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Chappaqua, NY Homes for Sale

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  • /38

    $1,175,000 Pending

    • 3 Beds
    • 3 Baths
    • 3,728 Sq Ft

    57 Hamilton Dr, Chappaqua, NY 10514

    Welcome to a sleek contemporary home that seamlessly blends indoor comfort with an exceptional outdoor retreat. From the moment you enter, you'll appreciate the design's focus on chic, easy living, bathed in natural light and showcasing exposed beams, custom built-ins, and premium appointments. This home boasts an open concept and has been fully updated, living generously like a 4 or 5-bedroom

    Agent Photo

    Sherry Wiggs

    Houlihan Lawrence Inc.

    (914) 862-7931

    57 Hamilton Dr, Chappaqua, NY 10514
  • /49

    $2,200,000

    • 5 Beds
    • 4.5 Baths
    • 4,172 Sq Ft

    77 Haights Cross Rd, Chappaqua, NY 10514

    Timeless elegance meets modern comfort in this enchanting 1901 hunting lodge, masterfully restored in 1991 and recently enhanced. Set on beautifully landscaped grounds with lush gardens, this distinguished home features a dramatic front portico, high ceilings, intricate millwork, and unique architectural details throughout. Grand living spaces include a library/home office with French doors and

    Joshua Rogull Julia B Fee Sothebys Int. Rlty

    77 Haights Cross Rd, Chappaqua, NY 10514
  • /44

    $1,774,000

    • 3 Beds
    • 3.5 Baths
    • 3,614 Sq Ft

    21 Wallace Way, Chappaqua, NY 10514

    Better than new at Chappaqua Crossings Carriages! Be among the first to experience this spectacular new community featuring a delightful and charming village atmosphere in the heart of Westchester, Chappaqua, NY. This stunning “Byram Newhaven model” situated in a prime location within the community, offers great curb appeal with its expansive front porch, stone walls and specimen plantings; and

    Ken Wile Redfin Real Estate

    21 Wallace Way, Chappaqua, NY 10514
  • /9

    $1,807,995 Pending

    • 2 Beds
    • 3.5 Baths
    • 3,269 Sq Ft

    2 Carriage Ln Unit 81, Chappaqua, NY 10514

    HOME IS TO BE BUILT. 2 BR very popular Greeley Floorplan with primary on first floor. We have a model of this home to walk through. 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

    Thomas Jacovino Toll Brothers Real Estate Inc.

    2 Carriage Ln Unit 81, Chappaqua, NY 10514
  • 16 Dewitt Dr Unit 70, 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
  • 9 Dewitt Dr Unit 80, Chappaqua, NY 10514

    $1,649,995 Sold Jun 13, 2025

    • 3,269 Sq Ft
    • $505/SF
    • 46 Days On Market
    • 2 Beds
    • 3.5 Baths
    • Built 2025

    9 Dewitt Dr Unit 80, Chappaqua, NY 10514

    Move-in Spring 2025! As you enter the Greeley Fairview, the exquisite foyer presents sweeping views of this home's luxurious finishes. The open-concept kitchen and great room provide the ideal space for entertaining. The casual dining area is adjacent to the kitchen and provides a convenient and intimate setting. The great room is the perfect setting for relaxation with its cozy fireplace and

    Thomas Jacovino Toll Brothers Real Estate Inc.

    9 Dewitt Dr Unit 80, Chappaqua, NY 10514
  • 3 Dewitt Dr Unit 77, Chappaqua, NY 10514

    $1,715,408 Sold May 16, 2025

    • 3,269 Sq Ft
    • $525/SF
    • 39 Days On Market
    • 2 Beds
    • 3.5 Baths
    • Built 2024

    3 Dewitt Dr Unit 77, Chappaqua, NY 10514

    HOME IS TO BE BUILT. 2 BR very popular Greeley Floorplan with primary on first floor. We have a model of this home to walk through. 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

    Thomas Jacovino Toll Brothers Real Estate Inc.

    3 Dewitt Dr Unit 77, Chappaqua, NY 10514
  • 7 Dewitt Dr Unit 79, Chappaqua, NY 10514

    $1,519,995 Sold May 16, 2025

    • 3,614 Sq Ft
    • $421/SF
    • 354 Days On Market
    • 2 Beds
    • 3.5 Baths
    • Built 2025

    7 Dewitt Dr Unit 79, Chappaqua, NY 10514

    HOME ALMOST COMPLETED- SPRING 2025 CLOSE! Byram Farmhouse. Designer features already selected.Home includes a finished basement with full bath, media room and may 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

    Thomas Jacovino Toll Brothers Real Estate Inc.

