4,411

Chappaqua, NY Homes

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    $1,480,995 Pending

    • 2 Beds
    • 3.5 Baths
    • 2,945 Sq Ft

    14 Carriage Ln Unit 87, Chappaqua, NY 10514

    HOME IS UNDER CONSTRUCTION- READY FOR FALL 2025 2 BR Briarcliff Floorplan with primary on first floor. A finished basement with full bath give plenty of room for everyone to enjoy. 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,

    Thomas Jacovino Toll Brothers Real Estate Inc.

    14 Carriage Ln Unit 87, Chappaqua, NY 10514
  • 10 Algonquin Dr, Chappaqua, NY 10514

    $1,310,000 Sold Jan 09, 2025

    • 2,384 Sq Ft
    • $549/SF
    • 12 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1958

    10 Algonquin Dr, Chappaqua, NY 10514

    Welcome to this charming 4-bedroom, 3.1-bathroom colonial nestled in the coveted Algonquin neighborhood of Chappaqua. Set on over an acre of pristine land, this property offers unparalleled privacy and tranquility. The spacious living areas are highlighted by a beautiful beamed family room and a stunning bay window with a copper roof that fills the home with natural light.Enjoy the outdoor

    Wendy Nolan Houlihan Lawrence Inc.

    10 Algonquin Dr, Chappaqua, NY 10514
  • /36

    $2,499,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 4,482 Sq Ft

    34 Pebblebrook Way, Chappaqua, NY 10514

    The only triple mint move-in condition house in Chappaqua schools. Nestled within 1.65 acres in the sought-after Hardscrabble Lake development and Chappaqua school district, this rare find modern Center Hall Colonial home epitomizes luxury living. If you are searching for a masterpiece beautifully finished home that is turnkey inside and out, this is your home. This meticulously thought-out

    Natalia Wixom Compass Greater NY, LLC

    34 Pebblebrook Way, Chappaqua, NY 10514
  • 45 Lila Ln Unit 62, Chappaqua, NY 10514

    $1,763,056 Sold Jan 07, 2025

    • 3,101 Sq Ft
    • $569/SF
    • 3 Days On Market
    • 2 Beds
    • 3.5 Baths
    • Built 2023

    45 Lila Ln Unit 62, Chappaqua, NY 10514

    HOME IS TO BE BUILT2 BR very popular Greeley Floorplan with primary on first floor. This outstanding home is located in a private area of the community but still allows owners to walk to shopping, Cafe, gym and more. It is ideally sized at 2,530 sq. ft. (excluding finished basement) and includes 2 BR + office, huge loft Giving you plenty of space for your entire family to enjoy. The

    Thomas Jacovino Toll Brothers Real Estate Inc.

    45 Lila Ln Unit 62, Chappaqua, NY 10514
  • 29 Crossways, Chappaqua, NY 10514

    $1,425,000 Sold Jan 07, 2025

    • 2,946 Sq Ft
    • $484/SF
    • 6 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1921

    29 Crossways, Chappaqua, NY 10514

    Welcome home to a 1920s Sears Roebuck English cottage style home that was impeccably renovated and expanded while honoring the original aesthetic. This walk to shopping, dining, train & school three bedroom home that can live like a four bedroom blends timeless elegance with an open, livable floor plan suited for today’s lifestyle. From the moment you enter the home through the arch doorway, you

    Amanda Goldberg William Raveis-New York, LLC

    29 Crossways, Chappaqua, NY 10514
  • 1181 Hardscrabble Rd, Chappaqua, NY 10514

    $618,000 Sold Jan 07, 2025

    • 1,060 Sq Ft
    • $583/SF
    • 12 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1933

    1181 Hardscrabble Rd, Chappaqua, NY 10514

    Cute & charming stone & shingle 2-Bed/2-Bath bi-level cottage sweetly updated and set on .3 landscaped acres. Lovely living room illuminated by large, south facing windows & warmed by a stout, stone-front wood-burning fireplace. Updated eat-in kitchen features stainless steel appliances, white subway tile backsplash, cleverly organized pantry closet & windowed dining area emblazoned by morning

    Stacy Levey William Raveis-New York, LLC

    1181 Hardscrabble Rd, Chappaqua, NY 10514
  • 94 Orchard Ridge Rd, Chappaqua, NY 10514

    $1,314,400 Sold Jan 03, 2025

    • 2,134 Sq Ft
    • $616/SF
    • 9 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1922

    94 Orchard Ridge Rd, Chappaqua, NY 10514

    This beautifully updated colonial in Chappaqua village offers the perfect combination of vintage charm and modern convenience, just a 5-minute walk to the train station, schools, library, shops, and restaurants. Set on a serene, park-like property, the home features a pool, terraced gardens, fruit trees, and spacious areas for play and entertainment. The light-filled rooms boast refinished

    Sari Shaw Compass Greater NY, LLC

    94 Orchard Ridge Rd, Chappaqua, NY 10514
  • 21 Flag Hill Rd, Chappaqua, NY 10514

    $1,280,000 Sold Jan 03, 2025

    • 3,113 Sq Ft
    • $411/SF
    • 16 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1972

    21 Flag Hill Rd, Chappaqua, NY 10514

    Chappaqua Schools. Spectacular mid-century 5 bedroom, 3 full bath home designed by noted architect Jack P. Fermery. Breathtaking views from the oversized deck and oversized windows on both levels. Large dine-in kitchen, dining room area and large living room with exposed brick fireplace. Primary bedroom/bath on first floor with 2 additional bedrooms. Lower level is walk out and has 2 bedrooms,

    Wendy Nolan Houlihan Lawrence Inc.

