29

Homes for Sale in 10514 with Garage

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  • /38

    $1,350,000

    • 3 Beds
    • 3 Baths
    • 3,728 Sq Ft

    57 Hamilton Dr, Chappaqua, NY 10514

    Welcome to a sleek contemporary home that seamlessly blends indoor comfort with an exceptional outdoor retreat. From the moment you enter, you'll appreciate the design's focus on chic, easy living, bathed in natural light and showcasing exposed beams, custom built-ins, and premium appointments. This home boasts an open concept and has been fully updated, living generously like a 4 or 5-bedroom

    Agent Photo

    Sherry Wiggs

    Houlihan Lawrence Inc.

    (914) 862-7931

    57 Hamilton Dr, Chappaqua, NY 10514
  • /33

    $1,525,000

    • 4 Beds
    • 3.5 Baths
    • 4,099 Sq Ft

    7 High Point Cir, Chappaqua, NY 10514

    Beautifully positioned at the end of a quiet cul-de-sac, this contemporary home offers style and serenity in a prime Chappaqua location. Designed with today’s lifestyle in mind, the open and airy floor plan features soaring ceilings, floor-to-ceiling windows, and sun-drenched spaces throughout. A beautifully updated modern kitchen flows seamlessly into expansive living and dining areas, ideal for

    Cindy Glynn Compass Greater NY, LLC

    7 High Point Cir, Chappaqua, NY 10514
  • /48

    $2,149,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 4.5 Baths
    • 4,543 Sq Ft

    56 Annandale Rd, Chappaqua, NY 10514

    Welcome to 56 Annandale Road – a sleek & sophisticated Contemporary Colonial tucked into the prestigious Lawrence Farms East enclave, with panoramic views of the Mount Kisco Country Club’s fairways & pool. This rare offering delivers a perfect blend of privacy, style, & convenience in one of Westchester’s most sought-after communities. Set on almost an acre & a half of beautifully landscaped

    Michael Levy eXp Realty

    56 Annandale Rd, Chappaqua, NY 10514
  • /38

    $3,150,000

    • 5 Beds
    • 9 Baths
    • 8,775 Sq Ft

    70 Haights Cross Rd, Chappaqua, NY 10514

    Welcome to 70 Haights Cross, a stunning turn-key 5 bedroom, 7.2 bath colonial designed by noted architect Tasos Kokoris. Located in a coveted neighborhood, this home is set on 2 plus private professionally landscaped acres with a Gunite pool with waterfall and jacuzzi. The heart of the home lies in the gourmet kitchen featuring a Wolf-6-burner range, warming and fridge drawer, 2 Bosch dishwashers

    Wendy Nolan Houlihan Lawrence Inc.

    70 Haights Cross Rd, Chappaqua, NY 10514
  • /33

    $1,599,000

    • 5 Beds
    • 3.5 Baths
    • 3,859 Sq Ft

    106 Random Farms Dr, Chappaqua, NY 10514

    A rare gem in the coveted Random Farms community, this original estate home is truly exceptional. This lovingly-maintained 5-bedroom Colonial boasts an open layout and a private backyard retreat, feeling incredibly welcoming and spacious. The first floor includes a bright and airy alcove that leads into a grand dining and living room featuring a striking fireplace and a powder room. The eat-in

    Wendy Nolan Houlihan Lawrence Inc.

    106 Random Farms Dr, Chappaqua, NY 10514
  • /41

    $2,695,000

    • 5 Beds
    • 4.5 Baths
    • 4,004 Sq Ft

    35 Ivy Hill Rd, Chappaqua, NY 10514

    Arise to astonishing sunrises in this gorgeous, modern farmhouse privately set on 2.75 estate-like acres at the end of a cul-de-sac in prestigious Lawrence Farms East. Newly rebuilt in 2020 and further refined since. Grand, two-story entry foyer introduces open floor plan for today’s contemporary living style. Inviting living/dining area with large, front-facing windows, wood-burning fireplace,

    Stacy Levey William Raveis-New York, LLC

    35 Ivy Hill Rd, Chappaqua, NY 10514
  • /47

    $1,950,000

    • 4 Beds
    • 4.5 Baths
    • 3,531 Sq Ft

    33 North Way, Chappaqua, NY 10514

    Life's a breeze in this elegant, Hamptons-esque Cape Cod set on 2.67 verdant acres with sparkling, heated, gunite, in-ground pool within prestigious Lawrence Farms South. A towering flagpole stands sentry in the impressive stone walled circular drive. The cedar shingle residence exudes charm from the moment you enter and has a great layout for entertaining. A welcoming entry immediately

