23

Homes for Sale in 10514

Section Image
  • /50

    $2,699,000

    • 4 Beds
    • 4.5 Baths
    • 5,918 Sq Ft

    40 Hamilton Dr, Chappaqua, NY 10514

    Tucked away on over two exquisitely landscaped acres in one of Chappaqua’s most prestigious enclaves, this exceptional newly constructed modern home redefines luxury living through a masterful blend of architectural sophistication, cutting-edge efficiency, and timeless elegance. Designed with a discerning eye and crafted with uncompromising quality, this magazine-worthy residence offers the

    Matthew Valvano Berkshire Hathaway HS NY Prop

    40 Hamilton Dr, Chappaqua, NY 10514
  • /48

    $1,998,999

    • 4 Beds
    • 3.5 Baths
    • 3,124 Sq Ft

    4 Old House Ln, Chappaqua, NY 10514

    Nestled on over an acre of beautifully landscaped grounds in the highly sought-after Chappaqua School District, this exceptional residence offers a rare blend of privacy, craftsmanship, and versatility. Behind a gated entrance, mature specimen plantings, expansive lawns, and a tranquil natural setting create a true private retreat just minutes from downtown Chappaqua and Metro-North. Thoughtfully

    Laura Lulgjuraj Houlihan Lawrence Inc.

    4 Old House Ln, Chappaqua, NY 10514
  • /9

    $2,895,000

    • 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 Fall 2026. Early buyers will have the rare chance to customize many 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
  • /49

    $1,100,000

    • 5 Beds
    • 3 Baths
    • 2,715 Sq Ft

    2 Turner Dr, Chappaqua, NY 10514

    Some homes have good bones. This one has great ones in a private setting. Nestled in Chappaqua's beloved Seven Bridges neighborhood, this 1934 Colonial sits on nearly three-quarters of an acre where tree-lined streets and a true sense of community appeal to buyers who embrace Chappaqua and remain for years. Original hardwood floors, a wood-burning fireplace, crown molding, and a screened porch

    Lauren Zaccaria Houlihan Lawrence Inc.

    2 Turner Dr, Chappaqua, NY 10514
  • /30

    $1,050,000

    • 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
  • /50

    $1,695,000

    • 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, wellness retreat, yoga or fitness center, man cave or an inspiring creative workspace, this detached structure provides exceptional flexibility and privacy.

    Elvira Aloia Corcoran Legends Realty

    676 Hardscrabble Rd, 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
  • /6

    $639,000

    • Land
    • 7,405 Sq Ft
    • $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
  • /47

    $3,389,000

    • 4 Beds
    • 6.5 Baths
    • 5,563 Sq Ft

    40 Algonquin Dr, Chappaqua, NY 10514

    Timeless elegance meets relaxed country chic at this extraordinary Chappaqua retreat. Ideally situated on one of Chappaqua's most coveted streets, this remarkable residence was originally built in 1910 and completely renovated and reimagined in 200l and then again in 2009 for modern living. Privately set amid beautifully landscaped grounds, 40 Algonquin blends classic country manor-style

    Kathryn Weinberger Compass Greater NY, LLC

    40 Algonquin Dr, Chappaqua, NY 10514
  • /27

    $899,000

    • 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
  • /43

    $2,499,000

    • 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 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 tranquility and convenience,

    Wendy Nolan Houlihan Lawrence Inc.

    33 Greenbriar Dr, 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
  • /25

    $890,000

    • 3 Beds
    • 2.5 Baths
    • 1,569 Sq Ft

    20 Waters Edge, Chappaqua, NY 10514

    Welcome to Old Farm Lake - one of Chappaqua's most desirable condominium communities, offering low-maintenance living with resort-style amenities. This 3-bedroom, 2.5-bath townhome is set in a private setting and lives beautifully with natural light across three levels. The main level features an open living and dining area with cathedral ceilings, a skylight, and a wood-burning fireplace. The

    Edward Holmes William Raveis-New York, LLC

    20 Waters Edge, Chappaqua, NY 10514
  • /49

    $1,595,000

    • 7 Beds
    • 3 Baths
    • 5,200 Sq Ft

    52 Orchard Ridge Rd, Chappaqua, NY 10514

    Rare opportunity to own two side-by-side residences on a beautifully landscaped 0.45-acre property in the highly sought-after Chappaqua School District. 52 Orchard Ridge features a renovated 3-bedroom, 1.5-bath home with hardwood floors, stainless steel appliances, updated cabinetry and countertops, and in-unit laundry. This residence will be delivered vacant at closing, offering immediate

    Valon Nikci Link NY Realty

    52 Orchard Ridge Rd, Chappaqua, NY 10514
  • /35

    $2,990,000

    $687K PRICE DROP
    • 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
  • /35

    $849,999

    • 2 Beds
    • 1 Bath
    • 711 Sq Ft

    58 Maple Ave, Chappaqua, NY 10514

    Opportunities like this do not come around often in Chappaqua, and when they do, they tend to move quickly. What is being offered at 58 Maple Ave is a flat, level, in-town parcel with an existing 2-bedroom, 1-bath cottage set back from the road among towering pines, in one of Westchester County's most coveted villages. Whether a buyer chooses to develop the land, renovate what is there, or simply

    Christian Lugo Howard Hanna Rand Realty

    58 Maple Ave, Chappaqua, NY 10514
  • /20

    $1,665,000

    $85K PRICE DROP
    • 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
  • /30

    $750,000

    • 2 Beds
    • 2.5 Baths
    • 1,653 Sq Ft

    110 Woods End Rd Unit 110, Chappaqua, NY 10514

    Offering over 1650SF of living space, this spacious townhouse in the sought-after Old Farm Lake community has private wooded views and an open, light-filled floor plan. The living room which is open to the dining area, features cathedral ceilings, a wood-burning fireplace, and sliding glass doors to a private deck. A renovated eat-in kitchen is well- appointed with granite countertops and

    Amy Singer Houlihan Lawrence Inc.

    110 Woods End Rd Unit 110, Chappaqua, NY 10514
  • /17

    $649,000

    • 2 Beds
    • 2 Baths
    • 1,478 Sq Ft

    353 N Greeley Ave Unit 353, Chappaqua, NY 10514

    Welcome to Chestnut Oaks. Corner unit Townhome located in building 5 featuring 2 bedrooms, 2 full baths, fireplace, attached garage and balcony. Located in the heart of Chappaqua and close to train, town and schools. Renovated in 2010 with new dine-in kitchen, granite counter tops, stainless steel appliances, hardwood floors, renovated primary bathroom, custom walk-in closet, new washer/dryer and

    Toni DiMichelo Houlihan Lawrence Inc.

    353 N Greeley Ave Unit 353, Chappaqua, NY 10514
  • /30

    $809,000

    $20K PRICE DROP
    • 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
  • /33

    $895,000

    $4K 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
  • /17

    $499,999

    • 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
  • /32

    $2,179,000

    $106K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 6,108 Sq Ft

    16 Carolyn Place, Armonk, NY 10504

    Introducing an exceptional offering in the prestigious Whippoorwill neighborhood of Armonk. Privately set on 2 beautiful landscaped acres, this expansive residence offers over 6,000 square feet of refined living space and the flexibility of a 5 bedroom home that lives like a 6 bedroom. Designed for both entertaining and comfortable living, the sun-drenched, renovated chef’s kitchen opens

    Amy Singer Houlihan Lawrence Inc.

    16 Carolyn Place, Armonk, NY 10504
How to Buy a Home How to Finance a Home How to Sell a Home