    7 Dewitt Dr Unit 79, Chappaqua, NY 10514
  • 17 Wallace Way Unit 24, Chappaqua, NY 10514

    $1,800,000 Sold Sep 27, 2024

    • 3,269 Sq Ft
    • $551/SF
    • 41 Days On Market
    • 2 Beds
    • 3.5 Baths
    • Built 2024

    17 Wallace Way Unit 24, Chappaqua, NY 10514

    Fully furnished and decorated model home for sale- 2 BR very popular 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

    Debbe Yarosh Toll Brothers Real Estate Inc.

    17 Wallace Way Unit 24, Chappaqua, NY 10514
  • /16

    $1,450,000

    • 4 Beds
    • 5 Baths
    • 2,875 Sq Ft

    136 Roaring Brook Rd, Chappaqua, NY 10514

    Experience the pinnacle of refined living in this newly reimagined modern farmhouse, perfectly sited on a secluded, tree-lined acre in the heart of Chappaqua. With over 2,800 square feet of exquisitely finished space, this residence blends timeless architectural detail with sophisticated, high-end design for the ultimate in quiet luxury. Andersen 400 series windows and doors throughout, most are

    Aric Wiser Douglas Elliman Real Estate

    136 Roaring Brook Rd, Chappaqua, NY 10514
  • /43

    $1,599,000

    • 3 Beds
    • 3.5 Baths
    • 3,635 Sq Ft

    9 Florence Dr, Chappaqua, NY 10514

    Welcome to this beautifully updated and meticulously maintained 3-bedroom Colonial that lives like a four-bedroom, ideally located on a quiet cul-de-sac with quick access to town, schools, and train.Step inside to discover a spacious and inviting layout featuring gleaming hardwood floors throughout, two wood-burning fireplaces(one in the formal living room, one in the finished lower

    Krystyna Biziaieva Compass Greater NY, LLC

    9 Florence Dr, Chappaqua, NY 10514
  • /43

    $2,000,000

    • 6 Beds
    • 6 Baths
    • 5,234 Sq Ft

    50 Overlook Dr, Chappaqua, NY 10514

    50 Overlook Drive, an elegant 6-bedroom colonial Tudor set in a quiet, tree-lined neighborhood. With fresh upgrades completed this month, including interior repainting, carpet-removal to expose wood floors. This one-of-a-kind home is a must see. Meticulously maintained heating and cooling systems, brick exterior, and a classic-tile roof are some of the exceptional features this home can

    Wendy Nolan Houlihan Lawrence Inc.

    50 Overlook Dr, Chappaqua, NY 10514
  • /33

    $1,799,999

    • 4 Beds
    • 3 Baths
    • 3,009 Sq Ft

    200 Millwood Rd, Chappaqua, NY 10514

    Tucked away in a 3+ acre private storybook setting, this reimagined farmhouse blends timeless charm with modern comfort. Set back from the road on a scenic, private property with gorgeous mature landscaping, two tranquil ponds, and wide-open views, this 4-bedroom home is a peaceful retreat unlike any other.Inside, the open, sunlit layout features oversized windows that invite the outdoors in,

    Sari Shaw Compass Greater NY, LLC

    200 Millwood Rd, Chappaqua, NY 10514
  • /41

    $2,300,000

    • 5 Beds
    • 4.5 Baths
    • 5,183 Sq Ft

    3 Boulder Trail, Chappaqua, NY 10514

    Turn-key, custom-built 5-bedroom center-hall colonial in Chappaqua’s desirable Hardscrabble Lake community. First floor includes an open floor plan between the updated kitchen and family room with wood-burning fireplace and sliders to the oversized, new Trex deck, a large living room with french doors to the library with access to the deck, formal dining room, powder room, mudroom and door to

    Nancy Strong Douglas Elliman Real Estate

    3 Boulder Trail, Chappaqua, NY 10514
  • /43

    $1,599,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,087 Sq Ft

    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
  • /47

    $1,599,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 5,357 Sq Ft

    43 Random Farms Cir, Chappaqua, NY 10514

    Discover the most private home in the prestigious Random Farms community of Chappaqua, NY. Tucked away amid lush, mature landscaping, this stunning five-bedroom contemporary colonial offers a rare sense of natural seclusion and tranquility. Enjoy the ultimate in privacy without sacrificing convenience—just a short stroll to the neighborhood pool, clubhouse, and tennis courts. This exceptional

    Suzan Zeolla Houlihan Lawrence Inc.

