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Homes for Sale in 10514

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  • /27

    $1,375,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 2,254 Sq Ft

    88 Brevoort Rd, Chappaqua, NY 10514

    Location, Location, Location and the yard you have dreamt of! Set on a gorgeous, level, private acre on a flat cul-de-sac street that leads to sidewalks to downtown Chappaqua, Grafflin Elementary, and Bell Middle School, and just minutes from Whole Foods, Lifetime Fitness, Greeley High School, and more. This well maintained 3-bedroom, 2-bath home, with only $21,452 in taxes, shows pride of

    Lori Hoffman-Chlapowski Compass Greater NY, LLC

    88 Brevoort Rd, Chappaqua, NY 10514
  • /25

    $2,299,000

    Open Sat 1PM - 3PM Coming Soon
    • 5 Beds
    • 4.5 Baths
    • 4,661 Sq Ft

    20 Hitching Post Ln, Chappaqua, NY 10514

    Welcome to 20 Hitching Post Lane in Chappaqua, New York. This five-bedroom, 4.1 bath Colonial is set on over 2 bucolic acres on a beautiful tree-lined street. An impressive oak floored entry foyer with cherry inlay opens to a spacious formal living room with crown moldings and new windows (2023), warmed by a wood burning fireplace with decorative mantle. The adjacent family room has a second wood

    John Buckley William Raveis-New York LLC

    20 Hitching Post Ln, Chappaqua, NY 10514
  • /3

    $1,599,000

    Coming Soon
    • 8 Beds
    • 8 Baths
    • 5,798 Sq Ft

    600 Bedford Rd, Chappaqua, NY 10514

    There are houses you pass without a second thought, and then there are houses you remember.For years, set quietly behind a canopy of mature trees along Bedford Road, this stately white Georgian has inspired curiosity. What is behind those walls? What could it become?Now, offered for the first time in decades, the doors to 600 Bedford Road are opening and with them comes a remarkable

    Kile Boga-Ibric Houlihan Lawrence Inc.

    600 Bedford Rd, Chappaqua, NY 10514
  • /5

    $679,000

    • 4 Beds
    • 2 Baths
    • 2,464 Sq Ft

    10 Paula Place, Chappaqua, NY 10514

    A unique opportunity to create your dream home on 3+ wooded acres in the highly sought-after Chappaqua School District. Tucked away at the end of a cul-de-sac, this exceptional property offers privacy, natural beauty, and tremendous potential for a builder, investor or end user.The existing home is in need of removal, presenting an opportunity to bring your vision to life and build a new

    Victoria Miller Compass Greater NY, LLC

    10 Paula Place, Chappaqua, NY 10514
  • /41

    $5,750,000

    • 6 Beds
    • 7.5 Baths
    • 9,247 Sq Ft

    24 Trails End, Chappaqua, NY 10514

    Welcome to 24 Trails End, an unparalleled private resort estate redefining luxury living on over 9 pristine, park-like acres. This majestic brick Colonial, quietly positioned at the end of a prestigious cul-de-sac, overlooks a scenic, spring-fed pond. Inside, classic architectural sophistication meets modern design, highlighted by a soaring double-height great room, dual home offices, and a rich

    Brian Milton Compass Greater NY, LLC

    24 Trails End, Chappaqua, NY 10514
  • /44

    $1,399,000

    • 3 Beds
    • 3 Baths
    • 2,821 Sq Ft

    10 Deborah Ln, Chappaqua, NY 10514

    SoHo in Chappaqua! Chappaqua schools! Dramatic, Airy and Light-filled 3 Bedroom Contemporary in immaculate condition located in sought-after neighborhood and Cul-De-Sac. Set on almost an acre of private property with rocking-chair front porch. Elegant living room features a soaring cathedral ceiling, wall of built-in bookshelves and wall of windows opening to dining area with access to deck.

    Alicja Bohmrich Houlihan Lawrence Inc.

    10 Deborah Ln, Chappaqua, NY 10514
  • /30

    $749,000

    • 3 Beds
    • 1.5 Baths
    • 1,414 Sq Ft

    27 Mill River Rd, Chappaqua, NY 10514

    You’ll be hard-pressed to find a turn-key home like this—especially at this price—in the Chappaqua School District, let alone Westchester County! Welcome to this charming 1850s Colonial, ideally situated in the heart of Chappaqua, just 0.3 miles on foot via a convenient sidewalk to Metro-North and close to all that the village has to offer. With an easy walk to the train and convenient access by

    Johanna Kline Houlihan Lawrence Inc.

