4,405

Chappaqua, NY Homes

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  • 39 Barnes Ln, Chappaqua, NY 10514

    $425,000 Sold Feb 25, 2025

    • Land
    • 1.06 Acres
    • $400,943 per Acre
    • 87 Days On Market

    39 Barnes Ln, Chappaqua, NY 10514

    ATTENTION BUILDERS! GRAB YOUR HARD HATS! Build your dream home on a desirable cul de sac street in Chappaqua School District! 4 bedroom septic approved! Reach out today for more information!

    Sari Shaw Compass Greater NY, LLC

    39 Barnes Ln, Chappaqua, NY 10514
  • 4 Timberland Pass, Chappaqua, NY 10514

    $595,000 Sold Feb 21, 2025

    • 1,550 Sq Ft
    • $384/SF
    • 34 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1979

    4 Timberland Pass, Chappaqua, NY 10514

    This home is located in Apple Hill Farm community in Chappaqua NY. This End unit Townhome is located on nice lot with large side and rear property & plenty of privacy. Lots of light with windows galore. This home features 2 bedrooms, with 2.5 baths. A huge living room with cathedral ceilings, a wood burning fireplace and lots of windows. Large formal dining room with sliders to a private patio

    Dorothy Botsoe Dorothy Jensen Realty, Inc.

    4 Timberland Pass, Chappaqua, NY 10514
  • 7 Deer Run Unit 7, Chappaqua, NY 10514

    $750,000 Sold Feb 18, 2025

    • 1,549 Sq Ft
    • $484/SF
    • 27 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1986

    7 Deer Run Unit 7, Chappaqua, NY 10514

    Step into luxury - in this fully renovated condo in Chappaqua at Old Farm Lake development, close to town, train, shops and schools. Enter the foyer with marble floors, leading to the kitchen with Bosch stainless appliances and walk out to front patio. The dining room opens to a spacious living room with a vaulted high ceiling with skylights and decorated with hardwood, complete with a stunning

    Natalia Wixom Compass Greater NY, LLC

    7 Deer Run Unit 7, Chappaqua, NY 10514
  • 40 Aldridge Rd, Chappaqua, NY 10514

    $1,955,000 Sold Feb 04, 2025

    • 3,541 Sq Ft
    • $552/SF
    • 8 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1955

    40 Aldridge Rd, Chappaqua, NY 10514

    Move right in to this beautiful home perfectly situated on a tranquil cul-de-sac, offering the best of both worlds: a spacious, private retreat with the convenience of being close to town and train. This airy & bright 4-bedroom, 4-bathroom home is designed for both comfort & elegance. Discover a first-floor primary bedroom with soaring ceilings & a generous walk-in closet. The heart of the home

    Jodi Greebel Compass Greater NY, LLC

    40 Aldridge Rd, Chappaqua, NY 10514
  • 55 Florence Dr, Chappaqua, NY 10514

    $2,275,000 Sold Jan 31, 2025

    • 2,984 Sq Ft
    • $762/SF
    • 4 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1978

    55 Florence Dr, Chappaqua, NY 10514

    Spectacular Mid-Century modern completely renovated and privately set on 2.23 gorgeous park-like acres at the end of a neighborhood cul-de-sac featuring stone walls, professional landscaping, perennial& vegetable gardens, specimen plantings & towering old growth trees for complete privacy, yet close to all. Expansive deck, soaring ceilings throughout, open plan, walls of glass & abundant natural

    Sena Baron William Raveis-New York, LLC

    55 Florence Dr, Chappaqua, NY 10514
  • 32 Begg Dr, Chappaqua, NY 10514

    $999,999 Sold Jan 30, 2025

    • 1,657 Sq Ft
    • $603/SF
    • 20 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1927

    32 Begg Dr, Chappaqua, NY 10514

    Step into the timeless charm of this captivating colonial located on a sought-after tree-lined cul-de-sac. This move-in-ready home offers an open floor plan with abundant windows, creating a bright and welcoming atmosphere. The stunning living room/great room features a fireplace, elegant columns, detailed moldings, recessed lighting, and walls of windows, flooding the space with natural light.

    Wendy Nolan Houlihan Lawrence Inc.