    Stacy Levey William Raveis-New York, LLC

    33 North Way, Chappaqua, NY 10514
  • /23

    $1,585,000

    • 4 Beds
    • 4.5 Baths
    • 3,561 Sq Ft

    260 Mill River Rd, Chappaqua, NY 10514

    Discover the perfect townhouse alternative or an ideal first home just north of NYC! Nestled on Mill River Road, this inviting 4-bedroom residence offers the best of both worlds—walking distance to the charming town of Chappaqua, with its shops, restaurants, and train station, while benefiting from the highly regarded Pleasantville schools. Commuting is a breeze with the Chappaqua train station

    Sari Shaw Compass Greater NY, LLC

    260 Mill River Rd, Chappaqua, NY 10514
  • /38

    $2,950,000

    • 5 Beds
    • 6.5 Baths
    • 7,038 Sq Ft

    26 Hemlock Hills, Chappaqua, NY 10514

    Introducing this spectacular country retreat, nestled peacefully on over four and a half acres in the leafy and much loved hamlet of Chappaqua. A glorious heated pool, panoramic patios, and endless lawns for play - offering complete privacy and seclusion, while just minutes from Chappaqua’s vibrant downtown and top-rated schools! At the end of the long scenic drive, an architectural beauty

    Wendy Alper Julia B Fee Sothebys Int. Rlty

    26 Hemlock Hills, Chappaqua, NY 10514
  • /28

    $1,849,999

    • 4 Beds
    • 2.5 Baths
    • 4,500 Sq Ft

    0 Gray Rock Ln Unit KEY828030, Chappaqua, NY 10514

    Custom design your dream home in a seamless process with ZappiCo, Westchester County's premier Real Estate Developer! This luxurious home is to-be-built in the highly desirable Chappaqua school district. With 4 spacious bedrooms and 2.5 beautifully appointed bathrooms, this home will be meticulously crafted with the finest materials and attention to detail. As you enter, you will be greeted by an

    Mary Ann Tighe Houlihan Lawrence Inc.

    0 Gray Rock Ln Unit KEY828030, Chappaqua, NY 10514
  • /32

    $1,890,000 Coming Soon

    • 4 Beds
    • 5 Baths
    • 4,051 Sq Ft

    50 Kerry Ln, Chappaqua, NY 10514

    Nestled on a coveted lane in Chappaqua, this expanded 4-bedroom Colonial offers an unparalleled blend of privacy, luxury, and charm. Set on over 2 acres of meticulously landscaped grounds, this exceptional property features a stunning gunite heated saltwater pool, lush mature plantings, and a picture-perfect setting that defines upscale suburban living. Step inside to discover a beautifully

    Amy Singer Houlihan Lawrence Inc.

    50 Kerry Ln, Chappaqua, NY 10514
  • /42

    $3,499,000

    • 4 Beds
    • 4.5 Baths
    • 6,542 Sq Ft

    93 Haights Cross Rd, Chappaqua, NY 10514

    Exceptional and sophisticated Nantucket shingle style Colonial on 3.66 private acres in one of Chappaqua’s most desirable neighborhoods, offers the perfect balance of casual elegance and resort-style living. Just 45 minutes from NYC and minutes to town, train, and top-rated schools, this turnkey home offers unmatched convenience and luxury. Designed for both everyday comfort and effortless

    Cindy Glynn Compass Greater NY, LLC

    93 Haights Cross Rd, Chappaqua, NY 10514
  • /43

    $1,200,000

    • 3 Beds
    • 2 Baths
    • 1,918 Sq Ft

    124 Seven Bridges Rd, Chappaqua, NY 10514

    This beautiful Chappaqua house sits on 3.25 acres surrounded by formal gardens and woods. Designed by the renowned Westchester architect James Renwick Thomson in the 30's, this home seamlessly incorporates both elements of formal sophistication along with more casual charm. It is a one-of-a-kind gem, containing Palladian windows, vaulted ceiling, custom wood work, bay windows, Dutch doors,

    Douglas Dill Houlihan Lawrence Inc.