    27 Mill River Rd, Chappaqua, NY 10514
  • /50

    $2,200,000

    $200K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,271 Sq Ft

    230 Pinesbridge Rd, Millwood, NY 10546

    - ELEVATED LIVING, LIGHT-FILLED DESIGN -This home has been transformed through a combination of new construction and thoughtful remodeling, blending classic Colonial proportions with a fresh, light-filled interior built for gracious living and effortless entertaining. The rebuild includes all-new HVAC, plumbing, and electrical systems and a full-house 25kW Generac generator. This lovely

    Prabjeet Rai Julia B Fee Sothebys Int. Rlty

    230 Pinesbridge Rd, Millwood, NY 10546
  • /31

    $1,725,000

    • 4 Beds
    • 3.5 Baths
    • 3,581 Sq Ft

    53 W Orchard Rd, Chappaqua, NY 10514

    Welcome to an exceptional move-in ready home located in a highly desirable Chappaqua neighborhood known for its award-winning schools & sought-after lifestyle. Perfectly positioned in a quiet neighborhood, this stunning property offers privacy, space & luxury living at its finest. In addition, easy access to the North County Trail for any outdoor activities of your choice. Step inside & you'll

    Lori Meringolo Houlihan Lawrence Inc.

    53 W Orchard Rd, Chappaqua, NY 10514
  • /49

    $1,800,000

    • 4 Beds
    • 3.5 Baths
    • 2,913 Sq Ft

    406 Bedford Rd, Chappaqua, NY 10514

    Welcome to this beautifully maintained almost 3000 sq ft 4 bedroom 4 bath Colonial set on a private, sun-filled one acre property framed by mature trees, a classic stone wall , and meticulously maintained landscaping and plantings.Elegance and craftsmanship are evident throughout with beautiful hardwood floors, generously sized bedrooms and a primary suite with private en-suite bath. At

    Donna Powers-Amori Howard Hanna Rand Realty

    406 Bedford Rd, Chappaqua, NY 10514
  • /20

    $1,665,000

    • Land
    • 12.92 Acres
    • $128,870 per Acre

    767 King St, Chappaqua, NY 10514

    Extremely rare and ultra-private 12.92 acres of waterfront land in the Whippoorwill Lake enclave of Chappaqua. An exceptionally private canvas for a one-of-a-kind secluded getaway compound. Beyond the gate, a long private drive ascends to a concealed building site with sweeping lake and woodland vistas, plus natural water features including a waterfall and bridge. Near Whippoorwill Park,

    Sena Baron William Raveis-New York, LLC

    767 King St, Chappaqua, NY 10514
  • /27

    $1,590,000

    • 3 Beds
    • 3.5 Baths
    • 2,690 Sq Ft

    131 Douglas Rd, Chappaqua, NY 10514

    Tastefully Expanded and Renovated Colonial in the Heart of Chappaqua - New 4 bedroom Septic, 2024 Roof and Exceptional Indoor/Outdoor Living. Just moments to Chappaqua village, Metro North and highly regarded Chappaqua schools. A flexible first-floor guest/au pair suite with private bath, chefs kitchen with Wolf appliances, private primary suite, 2 fireplaces, expansive deck and mature grounds

    Toni DiMichelo Houlihan Lawrence Inc.

    131 Douglas Rd, Chappaqua, NY 10514
  • /49

    $1,495,000

    $200K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,420 Sq Ft

    676 Hardscrabble Rd, Chappaqua, NY 10514

    Renovated and Reimagined Colonial on Spectacular Park-Like Grounds, this exceptional residence includes a separate cottage-style bonus building that offers endless possibilities. Whether envisioned as a private home office, artist’s studio, yoga or fitness center, man cave or an inspiring creative workspace, this detached structure provides exceptional flexibility and privacy. Nestled amid the

