2025

  • 3,939 Sq Ft
  • $520/SF
  • 6 Days On Market

  • 6 Beds
  • 3.5 Baths
  • Built 1964

  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
• 

  $2,875,000 Sold Jul 31, 2025

  • 7,038 Sq Ft
  • $408/SF
  • 63 Days On Market

  • 5 Beds
  • 6.5 Baths
  • Built 1989

  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
• 

  $1,804,000 Sold Jul 31, 2025

  • 3,219 Sq Ft
  • $560/SF
  • 7 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1972

  10 Glen Terrace, Chappaqua, NY 10514

  Discover the perfect blend of elegance and comfort in this beautifully updated four-bedroom colonial, nestled in the coveted Glen Terrace cul-de-sac. This exceptional home is filled with natural light, enhanced by designer-selected colors, stylish light fixtures, and recessed lighting.The heart of the home is the spacious eat-in kitchen, featuring premium finishes such as Emerald Green

  Brendan Preston Houlihan Lawrence Inc.

  10 Glen Terrace, Chappaqua, NY 10514
• 

  $995,000 Sold Jul 28, 2025

  • 5,227 Sq Ft
  • $190/SF
  • 55 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1900

  2 Woodmill Rd, Chappaqua, NY 10514

  Spacious Turn-of-the-Century Converted Cider Mill – A True One-of-a-Kind Home! Nestled on just over 1 acre of lush property, this sprawling and unique home was once a cider mill and has been beautifully converted into a spacious residence. Boasting 3 working fireplaces and retaining many of its original architectural details, this home exudes character and charm. With hardwood floors, high wood

  Mark Seiden Mark Seiden Real Estate Team

  2 Woodmill Rd, Chappaqua, NY 10514
• 

  $1,605,000 Sold Jul 25, 2025

  • 3,365 Sq Ft
  • $477/SF
  • 4 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1968

  55 Old Lyme Rd, Chappaqua, NY 10514

  Classic center hall colonial with hilltop setting in desirable cul-de-sac neighborhood offering sewer/natural gas, steps from Grafflin Elem school and close to town and train., Set on gorgeous flat park-like acre surrounded by evergreens, towering trees and specimen plantings with stone walls.. Expansive Ipe deck (2012), patio, and screened porch with transom windows and high ceilings. 3

  Sena Baron William Raveis-New York, LLC

  55 Old Lyme Rd, Chappaqua, NY 10514
• 

  $1,570,856 Sold Jul 25, 2025

  • 3,269 Sq Ft
  • $481/SF
  • 323 Days On Market

  • 2 Beds
  • 3.5 Baths
  • Built 2025

  16 Dewitt Dr Unit 70, Chappaqua, NY 10514

  New Construction! Move in Summer 2025! Greeley Floorplan with primary on first floor. It is ideally sized at 3,269 sq. ft. and includes 2 BR + office, huge loft, finished basement with media room and full bath. The 2-story 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 private rooftop

  Thomas Jacovino Toll Brothers Real Estate Inc.

  16 Dewitt Dr Unit 70, Chappaqua, NY 10514
• 

  $1,100,000 Sold Jul 22, 2025

  • 3,444 Sq Ft
  • $319/SF
  • 87 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1987

  263 Mill River Rd, Chappaqua, NY 10514

  Step through the automatic double gates into your private sanctuary, framed by a stately stone wall entrance, a charming blue stone and Belgium block walkway, and elegant wrought iron railings. This breathtaking property is beautifully landscaped with lush flower gardens, expansive emerald lawns, and an array of specimen trees and fruit plants that create a serene, park-like

  Carolina Vinciguerra RE/MAX Town & Country

  263 Mill River Rd, Chappaqua, NY 10514
• 

  $1,600,000 Sold Jul 22, 2025

  • 3,353 Sq Ft
  • $477/SF
  • 66 Days On Market

  • 2 Beds
  • 3.5 Baths
  • Built 2025

  6 Dewitt Dr Unit 65, Chappaqua, NY 10514

  As you enter this END UNIT Millwood Elite Fairview, 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

  Andrea Martone Houlihan Lawrence Inc.

  6 Dewitt Dr Unit 65, Chappaqua, NY 10514
• 

  $1,501,000 Sold Jul 21, 2025

  • 3,525 Sq Ft
  • $426/SF
  • 15 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1961

  23 Cross Ridge Rd, Chappaqua, NY 10514

  Spacious 4 bedroom/ 4 bathroom home that lives like a 5+ bedroom in a coveted Chappaqua neighborhood. Light and bright freshly painted updated home with hardwood floors throughout. The first floor has an entry foyer, powder room, eat-in-kitchen with granite countertops and new stainless steel appliances, living room/ dining room with fireplace and sliding doors to a wrap around deck also

  Pamela Akin Douglas Elliman Real Estate

  23 Cross Ridge Rd, Chappaqua, NY 10514
• 

  $1,125,000 Sold Jul 21, 2025

  • 1,888 Sq Ft
  • $596/SF
  • 18 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1958

  16 Garey Dr, Chappaqua, NY 10514

  Step into a beautifully refreshed Chappaqua residence. This inviting home boasts stunning wooded views, creating a serene and tranquil atmosphere. The thoughtfully designed layout flows seamlessly, connecting a spacious formal living room, an elegant dining area, and a bright, eat-in kitchen. From the kitchen, step out onto a large deck, perfect for alfresco dining and entertaining amidst the

  Sherry Wiggs Houlihan Lawrence Inc.

  16 Garey Dr, Chappaqua, NY 10514
• 

  $1,775,000 Sold Jul 17, 2025

  • 3,587 Sq Ft
  • $495/SF
  • 7 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1969

  3 Sunset Dr, Chappaqua, NY 10514

  Welcome to your beautifully maintained 4-bedroom Colonial at 3 Sunset Drive in the heart of Chappaqua! This charming home boasts 3.5 bathrooms and offers a spacious 3,587 square feet of living space. Step inside to find oak wood flooring throughout and a wood-paneled home office, perfect for working from home. Large windows fill the space with natural light, creating a warm and inviting

  Debra Goldenberg Compass Greater NY, LLC

  3 Sunset Dr, Chappaqua, NY 10514

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