21,859

Westchester, NY Homes

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  • 5 Club Way, Mount Kisco, NY 10549
    5 Club Way, Mount Kisco, NY 10549
    5 Club Way, Mount Kisco, NY 10549
    /44

    $2,795,000 Pending

    • 5 Beds
    • 7 Baths
    • 6,673 Sq Ft

    5 Club Way, Mount Kisco, NY 10549

    Experience timeless elegance and modern luxury at 5 Club Way—a custom-built, light filled shingle and stone Young Colonial perfectly sited at the end of a quiet cul-de-sac in the coveted Lawrence Farms East enclave with Chappaqua Schools. Privately set on beautifully landscaped level acre with mature plantings and stone walls, pool and spa; this 5 bedroom, 4 full and 2 half bath residence offers

    Barbara Pagliuca Houlihan Lawrence Inc.

    5 Club Way, Mount Kisco, NY 10549
  • 26 E Oxford St, Valhalla, NY 10595

    $785,000 Sold May 13, 2025

    • 1,642 Sq Ft
    • $478/SF
    • 11 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1983

    26 E Oxford St, Valhalla, NY 10595

    This wonderful 3 bedroom, 2.5 bath colonial is nestled in the sought after hamlet of Valhalla, a delightful suburban community within Westchester County that offers the perfect blend of tranquility and accessibility. Immediately feel the warmth and charm of this inviting home which showcases a nicely tiled entry leading to an exceptionally large living room loaded with natural light from both

    Lisa Siapanides William Raveis Real Estate

    26 E Oxford St, Valhalla, NY 10595
  • 520 Washington Ave, Pleasantville, NY 10570
    520 Washington Ave, Pleasantville, NY 10570
    520 Washington Ave, Pleasantville, NY 10570
    /33

    $699,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,686 Sq Ft

    520 Washington Ave, Pleasantville, NY 10570

    Tucked perfectly between the Villages of Pleasantville and Chappaqua, this home presents a wonderful opportunity to live within the acclaimed Pleasantville school system. The open concept first floor could be a show stopper with some TLC. Three bedroom upstairs and a full hall bath allows for sleeping options or perhaps a home office. A half a flight down from the first floor is the laundry and a

    Amy Via Houlihan Lawrence Inc.

    520 Washington Ave, Pleasantville, NY 10570
  • 134 Reverie Ct, White Plains, NY 10603

    $1,235,000 Sold May 12, 2025

    • 2,646 Sq Ft
    • $467/SF
    • 6 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2000

    134 Reverie Ct, White Plains, NY 10603

    Experience the Valimar lifestyle in this beautiful 4-bedroom, 2.1-bath Colonial located in a quiet cul-de-sac. A dramatic two-story entry welcomes you to a spacious great room with a fireplace, formal living and dining rooms, an office/library, and a powder room. The sunlit eat-in kitchen features maple cabinets, stainless steel appliances, and French doors leading to a landscaped, fenced yard

    Michelle Prisco William Raveis-New York, LLC

    134 Reverie Ct, White Plains, NY 10603
    • 11 Maple Ave, Armonk, NY 10504
      11 Maple Ave, Armonk, NY 10504
      /2

      Est $880,738 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,400 Sq Ft

      11 Maple Ave, Armonk, NY 10504

      11 Maple Ave, Armonk, NY 10504
  • 2 Quarter Mile Rd, Armonk, NY 10504
    2 Quarter Mile Rd, Armonk, NY 10504
    2 Quarter Mile Rd, Armonk, NY 10504
    /49

    $3,695,000 Pending

    • 4 Beds
    • 6 Baths
    • 6,546 Sq Ft

    2 Quarter Mile Rd, Armonk, NY 10504

    Tranquility Guaranteed --- Set in the prestigious Whippoorwill area of Armonk, this exceptional estate offers the perfect fusion of privacy, sophistication, and modern luxury, creating an unparalleled living experience. Set on top of the hill, the property offers picturesque sunsets. Better than new construction, this home is a true smart residence, featuring state-of-the-art technology that

    Sandra Erlinghagen-Goldstein Julia B Fee Sothebys Int. Rlty

    2 Quarter Mile Rd, Armonk, NY 10504
  • 120 Westlake Dr, Valhalla, NY 10595

    $987,000 Sold May 12, 2025

    • 2,713 Sq Ft
    • $364/SF
    • 228 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1938

    120 Westlake Dr, Valhalla, NY 10595

    Charming expanded cape on picturesque corner property in desirable neighborhood. Living Room w fireplace, Great Room (Family Rm & Dining Area), Kitchen, Large Primary Bedroom w sgd to deck, Primary Bath, 2nd Bedroom on level 1, hall bath, mudroom/laundry rm connecting to 2-Car Garage, 3 additional bedrooms/level 2. Hardwood floors throughout 1st floor. Additional Information: HeatingFuel:Oil

    Gregory McCarthy Houlihan Lawrence Inc.

