20

Homes for Sale in 10514

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  • /3

    $1,975,000 Coming Soon

    • 5 Beds
    • 3.5 Baths
    • 4,166 Sq Ft

    111 Prospect Dr, Chappaqua, NY 10514

    Exquisite architectural design, timeless charm & luxurious modern amenities merge effortlessly in this elegant Colonial in the heart of Chappaqua. C.1902 & superbly upgraded and meticulously maintained, the home offers an open, sun-bathed interior w/hardwood floors, high ceilings, abundant built-ins, extensive millwork and a quintessential porch - sure to please the most discerning buyers! The

    Agent Photo

    Usha Subramaniam

    Compass Greater NY, LLC

    (914) 977-0609

    111 Prospect Dr, 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
  • /50

    $2,475,000

    • 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
  • /38

    $1,925,000

    • 5 Beds
    • 4.5 Baths
    • 4,489 Sq Ft

    1 Hitching Post Ln, Chappaqua, NY 10514

    Welcome to this warm, inviting 5-bedroom home nestled on a tree-lined beautiful Chappaqua street. It has a lovely front porch with plenty of room for cozy chairs, perfect for sipping coffee in the morning. Inside, there is a spacious living room with a wood burning fireplace, a bright kitchen and a large island. First floor features a Primary Suite, 4 additional bedrooms with 2 full baths

    Yona Strougo Compass Greater NY, LLC

    1 Hitching Post Ln, Chappaqua, NY 10514
  • /50

    $1,195,000

    • 3 Beds
    • 2.5 Baths
    • 2,178 Sq Ft

    26 Meadow Ln, Chappaqua, NY 10514

    Welcome to 26 Meadow Lane, a pristine 2,178-square-foot ranch set on over half an acre of flat, beautifully landscaped property in one of Chappaqua’s most coveted residential neighborhoods. A rocking chair front porch and Belgian block-lined driveway offer an immediate sense of arrival, while sidewalk-lined streets connect the neighborhood to the acclaimed village of Chappaqua, minutes from

    Lauren Zaccaria Houlihan Lawrence Inc.

    26 Meadow Ln, Chappaqua, NY 10514
  • /36

    $1,599,000

    • 3 Beds
    • 2.5 Baths
    • 3,121 Sq Ft

    40 Kings Ct, Chappaqua, NY 10514

    A truly exceptional offering, this picture-perfect 1930s Colonial blends timeless elegance with modern luxury. Set on beautifully landscaped property in a serene setting yet just a moment away from town. Impeccably maintained, tastefully expanded & renovated, the home showcases refined design, effortless flow, and enduring architectural charm.The main level is thoughtfully designed with a

    Jennifer Harris Compass Greater NY, LLC

    40 Kings Ct, Chappaqua, NY 10514
  • /23

    $1,625,000

    • 2 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
  • /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
  • /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
  • /26

    $799,000

    • 2 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    5 Grove Mews, Chappaqua, NY 10514

    All the space and privacy of a single-family home with the ease of condo living! One of the few completely stand-alone and private townhouses in Apple Hill Farm, this spacious 2-bedroom, 2.5-bath home offers a rare blend of comfort, style, and convenience. Enjoy the serene setting from a large wrap-around wood deck overlooking lush, wooded views—perfect for morning coffee or evening entertaining.

    Karin Kimtis Compass Greater NY, LLC

    5 Grove Mews, 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
  • /14

    $1,750,000

    • Land
    • 12.92 Acres
    • $135,449 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
  • /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

    Alicja Bohmrich Houlihan Lawrence Inc.

    335 Roaring Brook Rd, Chappaqua, NY 10514
  • /36

    $1,699,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 3,483 Sq Ft

    12 Suzanne Ln, Chappaqua, NY 10514

    Perfectly positioned at the end of a quiet cul-de-sac, this beautifully maintained 4-bedroom, 2.5-bath Colonial offers the ideal blend of space, comfort, and effortless living—set on expansive, level property designed for both everyday enjoyment and memorable entertaining. A gracious foyer welcomes you, seamlessly opening to the living and dining rooms and creating a natural flow for gatherings.

    Jennifer Harris Compass Greater NY, LLC

    12 Suzanne Ln, Chappaqua, NY 10514
  • /33

    $1,599,000

    • 4 Beds
    • 2.5 Baths
    • 3,496 Sq Ft

    34 Turner Dr, Chappaqua, NY 10514

    Welcome to 34 Turner Drive South -- an expanded and gracious 4-bedroom, 2-1/2 Bath, Farmhouse Colonial nestled at the end of a private drive. This special home is set on over an acre of flat, private property, surrounded by towering trees and tranquil woods. The interior features 3 fireplaces, custom millwork, hardwood floors and classic architectural details. The main level has a gracious Living

    Victoria Miller Compass Greater NY, LLC

    34 Turner Dr, Chappaqua, NY 10514
  • /30

    $829,000

    • 4 Beds
    • 2.5 Baths
    • 1,584 Sq Ft

    73 S Bedford Rd, Chappaqua, NY 10514

    Welcome home to this well-maintained residence in the heart of vibrant Chappaqua! This 4 bedroom and 2.5 full bathroom house is located in the award-winning Chappaqua school district. Step inside to discover gleaming hardwood floors throughout, a cozy living room with a wood-burning fireplace, and a bright, charming dining room. The kitchen features ample cabinetry, granite countertops, and

    Thomas Hennerty

    73 S Bedford 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
  • /22

    $849,000

    • 3 Beds
    • 2.5 Baths
    • 1,539 Sq Ft

    88 Farm Lake Crescent Rd Unit 88, Chappaqua, NY 10514

    Welcome to 88 Farm Lake Crescent, a beautifully maintained three-bedroom, two-and-a-half-bath residence in the highly desirable Old Farm Lake community in Chappaqua.Bathed in natural light, this inviting home offers a thoughtfully designed floor plan ideal for both comfortable living and effortless entertaining. Sliding glass doors open to a private deck overlooking Farm Lake, creating a

    Joanna Rizoulis Julia B Fee Sothebys Int. Rlty

    88 Farm Lake Crescent Rd Unit 88, Chappaqua, NY 10514
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