    124 Seven Bridges Rd, Chappaqua, NY 10514
  • /30

    $899,000

    • 3 Beds
    • 3 Baths
    • 1,692 Sq Ft

    550 Saw Mill River Rd, Millwood, NY 10546

    The Pride of Homeownership Starts Here. Tucked away in the highly sought-after Chappaqua School District, this meticulously maintained Raised Ranch blends comfort, style, and functionality in all the right ways. Step inside to find a bright and open layout—perfect for everyday living and entertaining. The spacious living room flows effortlessly into the dining

    Yara Annechiarico At Home With Yara Realty

    550 Saw Mill River Rd, Millwood, NY 10546
  • /48

    $3,699,999

    • 4 Beds
    • 7 Baths
    • 7,305 Sq Ft

    5 Briarcliff Rd, Chappaqua, NY 10514

    This distinguished 7,300-square-foot Colonial residence, constructed in 2007, is ideally situated on a level, professionally landscaped property, offering a rare blend of timeless architectural elegance and modern luxury. Meticulously designed and impeccably maintained, this exceptional home features four en-suite bedrooms with space for a fifth , a spacious bonus room/office, and a thoughtfully

    Sari Shaw Compass Greater NY, LLC

    5 Briarcliff Rd, Chappaqua, NY 10514
  • /30

    $1,265,000

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

    26 Mayberry Rd, Chappaqua, NY 10514

    Welcome to 26 Mayberry Road, a charming and spacious 5-bedroom expanded ranch-style home on a quiet cul-de-sac street in the Chappaqua school district. Set on a private, landscaped acre, this home offers scenic views from the elevated deck and large stone patio just off the walkout lower level. The main floor features a versatile and inviting layout with formal living and dining rooms, a kitchen

    Edward Holmes William Raveis-New York, LLC

    26 Mayberry Rd, Chappaqua, NY 10514
  • /23

    $820,000

    • 2 Beds
    • 2.5 Baths
    • 1,925 Sq Ft

    149 King St Unit 15, Chappaqua, NY 10514

    149 King Street offers a rare opportunity to live in downtown Chappaqua where restaurants, shops, playgrounds, farmers market, library, train, school and Starbucks are all within walking distance. This bright and pristine end unit townhome boasts a no step covered entry level which offers access to the garage, utilities, laundry and a den/playroom. The second level consists of an open

    Janet Short Houlihan Lawrence Inc.

    149 King St Unit 15, Chappaqua, NY 10514
  • /33

    $899,000

    • 4 Beds
    • 2.5 Baths
    • 2,541 Sq Ft

    341 Millwood Rd, Chappaqua, NY 10514

    Nestled on nearly 2 acres of serene, wooded land, this beautifully maintained 4-bedroom, 2.5-bath home offers space, comfort, and privacy. The bright and airy eat-in kitchen features abundant cabinet space, a convenient in-kitchen laundry, and a large picture window overlooking the scenic backyard. A sun-filled living room with an oversized picture window enhances the home's warm and inviting

    Jo Ann Reilly Julia B Fee Sothebys Int. Rlty

    341 Millwood Rd, Chappaqua, NY 10514
  • /44

    $1,825,000

    • 3 Beds
    • 3.5 Baths
    • 3,614 Sq Ft

    21 Wallace Way, Chappaqua, NY 10514

    Better than new at Chappaqua Crossings Carriages! Be among the first to experience this spectacular new community featuring a delightful and charming village atmosphere in the heart of Westchester, Chappaqua, NY. This stunning “Byram Newhaven model” situated in a prime location within the community, offers great curb appeal with its expansive front porch, stone walls and specimen plantings; and

    Kimberly Renzi Redfin Real Estate

    21 Wallace Way, Chappaqua, NY 10514
  • /9

    $1,679,995

    • 2 Beds
    • 3.5 Baths
    • 3,269 Sq Ft

    10 Carriage Ln Unit 85, Chappaqua, NY 10514

    Home Under construction! Move-in by Summer 2025' 3269 square feet ! As you enter the Greeley Newhaven, the exquisite foyer presents sweeping views of this home's open-concept floor plan and luxurious finishes. The spacious kitchen and great room provide the ideal space for entertaining. The casual dining area provides the perfect space for entertaining guests with easy access to the kitchen. The

    Andrea Martone Houlihan Lawrence Inc.

    10 Carriage Ln Unit 85, Chappaqua, NY 10514
  • /10

    $1,689,995

    • 2 Beds
    • 3.5 Baths
    • 3,614 Sq Ft

    4 Carriage Ln Unit 82, Chappaqua, NY 10514

    Under Construction- Summer 2025 Move-in. 3614 square feet ! Designer features already selected. Home includes a finished basement with full bath, media room and many more upgrades. The open concept great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A roaring fireplace will warm the entire home. A private rooftop

    Andrea Martone Houlihan Lawrence Inc.

