4,403

Chappaqua, NY Homes

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  • 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
  • 18 Valley Ln, Chappaqua, NY 10514

    $1,890,000 Sold Jul 09, 2025

    • 3,746 Sq Ft
    • $505/SF
    • 7 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1967

    18 Valley Ln, Chappaqua, NY 10514

    Welcome to 18 Valley Lane, a four-bedroom colonial situated on a sort after quiet street in Chappaqua. The main level consists of a living room, dining room, office, powder room and a large open eat-in kitchen/family room great for entertaining with access to a screened-in porch, outdoor bluestone patio and backyard. The upstairs consists of a large primary bedroom suite with a dressing area,

    Susan Slotnick William Raveis Real Estate

    18 Valley Ln, Chappaqua, NY 10514
  • 20 Bristol Place, Chappaqua, NY 10514

    $1,835,000 Sold Jun 30, 2025

    • 4,082 Sq Ft
    • $450/SF
    • 6 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1965

    20 Bristol Place, Chappaqua, NY 10514

    Welcome to 20 Bristol Place, a stunning home nestled at the end of a peaceful cul-de-sac in Chappaqua, NY. This modern home boasts an open and bright layout, offering 4 bedrooms and 4 bathrooms across 4,082 square feet of luxurious living space. The oversized primary bedroom features high ceilings and a renovated bath, providing a serene retreat.The heart of the home is the high-end

    Kori Sassower Compass Greater NY, LLC

    20 Bristol Place, Chappaqua, NY 10514
  • 18 Dewitt Dr Unit 71, Chappaqua, NY 10514

    $1,690,995 Sold Jun 30, 2025

    • 3,335 Sq Ft
    • $507/SF
    • 199 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2024

    18 Dewitt Dr Unit 71, Chappaqua, NY 10514

    HOME NOT COMPLETED YET- 3 BR Millwood Elite home. This outstanding home is located in the heart of the neighborhood where you can walk to shopping, cafe, gym, pool and more. Includes 3 BR + 2 offices, loft and outdoor terrace w built in grill and linear fireplace and interior wet bar in loft. The open concept great room and kitchen allow for large family gatherings. The open island with

    Thomas Jacovino Toll Brothers Real Estate Inc.

    18 Dewitt Dr Unit 71, Chappaqua, NY 10514
  • 97 Random Farms Dr, Chappaqua, NY 10514

    $2,250,000 Sold Jun 27, 2025

    • 4,807 Sq Ft
    • $468/SF
    • 18 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1993

    97 Random Farms Dr, Chappaqua, NY 10514

    Nestled in the prestigious Random Farms community, this beautifully updated 4-bedroom Colonial blends timeless elegance with modern convenience. Designed for effortless living, the open-flow layout seamlessly connects the renovated chef’s kitchen to a sun drenched great room, featuring a sophisticated fireplace as its centerpiece, while formal living and dining spaces add refinement. A dedicated

    Sari Shaw Compass Greater NY, LLC

    97 Random Farms Dr, 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
  • 8 Dewitt Dr Unit 66, Chappaqua, NY 10514

    $1,402,970 Sold Jun 23, 2025

    • 2,945 Sq Ft
    • $476/SF
    • 142 Days On Market
    • 2 Beds
    • 3.5 Baths
    • Built 2024

    8 Dewitt Dr Unit 66, Chappaqua, NY 10514

    HOME IS UNDER CONSTRUCTION. MOVE in SUMMER 2025. 2 BR, 3 Full, 1 half primary on main floor, finished basement with full bath and media room. Additional Information: ParkingFeatures:2 Car Attached,

    Thomas Jacovino Toll Brothers Real Estate Inc.

    8 Dewitt Dr Unit 66, Chappaqua, NY 10514
  • 66 Kerry Ln, Chappaqua, NY 10514

    $3,000,000 Sold Jun 23, 2025

    • 6,333 Sq Ft
    • $474/SF
    • 21 Days On Market
    • 6 Beds
    • 7.5 Baths
    • Built 1994

    66 Kerry Ln, Chappaqua, NY 10514

    Welcome Home to Your Dream Colonial in the Chappaqua School District. Discover luxury and comfort in this sunlit center-hall colonial, boasting over 6,333+ square feet of living space. Set back on 2.25 private, level acres, this home features a fenced-in backyard with a heated saltwater pool, an automatic cover, and expansive patio and deck spaces perfect for entertaining and recreation.