    43 Random Farms Cir, Chappaqua, NY 10514
  • /42

    $1,475,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,539 Sq Ft

    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
  • /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
  • /33

    $1,525,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 4,099 Sq Ft

    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
  • /26

    $1,549,000 Pending

    • 3 Beds
    • 3.5 Baths
    • 3,814 Sq Ft

    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
  • /4

    $1,338,995 Pending

    • 2 Beds
    • 2.5 Baths
    • 2,503 Sq Ft

    14 Carriage Ln Unit 87, Chappaqua, NY 10514

    HOME IS UNDER CONSTRUCTION- READY FOR Summer 2025 closing 2 BR Briarcliff Floorplan with primary on first floor. You can still add structural and design features to this home. This outstanding home is located in a great location facing greenspace on one side and forest views from the rooftop deck. It is located in the heart of the neighborhood where you can walk to shopping, cafes,

    Thomas Jacovino Toll Brothers Real Estate Inc.

    14 Carriage Ln Unit 87, Chappaqua, NY 10514
  • 55 Old Lyme 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
  • 23 Cross Ridge Rd, 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
  • 25 Campfire Rd, Chappaqua, NY 10514

    $1,600,000 Sold Jul 09, 2025

    • 4,086 Sq Ft
    • $392/SF
    • 7 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1937

    25 Campfire Rd, Chappaqua, NY 10514

    Discover the enduring charm of this distinguished 1937 Country Colonial, offering over 4,000 square feet of dramatic, sun-filled living space. Majestically sited on over one beautifully landscaped acre, this home features level play areas and exceptional outdoor entertainment spaces, seamlessly blending classic elegance with modern updates. The impressive Great Room captivates with its vaulted

    Cindy Glynn Compass Greater NY, LLC

    25 Campfire Rd, Chappaqua, NY 10514
  • 132 Devoe Rd, Chappaqua, NY 10514

    $1,450,000 Sold Jun 25, 2025

    • 2,533 Sq Ft
    • $572/SF
    • 5 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1950

    132 Devoe Rd, Chappaqua, NY 10514

    Welcome to this lovely home within the very desirable Hillholme community in Chappaqua. Perfectly maintained and set beautifully on a flat large acre for all to enjoy. The bedrooms are all very spacious, there is a dedicated home office/study that ensures productivity, while the basement adds a great space for a play area. The backyard is a dream - lush green grass, deck and patio for barbecues

    Yona Strougo Compass Greater NY, LLC

    132 Devoe Rd, Chappaqua, NY 10514
  • 23 Round Hill Rd, Chappaqua, NY 10514

    $1,500,000 Sold Jun 17, 2025

    • 3,230 Sq Ft
    • $464/SF
    • 25 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1964

    23 Round Hill Rd, Chappaqua, NY 10514

    Welcome to 23 Round Hill Road, a picture-perfect, timeless, Center Hall Colonial on a premier street just minutes from Chappaqua schools, train station, & a variety of restaurants, shops & grocery stores (including Whole Foods & Starbucks), a prime location for convenience & lifestyle. Set on a beautifully landscaped property, this home exudes classic appeal. As you step through double front

    Michael Levy eXp Realty

    23 Round Hill Rd, Chappaqua, NY 10514
  • 52 Old Lyme Rd, Chappaqua, NY 10514

    $1,610,000 Sold Jun 16, 2025

    • 3,858 Sq Ft
    • $417/SF
    • 10 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1969

    52 Old Lyme Rd, Chappaqua, NY 10514

    Updated and well appointed 3800+ sq ft, 4 bedroom Colonial on sewer and gas in a Chappaqua, close to town, prime location. This spacious Colonial offers an ideal blend of open flow, comfort, and convenience. A gracious expansive foyer welcomes you to the light-filled living and dining rooms, both featuring bay windows. The gourmet eat-in kitchen boasts top-of-the-line finishes and appliances,