    4 Carriage Ln Unit 82, Chappaqua, NY 10514
  • /9

    $1,699,995

    • 2 Beds
    • 3.5 Baths
    • 3,269 Sq Ft

    8 Carriage Ln Unit 84, Chappaqua, NY 10514

    Home Under construction a spacious 3269’ ! Move-in by Summer 2025' As you enter the Greeley Newhaven, the exquisite foyer presents sweeping views of this home's open-concept floor plan and luxurious finishes. The spacious kitchen and great room provide the ideal space for entertaining. The casual dining area provides the perfect space for entertaining guests with easy access to the kitchen. The

    Andrea Martone Houlihan Lawrence Inc.

    8 Carriage Ln Unit 84, Chappaqua, NY 10514
  • /10

    $1,724,995

    • 2 Beds
    • 4 Baths
    • 3,432 Sq Ft

    19 Wallace Way Unit 25, Chappaqua, NY 10514

    FULLY DECORATED AND FURNISHED MODEL HOME FOR SALE. 3432’ ‘Square Feet, 2 BR Byram Farmhouse. This model home includes an array of Luxury upgrades, which you can enjoy and move into this school year (Fall 2025). The Byram includes a finished basement with half bath and many more luxurious finishes. The open concept great room and kitchen allow for large family gatherings. The open island with

    Andrea Martone Houlihan Lawrence Inc.

    19 Wallace Way Unit 25, Chappaqua, NY 10514
  • /29

    $1,149,000

    • 3 Beds
    • 3.5 Baths
    • 2,313 Sq Ft

    326 Millwood Rd, Chappaqua, NY 10514

    Welcome to this enchanting, character and light-filled Colonial, nestled on beautiful grounds in the sought-after Chappaqua school district. This gracious home blends timeless character with modern updates, featuring a WOW chef’s kitchen with stainless appliances, a travertine countertops, that has been proudly showcased in Old House Journal magazine. Thoughtfully designed for both everyday

    Cindy Glynn Compass Greater NY, LLC

    326 Millwood Rd, Chappaqua, NY 10514
  • /14

    $625,000

    • 3 Beds
    • 2 Baths
    • 880 Sq Ft

    380 Whippoorwill Rd, Chappaqua, NY 10514

    This charming cottage has been completely gut renovated, offering the perfect blend of modern comfort and timeless character. Thoughtfully redesigned from top to bottom, this home is the ideal retreat—whether you're looking for a weekend getaway or a full-time residence. Located just minutes from the heart of downtown Chappaqua and mere seconds from Chappaqua Crossing and Horace Greeley High

    Sari Shaw Compass Greater NY, LLC

    380 Whippoorwill Rd, Chappaqua, NY 10514
  • /20

    $1,624,995

    • 2 Beds
    • 3.5 Baths
    • 3,353 Sq Ft

    6 Dewitt Dr Unit 65, Chappaqua, NY 10514

    As you enter this END UNIT Millwood Elite Fairview, 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

    Andrea Martone Houlihan Lawrence Inc.

    6 Dewitt Dr Unit 65, Chappaqua, NY 10514
  • /27

    $3,475,000

    • 6 Beds
    • 5.5 Baths
    • 7,978 Sq Ft

    20 Bessel Ln, Chappaqua, NY 10514

    Significant price adjustment! Set on a sprawling 4.11-acre parcel in the esteemed Chappaqua enclave, 20 Bessel Lane offers an unparalleled blend of sophisticated living and natural tranquility. Every aspect of this residence and its grounds has been thoughtfully curated to fuse the home's refined design with the property's lush surroundings. The residence, boasting an expansive 7,978 sqft of

    Jason Bernstein Oxford Property Group USA

    20 Bessel Ln, Chappaqua, NY 10514
  • /45

    $979,000 Coming Soon

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

    210 Seven Bridges Rd, Mount Kisco, NY 10549

    A truly one-of-a-kind investment opportunity in the sought-after Chappaqua School District—2 houses for the price of one! This eclectic & historic property offers unmatched versatility, character & endless potential. Originally an old horse stable & previously home to a Houlihan Lawrence office, the property has served multiple uses over time, including commercial space & residential rentals.

    Scott O'Shea Howard Hanna Rand Realty

    210 Seven Bridges Rd, Mount Kisco, NY 10549
  • /45

    $979,000 Coming Soon

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

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

    A truly one-of-a-kind investment opportunity in the sought-after Chappaqua School District—2 houses for the price of one! This eclectic & historic property offers unmatched versatility, character & endless potential. Originally an old horse stable & previously home to a Houlihan Lawrence office, the property has served multiple uses over time, including commercial space & residential rentals.

    Scott O'Shea Howard Hanna Rand Realty

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