    120 Westlake Dr, Valhalla, NY 10595
  • 9 Campfire Rd, Chappaqua, NY 10514
    9 Campfire Rd, Chappaqua, NY 10514
    9 Campfire Rd, Chappaqua, NY 10514
    /29

    $1,079,000 Pending

    • 2 Beds
    • 1.5 Baths
    • 2,300 Sq Ft

    9 Campfire Rd, Chappaqua, NY 10514

    Welcome to this true storybook home in the heart of Chappaqua. Lives like a 3 bedroom and more. The exquisitely renovated kitchen is expertly crafted with custom cabinetry, quartzite countertops, gas range and herringbone floors. Enter the home through an elegant arched foyer that opens to a sophisticated living room with a gas fireplace, creating a warm and inviting ambience. The dining room

    Therese Herrero Coldwell Banker Realty

    9 Campfire Rd, Chappaqua, NY 10514
  • 27 Sunset Dr, Thornwood, NY 10594

    $2,200,000 Sold May 09, 2025

    • 6,331 Sq Ft
    • $347/SF
    • 27 Days On Market
    • 4 Beds
    • 6 Baths
    • Built 1850

    27 Sunset Dr, Thornwood, NY 10594

    Experience the perfect blend of modern luxury and timeless charm in this stunningly expanded 4 bedroom (lives like 6), 4.2-bath home, designed for today’s lifestyle. Tucked away on a private, tree-lined two-acre lot at the end of a quiet cul-de-sac in the Hamlet of Thornwood (Byram Hills School District), this 6,331 sq ft retreat (plus a detached art studio above the barn with an additional 527

    Amy Smith Sroka Julia B Fee Sothebys Int. Rlty

    27 Sunset Dr, Thornwood, NY 10594
  • 9 Grandview Dr, Pleasantville, NY 10570
    9 Grandview Dr, Pleasantville, NY 10570
    9 Grandview Dr, Pleasantville, NY 10570
    /32

    $799,000 Pending

    • 3 Beds
    • 3 Baths
    • 1,848 Sq Ft

    9 Grandview Dr, Pleasantville, NY 10570

    Location, Location, Location. There are no truer words. This house has the perfect location. Walking distance to Pleasantville Schools and all that the Village of Pleasantville has to offer, from its many restaurants to the famous farmer's market to the acclaimed Jacob Burns movie theater. Bring your dreams to this home and make it your own. The opportunities are endless.

    Sharon Foley ERA Insite Realty Services

    9 Grandview Dr, Pleasantville, NY 10570
  • 8 Hardscrabble Cir, Armonk, NY 10504

    $2,100,000 Sold May 09, 2025

    • 3,804 Sq Ft
    • $552/SF
    • 6 Days On Market
    • 3 Beds
    • 4.5 Baths
    • Built 1956

    8 Hardscrabble Cir, Armonk, NY 10504

    A Windmill dream come true-this special offering sits on one private acre on a coveted cul-de-sac a short stroll to the Windmill Club. This beautifully renovated and expanded split level home functions as five bedroom residence, featuring four and one half baths. Filled with natural light and boasting an open floor plan, this home is truly meant for gathering friends and family. Primary suite is

    Donna Gordon Compass Greater NY, LLC

    8 Hardscrabble Cir, Armonk, NY 10504
  • 33 North Way, Chappaqua, NY 10514
    33 North Way, Chappaqua, NY 10514
    33 North Way, Chappaqua, NY 10514
    /47

    $1,950,000 Pending

    • 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
  • 8 Jackson Rd, Briarcliff Manor, NY 10510

    $780,000 Sold May 09, 2025

    • 1,776 Sq Ft
    • $439/SF
    • 35 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1972

    8 Jackson Rd, Briarcliff Manor, NY 10510

    Don’t miss this 3 Bedroom, 2 & 1/2 Bathroom, Briarcliff Tree Streets attached single family colonial home, with loads of natural light, updated Eat-in Kitchen with granite counters & pantry closet plus doors to a Trex Deck. Enjoy the full, walk-out lower level. Updated Windows throughout. Freshly Painted Interior (2025); Sump pump (2024); Hot Water Heater (2023); New front Storm Door (2023); New

    Susan Strawgate Code Houlihan Lawrence Inc.

    8 Jackson Rd, Briarcliff Manor, NY 10510
  • 474 Swanson Dr, Thornwood, NY 10594
    474 Swanson Dr, Thornwood, NY 10594
    474 Swanson Dr, Thornwood, NY 10594
    /50

    $869,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,396 Sq Ft

    474 Swanson Dr, Thornwood, NY 10594

    Welcome to One of Thornwood’s Most Breathtaking Homes—A True Architectural Gem! Prepare to be transported. This rare, soul-stirring sanctuary feels like your very own secret chalet tucked into the heart of Westchester. With a design as bold as it is beautiful, this one-of-a-kind residence offers an enchanting blend of character, sophistication, and serenity—all just minutes from the train and an

    Christine Rowley RE/MAX Classic Realty

    474 Swanson Dr, Thornwood, NY 10594
  • 2 Cedar Ln, Chappaqua, NY 10514

    $2,201,800 Sold May 09, 2025

    • 4,462 Sq Ft
    • $493/SF
    • 35 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1963

