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Homes for Sale in 10514

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  • /50

    $2,599,000

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

    17 Byram Meadows Rd, Chappaqua, NY 10514

    Beautifully appointed and meticulously maintained 4 bedroom, 4 1/2 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 open layout 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
  • /17

    $3,350,000

    • 4 Beds
    • 7 Baths
    • 5,712 Sq Ft

    201 Bedford Rd, Chappaqua, NY 10514

    Exciting all new construction by highly regarded local builder, Tavo Development, along with noted architect Teo Siguenza, aiming for a Fall 2026 completion. This refined, 5,712 sq ft Colonial blends classic architecture with sophisticated modern living. The light-filled main level, with 10’ ceilings, offers a seamless open floorplan featuring a chef’s kitchen with island and service pantry,

    Brian Milton Compass Greater NY, LLC

    201 Bedford Rd, Chappaqua, NY 10514
  • /33

    $2,300,000

    • 3 Beds
    • 3.5 Baths
    • 3,960 Sq Ft

    24 North Way, Chappaqua, NY 10514

    AO-3/29-Move-in ready, light and bright 3 bedroom/ 3.5 bathroom home that lives like a 4 bedroom in the coveted Lawrence Farms South neighborhood with a private, flat backyard with a stone patio, heated gunite pool and a charming pergola. This inviting home with high ceilings throughout, offers a spacious living room with a fireplace, adjacent to a formal dining room, both with glass door access

    Pamela Akin Douglas Elliman Real Estate

    24 North Way, Chappaqua, NY 10514
  • /35

    $3,450,000

    • 6 Beds
    • 5.5 Baths
    • 8,200 Sq Ft

    20 Bessel Ln, Chappaqua, NY 10514

    Nestled in breathtaking natural surroundings, this modern architectural masterpiece by renowned designer Myron Goldfinger offers three levels of striking contemporary design. The residence features a soaring three-story curved ceiling, a dramatic floating staircase, and expansive open-plan living and entertaining spaces that frame the home’s private setting. The main-level primary suite provides

    Tianying Xu Houlihan Lawrence Inc.

    20 Bessel Ln, Chappaqua, NY 10514
  • /43

    $1,899,000

    • 2 Beds
    • 3.5 Baths
    • 3,574 Sq Ft

    2 Dewitt Dr, Chappaqua, NY 10514

    Welcome to 2 DeWitt Drive — a stunning 2025-built carriage home offering refined luxury and effortless living in one of Chappaqua’s most desirable communities. This light-filled corner residence spans 3,574 square feet with 2 spacious bedrooms (with options for more) and 3.5 baths, thoughtfully designed with high-end finishes and sophisticated upgrades throughout. Expansive windows flood the home

    Joann Galluccio William Raveis-New York LLC

    2 Dewitt Dr, Chappaqua, NY 10514
  • /32

    $1,949,000

    • 4 Beds
    • 5 Baths
    • 5,767 Sq Ft

    5 Morning View Ct, Chappaqua, NY 10514

    A refined expression of modern Colonial living, this exceptional 4-bedroom, 5 full bath residence offers nearly 6,000 square feet of impeccably finished space, including a walk-out lower level, in one of Chappaqua’s most coveted settings. Built in 2012 and featuring natural gas and municipal sewer—an uncommon and highly desirable pairing—this home delivers a rare combination of quality, scale,

    Sari Shaw Compass Greater NY, LLC

    5 Morning View Ct, Chappaqua, NY 10514
  • /6

    $639,000

    • Land
    • 0.17 Acre
    • $3,758,824 per Acre

    65 S Bedford Rd, Chappaqua, NY 10514

    A rare opportunity to build mixed use consisting of commercial/professional and multi-family with huge income potential.The 1st floor as commercial and the 2nd and 3rd floors residential apartments.An architect has drawn 4 concept plans ranging from commercial space and lobby with (4) 2-bedroom apartments to commercial space and lobby with (6) 1-bedroom apartments.One example:1st

    Theodore Weinstein REO Edge LLC

    65 S Bedford Rd, Chappaqua, NY 10514
  • /42

    $1,290,000

    • 3 Beds
    • 3 Baths
    • 3,421 Sq Ft

    80 Roaring Brook Rd, Chappaqua, NY 10514

    Step into a home that blends space, light, and everyday convenience in all the right ways. This legal 3-bedroom residence lives like a 4-bedroom, offering flexible options including a potential first-floor bedroom—perfect for guests, work-from-home needs, or multigenerational living.At the heart of the home, a majestic family room with a fireplace creates a warm and inviting atmosphere, ideal

    Mark Okamoto Houlihan Lawrence Inc.

    80 Roaring Brook Rd, Chappaqua, NY 10514
  • /44

    $1,425,000

    • 4 Beds
    • 3 Baths
    • 3,761 Sq Ft

    39 Mayberry Rd, Chappaqua, NY 10514

    Set privately on 2+ acres at the end of a quiet cul-de-sac, this beautifully updated 4-bedroom ranch lives like a 5-bedroom home and offers the perfect blend of comfort, flexibility, and style. Enjoy distant western sunset views and direct access to the adjacent Pruyn Sanctuary, creating a serene, nature-connected setting while still being part of a neighborhood.The heart of the home is the

    Sena Baron William Raveis-New York, LLC

    39 Mayberry Rd, Chappaqua, NY 10514
  • /48

    $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
  • /50

    $1,349,000

    • 3 Beds
    • 2.5 Baths
    • 3,112 Sq Ft

    335 Roaring Brook Rd, Chappaqua, NY 10514

    "VICTORIAN SPLENDOR" - A unique opportunity to own an early Grand Victorian home on park-like property with 3 fireplaces, a pool and a barn.Designated a New Castle George Carpenter Historic Landmark dating back to 1780. As you enter the main entrance a flood of natural light welcome you. The two-story projection of the façade’s central section, rising to a peak at the roofline, along with the

    Alicja Bohmrich Houlihan Lawrence Inc.

    335 Roaring Brook Rd, Chappaqua, NY 10514
  • /39

    $999,000

    • 6 Beds
    • 4 Baths
    • 4,559 Sq Ft

    210 Seven Bridges Rd Unit A, Mount Kisco, NY 10549

    Interior showings have now begun; property is fully available! Calling all builders, contractors, and savvy investors—this is a rare opportunity with exceptional upside. This property is currently in the process of being cleaned out, presenting a blank canvas for renovation and value creation. A truly one-of-a-kind investment opportunity in the sought-after Chappaqua School District—2 houses for

    Scott O'Shea Howard Hanna Rand Realty

    210 Seven Bridges Rd Unit A, Mount Kisco, NY 10549
  • /17

    $569,000

    • 2 Beds
    • 1.5 Baths
    • 924 Sq Ft

    150 Bedford Rd Unit 12A, Chappaqua, NY 10514

    Welcome to this move-in-ready 2-bedroom, 2-bath residence in highly sought-after Chappaqua Commons. Recently refreshed with thoughtful updates throughout, this sun-filled home combines modern finishes with effortless convenience.The spacious open-concept living and dining area features brand-new flooring (2025) and a seamless flow to the updated kitchen, boasting new countertops and

    Sari Shaw Compass Greater NY, LLC

    150 Bedford Rd Unit 12A, Chappaqua, NY 10514
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