    Cindy Glynn Compass Greater NY, LLC

    52 Old Lyme Rd, Chappaqua, NY 10514
  • 60 Cross Ridge Rd, Chappaqua, NY 10514

    $1,502,500 Sold Jun 09, 2025

    • 2,426 Sq Ft
    • $619/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1960

    60 Cross Ridge Rd, Chappaqua, NY 10514

    Easy living in this comfortable, light-filled, classic split-level home endowed with spacious rooms, an expanded designer kitchen w/windowed breakfast area & adjoining sunroom w/slider to deck set on a useful, flat, 1.37-acre parcel. Welcoming formal living room w/wood burning fireplace and large picture windows front & rear. Centrally-located formal dining room easily accommodates large

    Stacy Levey William Raveis-New York, LLC

    60 Cross Ridge Rd, Chappaqua, NY 10514
  • 24 Greenbriar Dr, Chappaqua, NY 10514

    $1,415,000 Sold Jun 06, 2025

    • 2,781 Sq Ft
    • $509/SF
    • 10 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1978

    24 Greenbriar Dr, Chappaqua, NY 10514

    Nestled on a quiet cul-de-sac street, 24 Greenbriar Drive seamlessly blends quality construction with modern amenities. This beautifully updated and meticulously maintained four-bedroom, three-bathroom home is truly turnkey.The renovated kitchen is perfect for both everyday living and entertaining, featuring a breakfast nook with built-in seating and a sliding glass door that opens to a spacious

    Jennifer Harris Compass Greater NY, LLC

    24 Greenbriar Dr, Chappaqua, NY 10514
  • 395 Bedford Rd, Chappaqua, NY 10514

    $1,589,000 Sold May 28, 2025

    • 3,041 Sq Ft
    • $523/SF
    • 26 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1955

    395 Bedford Rd, Chappaqua, NY 10514

    An impressive and tastefully appointed five bedroom colonial home in the much sought after Chappaqua School District. Set on just over one beautiful acre of level land, this impressive home offers the perfect blend of tranquility and convenience, with easy access to the Chappaqua train station. The heart of the home is the spacious, airy, sun-filled family room, featuring a wall of full length

    Catherine O'Connor Houlihan Lawrence Inc.

    395 Bedford Rd, Chappaqua, NY 10514
  • 2 South Place, Chappaqua, NY 10514

    $1,450,000 Sold May 22, 2025

    • 2,233 Sq Ft
    • $649/SF
    • 9 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1936

    2 South Place, Chappaqua, NY 10514

    Welcome to 2 South Place - A stylish family home in the desirable Hillholme Community of Chappaqua, within the Chappaqua School District. This residence blends an integration of classic traditional and modern design offering elegant living spaces and a prime location. First level includes a Classic living room with fireplace, recess lighting, formal dinning room, recess lighting. Gourmet

    Toni DiMichelo Houlihan Lawrence Inc.

    2 South Place, Chappaqua, NY 10514
  • 24 Marcourt 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
  • /27

    $998,000 Open Sat 3PM - 6PM

    • 4 Beds
    • 2.5 Baths
    • 3,264 Sq Ft

    569 Millwood Rd, Chappaqua, NY 10514

    A dramatic and stunning four-bedroom Contemporary home set on 1.2 professionally landscaped acres, designed by Jan Johnsen, former landscape architect for the New York Botanical Gardens. Surrounded by wooded privacy, this serene setting features two separate decks and a ground-level patio that surrounds the exterior of the home. Inside, this home offers a light-filled, modern, and open layout

    Edward Holmes William Raveis-New York, LLC

    569 Millwood Rd, Chappaqua, NY 10514
  • /43

    $775,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,549 Sq Ft

    77 Further Ln, Chappaqua, NY 10514

    Discover exceptional living in this well maintained 2-bedroom, 2-bath townhome.A true gem within Chappaqua's coveted Old Farm Lake community. Enjoy lake views from your back deck or use the electric roller shades for the living room view. This unique unit boasts a front lawn, inviting patio, and lush landscaping overlooking a picturesque pond. The kitchen features new appliances,