    Stacey Sporn William Raveis Real Estate

    66 Kerry Ln, Chappaqua, NY 10514
  • 64 Stornowaye St, Chappaqua, NY 10514

    $1,250,000 Sold Jun 20, 2025

    • 2,144 Sq Ft
    • $583/SF
    • 11 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1973

    64 Stornowaye St, Chappaqua, NY 10514

    Inside & outside blend seamlessly together throughout this sleek, modern 3-bed/2-bath contemporary, wrapped by a massive deck front, side & rear, and privately set back from the road on two peaceful, sylvan acres on a cul-de-sac in the sought-after Whippoorwill neighborhood. Great layout for entertaining. Arts & crafts-inspired living room illuminated by large front-facing windows & topped with a

    Stacy Levey William Raveis-New York, LLC

    64 Stornowaye St, Chappaqua, NY 10514
  • 11 Boulder Trail, Chappaqua, NY 10514

    $2,450,000 Sold Jun 20, 2025

    • 6,495 Sq Ft
    • $377/SF
    • 46 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1995

    11 Boulder Trail, Chappaqua, NY 10514

    Spectacular 5-bedroom, 4 1/2 bath, 6,495 sq ft Colonial, located in the sought after Hardscrabble Lake neighborhood within the renowned Chappaqua School District. This home features a spacious, sun drenched open floor plan accented by large rooms, high ceilings, refined hardwood floors, walls of windows, and exquisite detailing throughout. As one enters, the expansive cathedral ceiling front

    Cindy Glynn Compass Greater NY, LLC

    11 Boulder Trail, 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
  • 22 Dewitt Dr Unit 73, Chappaqua, NY 10514

    $1,624,995 Sold Jun 13, 2025

    • 3,352 Sq Ft
    • $485/SF
    • 1 Day On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2025

    22 Dewitt Dr Unit 73, Chappaqua, NY 10514

    Under Construction. As you enter the Millwood Elite, 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

    Thomas Jacovino Toll Brothers Real Estate Inc.

    22 Dewitt Dr Unit 73, 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
  • 51 Granite Ct, Chappaqua, NY 10514

    $2,922,500 Sold Jun 10, 2025

    • 5,836 Sq Ft
    • $501/SF
    • 127 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1901

    51 Granite Ct, Chappaqua, NY 10514

    Sophisticated and Stunning Chappaqua Estate! Sure to please the most discerning buyer, this fully modernized Normandy-styled estate, sited on magnificent property, in a a cul-de-sac, walking distance to schools and parks, is one of a kind. This distinctive home, owned by two esteemed art collectors, and dating back to the late 1800s, has been meticulously overhauled with impeccable taste,

    Cindy Glynn Compass Greater NY, LLC

    51 Granite Ct, Chappaqua, NY 10514
  • 24 Hunting Ridge Rd, Chappaqua, NY 10514

    $1,826,000 Sold Jun 10, 2025

    • 3,962 Sq Ft
    • $461/SF
    • 7 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1960

    24 Hunting Ridge Rd, Chappaqua, NY 10514

    Extremely spacious and meticulously maintained 4 bedroom/ 4 bathroom home with almost 4000sf that lives like a 5 bedroom on a cul de sac in a sought after Chappaqua neighborhood! It has an amazing gourmet Chef's Kitchen with large center island, stainless appliances, a spacious eating area with access to the back patio. The kitchen was renovated in 2024 which included new quartz countertops, new

    Pamela Akin Douglas Elliman Real Estate

    24 Hunting Ridge 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
  • 85 Haights Cross Rd, Chappaqua, NY 10514

    $1,800,000 Sold Jun 07, 2025

    • 6,814 Sq Ft
    • $264/SF
    • 43 Days On Market
    • 7 Beds
    • 6 Baths
    • Built 1969

    85 Haights Cross Rd, Chappaqua, NY 10514

    Come experience not only an extraordinarily designed residence, additionally enjoy a home set atop quite possibly one of the highest viewpoints in Chappaqua. Commissioned by the Mechner family in 1969, architect John Koster worked closely with present owners to develop a property like no other. Sited on 8.86 wooded acres with vintage log cabin and sculptural stone outcroppings inspired a

    Amy Via Houlihan Lawrence Inc.

    85 Haights Cross 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

    Jennifer Harris Compass Greater NY, LLC

    24 Greenbriar Dr, Chappaqua, NY 10514
  • 7 Oak Hill Rd, Chappaqua, NY 10514

    $1,320,000 Sold Jun 06, 2025

    • 2,628 Sq Ft
    • $502/SF
    • 6 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1968

    7 Oak Hill Rd, Chappaqua, NY 10514

    Welcome to 7 Oak Hill Road, Chappaqua, a spacious and lovingly maintained 4-Bed/3-Bath Raised Ranch set on a flat .67-acre parcel on a neighborly street and buffered by a bird sanctuary. A covered front porch introduces a double-door entry. Large windows front and rear bathe the wide, open living and dining rooms in soft, natural light. Dine casually in the morning-sun-facing breakfast area of

    Stacy Levey William Raveis-New York, LLC

    7 Oak Hill Rd, Chappaqua, NY 10514

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