    21 Flag Hill Rd, Chappaqua, NY 10514
  • 17 Colony Row, Chappaqua, NY 10514

    $2,400,000 Sold Jan 03, 2025

    • 5,680 Sq Ft
    • $423/SF
    • 43 Days On Market
    • 4 Beds
    • 6 Baths
    • Built 1965

    17 Colony Row, Chappaqua, NY 10514

    This exceptional 4 (lives like 5/6) bedroom Colonial blends sophistication, elegance, and an ideal location on 1.2 flat acres in a peaceful cul-de-sac within the prestigious Lawrence Farms East neighborhood. TAXES IN PROCESS OF BEING GRIEVED - PER TAX ASSESSOR WILL COME DOWN TO APPROX $57K. Every detail has been meticulously crafted, making this home truly special. The first floor offers a chic

    Cindy Glynn Compass Greater NY, LLC

    17 Colony Row, Chappaqua, NY 10514
  • 129 Millwood Rd, Chappaqua, NY 10514

    $930,000 Sold Dec 30, 2024

    • 2,700 Sq Ft
    • $344/SF
    • 25 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1928

    129 Millwood Rd, Chappaqua, NY 10514

    Discover your perfect oasis in this meticulously cared-for 4-bedroom Dutch Colonial, situated on a tranquil 1 acre setting that’s ideal for gardening enthusiasts. Enjoy the convenience of being less than 40 miles to midtown NYC, near top-rated schools, gourmet food market, coffee shop, drug store, post office, hardware store, and a scenic walking trail from your backyard leading to Gedney Park.

    Danielle Pennessi Corcoran Legends Realty

    129 Millwood Rd, Chappaqua, NY 10514
  • 724 King St, Chappaqua, NY 10514

    $2,995,000 Sold Dec 27, 2024

    • 6,026 Sq Ft
    • $497/SF
    • 214 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 1983

    724 King St, Chappaqua, NY 10514

    Indulge in the ultimate luxury living experience in this exquisite dream home, nestled in its own compound, within a private 4-acre botanical garden. This exceptional property is designed for entertainment and outdoor living, featuring resort-like amenities including an inground gunite pool with a spa, a hard-court tennis/pickleball/basketball court, and a personal 140+ yard par 3 golf hole

    Jason Miller Julia B Fee Sothebys Int. Rlty

    724 King St, Chappaqua, NY 10514
  • 2 Apple Tree Close, Chappaqua, NY 10514

    $1,005,000 Sold Dec 20, 2024

    • 1,887 Sq Ft
    • $533/SF
    • 18 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1930

    2 Apple Tree Close, Chappaqua, NY 10514

    Architectural Masterpiece, nestled on a majestic setting, in sought-after neighborhood. Colonial-style home, perfectly situated on a level, park-like property with mature trees and beautifully landscaped gardens. Featured in Apartment Therapy, this home showcases hardwood floors throughout and an abundance of natural light. The main level includes an inviting entry foyer, a spacious living room

    Wendy Nolan Houlihan Lawrence Inc.

    2 Apple Tree Close, Chappaqua, NY 10514
  • 9 Killington St, Chappaqua, NY 10514

    $1,507,717 Sold Dec 20, 2024

    • 2,625 Sq Ft
    • $574/SF
    • 14 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1968

    9 Killington St, Chappaqua, NY 10514

    Discover the timeless beauty of midcentury modern design with this extraordinary home in a serene, landscaped setting located on a cul-de-sac in the sought-after Whippoorwill neighborhood. Living and entertaining is easy with the open floor plan and recent updates. This one-of-a-kind property embodies the best traditions of midcentury architecture: minimalist architecture, natural materials,

    Natalia Wixom Compass Greater NY, LLC

    9 Killington St, Chappaqua, NY 10514
  • 1176 Hardscrabble Rd, Chappaqua, NY 10514

    $1,980,000 Sold Dec 17, 2024

    • 3,537 Sq Ft
    • $560/SF
    • 44 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1956

    1176 Hardscrabble Rd, Chappaqua, NY 10514

    Architect Fels Hecht designed this extraordinary post and beam residence embracing architectural principles of Frank Lloyd Wright. Enter a lifestyle of ease and relaxation emphasized by a peaceful 2+ acre private setting. Carefully restored, you will find interior period custom finishes of artisan hand blown mosaic tile, masonry fireplaces, and exquisite painted silk panels. Generous glass blends

    Amy Via Houlihan Lawrence Inc.