    32 Begg Dr, Chappaqua, NY 10514
  • 33 Chatham Rd, Chappaqua, NY 10514

    $1,175,000 Sold Jan 24, 2025

    • 2,100 Sq Ft
    • $560/SF
    • 18 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1942

    33 Chatham Rd, Chappaqua, NY 10514

    Beautifully renovated home 3 bedroom 2.5 bath on 1.3 acres in Chappaqua Ridge community. With its classic center hall colonial layout and beautiful renovations, it's perfect for someone looking for both charm and modern updates. New kitchen with deck overlooking private yard Is ideal for entertaining, oversized Livingroom with wood burning fireplace, formal Dining Room, Primary suite , along

    Phyllis Lerner Corcoran Legends Realty

    33 Chatham Rd, Chappaqua, NY 10514
  • 140 S Bedford Rd, Chappaqua, NY 10514

    $1,550,000 Sold Jan 23, 2025

    • 3,631 Sq Ft
    • $427/SF
    • 17 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2004

    140 S Bedford Rd, Chappaqua, NY 10514

    Modern Colonial, nestled on a private 1.23 acre lot in the Chappaqua School District. This 4 bedroom, 3,631 sq ft open flow, expansive home is thoughtfully crafted, featuring generously sized light-filled rooms with large windows and essential amenities. A double height entry foyer with chandelier opens to formal spaces, an office/guest room, formal dining and living rooms. This comfortable, open

    Cindy Glynn Compass Greater NY, LLC

    140 S Bedford Rd, Chappaqua, NY 10514
  • 41 Lila Ln Unit 60, Chappaqua, NY 10514

    $1,624,375 Sold Jan 21, 2025

    • 3,101 Sq Ft
    • $524/SF
    • 117 Days On Market
    • 2 Beds
    • 3.5 Baths
    • Built 2023

    41 Lila Ln Unit 60, Chappaqua, NY 10514

    CONSTRUCTION TO BEGIN SOON ON THIS HOME:2 BR Greeley Floorplan with primary on first floor. An elevator is included as well as a finished basement with full bath, wet bar in 2nd floor loft and open railings to lower level, car charger and teak pavers on the terrace. This outstanding home is located in a private area of the community but still allows owners to walk to shopping,

    Thomas Jacovino Toll Brothers Real Estate Inc.

    41 Lila Ln Unit 60, Chappaqua, NY 10514
  • 14 Alta Ln, Chappaqua, NY 10514

    $1,600,000 Sold Jan 21, 2025

    • 5,111 Sq Ft
    • $313/SF
    • 48 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 1979

    14 Alta Ln, Chappaqua, NY 10514

    Mid-century modern home lovers will appreciate this 1979 contemporary, designed by Chappaqua architect, Charles Napoli as an homage to Frank Lloyd Wright. Set on 1.35 acres, this 5 BR, 5.1 BA home has walls of windows showcasing the lush property and mature trees. The open plan of the house flows naturally with a grand, open living rm to dining and eat-in kitchen w/ sliders to patio. The great

    Stacey Rechler Douglas Elliman Real Estate

    14 Alta Ln, Chappaqua, NY 10514
  • 54 Spring Rd, Chappaqua, NY 10514

    $1,150,000 Sold Jan 15, 2025

    • 2,482 Sq Ft
    • $463/SF
    • 41 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1935

    54 Spring Rd, Chappaqua, NY 10514

    Set on a quiet street just a few minutes from Chappaqua town center, this charming colonial with effortlessly blends historical character with modern updates. The home showcases original arts & crafts and architectural features - exposed beams, wood trim, and beautifully refinished hardwood floors throughout. Handmade Motawi tiles adorn fireplace. The high-end kitchen, with custom Bilotta

    Natalia Wixom Compass Greater NY, LLC

    54 Spring Rd, Chappaqua, NY 10514
  • 3 High Point Cir, Chappaqua, NY 10514

    $1,700,214 Sold Jan 10, 2025

    • 3,421 Sq Ft
    • $497/SF
    • 9 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1955

    3 High Point Cir, Chappaqua, NY 10514

    Welcome to 3 High Point Circle! This delightful home features 4 spacious bedrooms + 3.5 bathrooms, all set on a beautifully landscaped, fenced-in, 1-acre lot on a sought after cul-de-sac. Inside, you'll love the open floor plan, perfect for entertaining and the spacious family room for relaxation. The Primary suite boasts a newly renovated bathroom and a spacious walk-in closet. The lower level

    Debra Goldenberg Compass Greater NY, LLC

    3 High Point Cir, 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
  • 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
  • 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
  • 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
  • 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

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