Recently Sold Homes near Horace Greeley High School

• 

  $3,400,000 Sold Sep 09, 2025

  • 7,305 Sq Ft
  • $465/SF
  • 65 Days On Market

  • 4 Beds
  • 7 Baths
  • Built 2007

  5 Briarcliff Rd, Chappaqua, NY 10514

  This distinguished 7,300-square-foot Colonial residence, constructed in 2007, is ideally situated on a level, professionally landscaped property, offering a rare blend of timeless architectural elegance and modern luxury. Meticulously designed and impeccably maintained, this exceptional home features four en-suite bedrooms with space for a fifth , a spacious bonus room/office, and a thoughtfully

  Sari Shaw Compass Greater NY, LLC

  5 Briarcliff Rd, Chappaqua, NY 10514
• 

  Explore Horace Greeley High School

• 

  $1,500,000 Sold Sep 03, 2025

  • 3,072 Sq Ft
  • $488/SF
  • 26 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1980

  3 Kitchel Rd, Mount Kisco, NY 10549

  NEW PRICE!! Don't miss this timeless and refined Colonial nestled in the heart of Chappaqua’s prestigious Lawrence Farms East neighborhood. Set on a spectacular park-like property, this classic home combines classic sited on beautifully landscaped grounds, features expansive green lawns, sweeping rear views, and charming stone walls that frame the property. A Belgium block-lined driveway leads

  Cindy Glynn Compass Greater NY, LLC

  3 Kitchel Rd, Mount Kisco, NY 10549
• 

  $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
• 

  $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
• 

  $1,975,000 Sold Aug 28, 2025

  • 5,365 Sq Ft
  • $368/SF
  • 33 Days On Market

  • 4 Beds
  • 5.5 Baths
  • Built 1968

  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.

  Kile Boga-Ibric Houlihan Lawrence Inc.

  18 Brandon Dr, Mount Kisco, NY 10549
• 

  $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
• 

  $2,300,018 Sold Aug 27, 2025

  • 3,197 Sq Ft
  • $719/SF
  • 6 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1982

  177 Deerfield Ln N, Pleasantville, NY 10570

  Welcome to this beautifully renovated, sun-filled 4-bedroom, 3.5-bathroom Colonial in the award-winning Chappaqua School District. Thoughtfully designed for both style and comfort, this home features a seamless open-concept layout that enhances natural light and ease of living.The covered front porch welcomes you into a gracious foyer, leading to an elegant formal dining room, a spacious

  Jennifer Harris Compass Greater NY, LLC

  177 Deerfield Ln N, Pleasantville, NY 10570
• 

  $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
• 

  $2,275,000 Sold Aug 18, 2025

  • 7,412 Sq Ft
  • $307/SF
  • 10 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1971

  25 Cardinal Place, Mount Kisco, NY 10549

  Graciously set on park-like property behind a gated circular drive at the end of a cul-de-sac in one of Chappaqua's premiere neighborhoods, this stunning 5+ bedroom colonial on 3 lovely park-like acres is move-in ready and offers an open floorplan. A covered porch leads to an expansive entry hall with powder room, a large formal living room with 3 exposures, adjacent to an inviting formal dining

  Sena Baron William Raveis-New York, LLC

  25 Cardinal Place, Mount Kisco, NY 10549
• 

  $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
• 

  $1,850,000 Sold Aug 14, 2025

  • 3,192 Sq Ft
  • $580/SF
  • 17 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1966

  19 Brandon Dr, Mount Kisco, NY 10549

  Welcome to this beautifully renovated, sun-filled 5-bedroom, 3-bathroom home in the award-winning Chappaqua School District. Set on 1.54 acres, this home features a seamless open-concept layout ideal for everyday living and entertaining. The bright and well-appointed kitchen is a true highlight that features an expansive island, stainless steel appliances, and ample storage space. The kitchen

  Amy Ensign Julia B Fee Sothebys Int. Rlty

  19 Brandon Dr, Mount Kisco, NY 10549
• 

  $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
• 

  $1,090,000 Sold Aug 08, 2025

  • 1,874 Sq Ft
  • $582/SF
  • 34 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1955

  83 Inningwood Rd, Millwood, NY 10546

  Newly staged and a pleasure to show! Perched gracefully on a hill, this striking mid-century modern home is a testament to architect Aaron Resnick’s creative vision, shaped under the mentorship of Frank Lloyd Wright. Embracing the philosophy that architecture should harmonize with its surroundings, the design flows seamlessly with the natural topography rather than imposing upon it.With all

  Amy Via Houlihan Lawrence Inc.

  83 Inningwood Rd, Millwood, NY 10546
• 

  $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
• 

  $1,325,000 Sold Aug 07, 2025

  • 2,665 Sq Ft
  • $497/SF
  • 27 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1972

  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
• 

  $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
• 

  $1,200,000 Sold Jul 31, 2025

  • 2,251 Sq Ft
  • $533/SF
  • 20 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1968

  16 Gregory Ln, Millwood, NY 10546

  Set on over an acre of park-like grounds on a quiet double cul-de-sac, this classic Millwood residence offers refined living in one of Westchester’s most desirable enclaves. Framed by mature trees and natural beauty, the home combines timeless design with modern comforts—all within the award-winning Chappaqua School District. A gracious entry opens to an oversized formal living room, where three

  Adriane Defeo Compass Greater NY, LLC

  16 Gregory Ln, Millwood, NY 10546
• 

  $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

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