    1176 Hardscrabble Rd, Chappaqua, NY 10514
  • 2 Timberland Pass, Chappaqua, NY 10514

    $800,000 Sold Dec 16, 2024

    • 1,586 Sq Ft
    • $504/SF
    • 7 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1978

    2 Timberland Pass, Chappaqua, NY 10514

    With a pool and tennis courts a short walk away, you will feel like you are at a vacation retreat in this beautifully landscaped, completely renovated, sunny 3 bedroom open-concept end unit. The living room features beautiful custom built-in shelves and mantel around the wood-burning fireplace, large windows and opens to the dining room. Bright, white, modern kitchen with stainless steel

    Karin Kimtis Compass Greater NY, LLC

    2 Timberland Pass, Chappaqua, NY 10514
  • 256 Quaker Rd, Chappaqua, NY 10514

    $1,950,000 Sold Dec 16, 2024

    • 4,389 Sq Ft
    • $444/SF
    • 35 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1911

    256 Quaker Rd, Chappaqua, NY 10514

    Just completed! In-town location ready to move in. This state of the art offering, by esteemed builder Tavo Development, lives like a 4 or 5 bedroom house. An incredible opportunity in Chappaqua for a refreshing new build with the convenience of in-town living, where you can walk to school, town and train. A serene setting, overlooking Duck Pond, offers open concept living with highlights that

    Brian Milton Compass Greater NY, LLC

    256 Quaker Rd, Chappaqua, NY 10514
  • 109 Woods End Rd, Chappaqua, NY 10514

    $565,000 Sold Dec 13, 2024

    • 1,623 Sq Ft
    • $348/SF
    • 139 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1986

    109 Woods End Rd, Chappaqua, NY 10514

    Welcome to the Old Farm Lake Community! This two-bedroom townhouse boasts ample natural light and a spacious layout with easy access to all Chappaqua has to offer. Functional floor plan offers an eat-in kitchen complete with large windows and a living/dining area and a stone patio through sliding glass doors. Living area also features vaulted ceilings and stone fireplace. On the second level is

    John Oliveira Douglas Elliman Real Estate

    109 Woods End Rd, Chappaqua, NY 10514
  • 6 Paula Place, Chappaqua, NY 10514

    $925,000 Sold Dec 11, 2024

    • 5,272 Sq Ft
    • $175/SF
    • 85 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2005

    6 Paula Place, Chappaqua, NY 10514

    Large new custom home on a large private wooded lot in need of completion.10 generous rooms, sweeping grand staircase, 3 car garage, and a full walk out basement. Significant work is still needed but a great opportunity to compete it in your own taste. Taxes are way over assessed and can be challenged as comparable homes are taxed as much as $30,000 less. Additional Information:

    Joe Hasselt Joe Hasselt Real Estate

    6 Paula Place, Chappaqua, NY 10514
  • 2 Point Place, Chappaqua, NY 10514

    $1,775,000 Sold Dec 11, 2024

    • 4,745 Sq Ft
    • $374/SF
    • 116 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 2017

    2 Point Place, Chappaqua, NY 10514

    Welcome to the intersection of style and functionality located within one of the Chappaqua School District's most-coveted neighborhoods. 2 Point Place was built in 2017, and numerous improvements over the past few years have dramatically enhanced the home's appeal. Upon entering, the scale of the rooms and the abundance of natural light is immediately apparent throughout. Main level highlights

    Richard Hopple Julia B Fee Sothebys Int. Rlty

    2 Point Place, Chappaqua, NY 10514
  • 66 Hilltop Dr, Chappaqua, NY 10514

    $2,415,000 Sold Dec 10, 2024

    • 5,395 Sq Ft
    • $448/SF
    • 7 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1966

    66 Hilltop Dr, Chappaqua, NY 10514

    This distinguished, sun-filled colonial is gracefully set on a meticulously landscaped acre within a prestigious enclave. Seamlessly integrating classic architectural elegance with modern sophistication, the property features a serene front seating area enhanced by a tranquil waterfall, an expansive rear deck, a hot tub, and an outdoor cinema—perfectly suited for both intimate gatherings and

    Sari Shaw Compass Greater NY, LLC

    66 Hilltop Dr, Chappaqua, NY 10514
  • 140 Deer Run Unit 140, Chappaqua, NY 10514

    $430,000 Sold Dec 04, 2024

    • 837 Sq Ft
    • $514/SF
    • 31 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1987

    140 Deer Run Unit 140, Chappaqua, NY 10514

    This turnkey first floor unit in Old Farm Lake is beyond appealing with its beautifully renovated interior and exceptional location in the complex. Hardwood floors and southern light brighten the living spaces with an ideal layout that includes a large living room with wood-burning fireplace, dining, and stunning kitchen with Carrera quartz backsplash and countertops with waterfall detail and

    Vanessa Catalano Julia B Fee Sothebys Int. Rlty

    140 Deer Run Unit 140, Chappaqua, NY 10514

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