    Clayton Livingston McGrath Realty Inc

    77 Further Ln, Chappaqua, NY 10514
  • /46

    $2,699,000

    • 4 Beds
    • 4.5 Baths
    • 6,640 Sq Ft

    17 Byram Meadows Rd, Chappaqua, NY 10514

    Meticulously maintained, beautifully appointed 4-bedroom, 4 full and 1 half-bath Colonial set on a level acre at the end of a quiet cul-de-sac in prestigious Inglenook Farm in the coveted Byram Hills Schools. A grand and light-filled two-story entry welcomes you into this refined home featuring 9-foot ceilings on 1st and 2nd levels, oak flooring, and custom moldings and trim throughout. Formal

    Cindy Glynn Compass Greater NY, LLC

    17 Byram Meadows Rd, Chappaqua, NY 10514
  • /24

    $830,000 Open Sat 11AM - 1PM

    • 2 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    5 Grove Mews, Chappaqua, NY 10514

    All the space and privacy of a single-family home with the ease of condo living! One of the few completely stand-alone and private townhouses in Apple Hill Farm, this spacious 2-bedroom, 2.5-bath home offers a rare blend of comfort, style, and convenience. Enjoy the serene setting from a large wrap-around wood deck overlooking lush, wooded views—perfect for morning coffee or evening entertaining.

    Karin Kimtis Compass Greater NY, LLC

    5 Grove Mews, Chappaqua, NY 10514
  • /47

    $3,699,000

    • 4 Beds
    • 7 Baths
    • 7,708 Sq Ft

    5 Sutton Farm Dr, Chappaqua, NY 10514

    Nestled on over 5 private, professionally landscaped acres in the exclusive cul-de-sac of Sutton Farm within Chappaqua’s esteemed Whippoorwill area, this custom-designed and custom-built Shingle Style home is a rare and refined first opportunity. Completed in 2008 by a renowned builder and architect, the 4+ bedroom home (lives like a 5/6) has been meticulously detailed with luxurious, high-end

    Cindy Glynn Compass Greater NY, LLC

    5 Sutton Farm Dr, Chappaqua, NY 10514
  • /36

    $1,200,000

    • 4 Beds
    • 2.5 Baths
    • 2,447 Sq Ft

    21 Kipp St, Chappaqua, NY 10514

    Step into this beautifully updated 4-bedroom, 2.5-bathroom home, just a short stroll from the vibrant shops, dining, and charm of downtown Chappaqua. Perfectly situated for an easy city commute, this home offers the ideal blend of convenience and tranquility. Inside, you'll find generously sized rooms filled with natural light. The serene primary suite provides a peaceful retreat at the end of

    Vanessa Catalano Julia B Fee Sothebys Int. Rlty

    21 Kipp St, Chappaqua, NY 10514
  • /2

    $690,000

    • 1 Bed
    • 1.5 Baths
    • 1,052 Sq Ft

    1008 King St, Chappaqua, NY 10514

    Major Renovation required.Property being sold As Is. Verify Taxes with municipality. Price includes New Construction and Engineering Plans with Clean Asbestos Abatement Certificate. Underground Oil Tank has been removed with a Clear D.E.C; Certificate.

    Joseph Vitulli Elite Properties

    1008 King St, Chappaqua, NY 10514
  • /21

    $1,099,000

    • 3 Beds
    • 2 Baths
    • 1,776 Sq Ft

    10 Barnes Ln, Chappaqua, NY 10514

    Move right into this beautifully updated three bedroom, two bathroom ranch, perfectly situated within the award-winning Chappaqua school district. Thoughtfully renovated from top to bottom, this home offers modern comfort and timeless charm. The heart of the home is the stylish kitchen featuring classic oak cabinetry, sleek quartz countertops, and ample space for cooking and entertaining. Both

    Alexander Marks William Raveis-New York LLC

    10 Barnes Ln, Chappaqua, NY 10514

Showing Results 1 - 40, Page 1 of 6

Home Trends in Chappaqua, NY

Housing Trends

Median Sale Price
$1,570,856
Median Single Family Sale Price
$1,775,000
Median 2 Bedroom Sale Price
$1,545,425
Median 1 Bedroom Sale Price
$455,000
Average Price Per Sq Ft
$460
Number of Homes for Sale
0
Last 12 months Home Sales
21
Months of Supply
0.00
Median List Price
$1,707,995
Median Change From 1st List Price
11%
Median Home Sale Price YoY Change
14%
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