    Elvira Aloia Corcoran Legends Realty

    676 Hardscrabble Rd, Chappaqua, NY 10514
  • /30

    $999,000

    $51K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,160 Sq Ft

    568 Saw Mill River Rd, Millwood, NY 10546

    Private access to the scenic North County Trailway, offering miles of paved trails for walking, running, and biking, is just one of the many highlights of this beautifully maintained home. Not to be missed, this sun-filled 3-bedroom, 3-bath raised ranch offers a comfortable layout ideal for both everyday living and entertaining. Set privately on over 1.3 level acres and screened from the road by

    Stacey Sporn William Raveis Real Estate

    568 Saw Mill River Rd, Millwood, NY 10546
  • /27

    $839,999

    $59K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,586 Sq Ft

    2 Timberland Pass, Chappaqua, NY 10514

    Welcome to Apple Hill Farm, sitting on highly desirable, 37+ Wooded Acres. Where calm meets comfort. This corner Townhome, located in a cul-de-sac for added privacy, features a manicured lawn and a carefully curated garden. Experience modern elegance in this home, with high ceilings, lots of Windows and Skylights that bring abundant natural daylight and sunlight indoors. It has 3 Bedrooms and 2.5

    Nana Aboagye Dorothy Jensen Realty, Inc.

    2 Timberland Pass, Chappaqua, NY 10514
  • /31

    $849,999

    $49K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,100 Sq Ft

    249 Mill River Rd, Chappaqua, NY 10514

    NOW Easy to Show Welcome to this beautifully maintained raised ranch offering the perfect blend of space, comfort, and convenience in a highly desirable Chappaqua P.O. location within the award-winning Pleasantville School District. Situated on a quiet cul-de-sac, this 4-bedroom, 2-bath home features soaring cathedral ceilings, rich red oak hardwood floors, and an inviting open layout designed

    Harry Donofrio Town and Village Real Estate

    249 Mill River Rd, Chappaqua, NY 10514
  • /39

    $2,249,000

    $250K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 6,115 Sq Ft

    33 Greenbriar Dr, Chappaqua, NY 10514

    Set on beautifully landscaped grounds in one of Chappaqua’s most coveted neighborhoods. This exceptional David Graham-designed luxury Colonial blends timeless architecture, designer finishes, and an unmatched indoor-outdoor lifestyle within the award-winning Chappaqua school district. Privately positioned against acres of preserved land, this premier Westchester County property offers both

    Wendy Nolan Houlihan Lawrence Inc.

    33 Greenbriar Dr, Chappaqua, NY 10514
  • /17

    $2,995,000

    $100K PRICE INCREASE
    • 4 Beds
    • 5.5 Baths
    • 4,589 Sq Ft

    39 Barnes Ln, Chappaqua, NY 10514

    Exceptional new construction opportunity in the highly sought-after Chappaqua School District, currently being built with anticipated completion this November 2026. Early buyers will have the rare chance to customize some of the final finishes and tailor the home to their personal style. This thoughtfully designed home offers 4 bedrooms and 5.1 bathrooms, with a highly desirable layout that lives

    Karin Kimtis Compass Greater NY, LLC

    39 Barnes Ln, Chappaqua, NY 10514
  • /23

    $1,590,000

    $35K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,576 Sq Ft

    17 Lila Ln, Chappaqua, NY 10514

    Welcome to this sophisticated carriage home at 17 Lila Lane, offering a rare blend of contemporary luxury and maintenance-free living within the prestigious Chappaqua Crossing community. The thoughtfully designed layout is anchored by a gorgeous chef’s kitchen, featuring a large center island with ample seating and a premium JennAir appliance package. Equally enticing is the coveted first-floor

    Jocelyn Cloder Compass Greater NY, LLC

    17 Lila Ln, Chappaqua, NY 10514
  • /44

    $4,500,000

    • 5 Beds
    • 7 Baths
    • 7,608 Sq Ft

    150 Old Farm Rd N, Chappaqua, NY 10514

    1906 Grandeur. 2026 Luxury: The Ultimate Gated Sanctuary. Perched majestically atop a private hilltop, this gated 7,800-square-foot, five-bedroom estate presents a rare convergence of Gilded Age prestige and contemporary luxury. Believed to have been commissioned in 1906 for railroad magnate A.H. Smith, the residence has been masterfully renovated to honor its historic soul, featuring original

    Joanna Rizoulis Julia B Fee Sothebys Int. Rlty

    150 Old Farm Rd N, Chappaqua, NY 10514
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