    2 Cedar Ln, Chappaqua, NY 10514

    Welcome to 2 Cedar Lane, one of Chappaqua’s most charming and cozy capes situated on a quiet corner close to town. The home boasts over 4,400 square feet of bright and airy space, offering 5 bedrooms and 3/full 1/half bathrooms. The layout is designed for easy living with the primary bedroom + 2 bedrooms on the main floor, 2 bedrooms upstairs, and a finished lower level with ample space for

    Francie Malina Compass Greater NY, LLC

    2 Cedar Ln, Chappaqua, NY 10514
  • 176 Bedford Rd, Greenwich, CT 06831
    176 Bedford Rd, Greenwich, CT 06831
    176 Bedford Rd, Greenwich, CT 06831
    /15

    $3,000,000 Pending

    • 2 Beds
    • 2.5 Baths
    • 1,707 Sq Ft

    176 Bedford Rd, Greenwich, CT 06831

    Carriage house on 4 acres updated and expanded in 2000.Enlarge or keep as a guest house and build new on the beautiful flat acreage.

    Joann Erb Brown Harris Stevens CT, LLC

    176 Bedford Rd, Greenwich, CT 06831
  • 50 Mountain Peak Rd, Chappaqua, NY 10514

    $1,290,000 Sold May 09, 2025

    • 3,229 Sq Ft
    • $400/SF
    • 19 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1968

    50 Mountain Peak Rd, Chappaqua, NY 10514

    Expanded Cape Cod Colonial in Prime Chappaqua Location. Discover the perfect blend of privacy, convenience, and potential in this delightful 4-bedroom, 3-bath home, nestled in a sought-after Chappaqua location. Set on a fabulous private lot, this lovingly maintained property offers a rare opportunity to customize and create your dream home while enjoying modern updates and timeless character. The

    Wendy Nolan Houlihan Lawrence Inc.

    50 Mountain Peak Rd, Chappaqua, NY 10514
  • 3 Mellis Place, Valhalla, NY 10595
    3 Mellis Place, Valhalla, NY 10595
    3 Mellis Place, Valhalla, NY 10595
    /43

    $1,125,000 Pending

    • 5 Beds
    • 2.5 Baths
    • 3,013 Sq Ft

    3 Mellis Place, Valhalla, NY 10595

    Welcome to your dream home! This exquisite meticulously designed and maintained Five Bedroom, 2 1/2 Bath Center Hall Colonial boasts over 3,000 sq. ft. of elegant living space making this home a true gem. As you enter, you'll be greeted by a grand foyer featuring a beautiful staircase and elegant marble floors that set the tone for the rest of the home. The spacious Formal Living Room and Dining

    Francine Aloi Howard Hanna Rand Realty

    3 Mellis Place, Valhalla, NY 10595
  • 28 Lawrence Dr Unit A, White Plains, NY 10603

    $190,000 Sold May 09, 2025

    • 825 Sq Ft
    • $230/SF
    • 39 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1951

    28 Lawrence Dr Unit A, White Plains, NY 10603

    LOOK NO MORE! Great 2 Bedroom first floor unit conveniently located in the Edgebrook Estates Complex. Light, bright and airy, this Freshly Painted unit features oversized Eat in Kitchen with Washer, Dishwasher, SS Gas Stove, SS Refrigerator, updated Full Hall Bath and Hardwood Floors. Waitlist for Garage, plenty of street parking and small lots in complex. This location is easily accessible to

    Mary Ann Mancini Howard Hanna Rand Realty

    28 Lawrence Dr Unit A, White Plains, NY 10603
  • 29 Begg Dr, Chappaqua, NY 10514
    29 Begg Dr, Chappaqua, NY 10514
    29 Begg Dr, Chappaqua, NY 10514
    /31

    $1,200,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    29 Begg Dr, Chappaqua, NY 10514

    Welcome to 29 Begg Drive, a meticulously-maintained gem in Chappaqua! This serene property features an open floor plan with hardwood floors, charming traditional architectural features, and numerous upgrades. The sunlit first floor features a kitchen with a large picture window, a living room area, and a dining area. An attached screened-in porch, which overlooks the yard and connects to a large

    Wendy Nolan Houlihan Lawrence Inc.

    29 Begg Dr, Chappaqua, NY 10514
  • 530 Round Hill Rd, Greenwich, CT 06831
    530 Round Hill Rd, Greenwich, CT 06831
    530 Round Hill Rd, Greenwich, CT 06831
    /56

    $7,000,000 Sold May 09, 2025

    • 6,943 Sq Ft
    • $1008/SF
    • 275 Days On Market
    • 6 Beds
    • 6.5 Baths
    • Built 1937

    530 Round Hill Rd, Greenwich, CT 06831

    Welcome to the original main house of historic Field View Farm, an iconic Greenwich property on 4.3 pastoral acres on Round Hill Road. A long driveway leads to an impressive brick & clapboard pre-war Georgian Colonial. This fully renovated 6-bedroom/6.5 bath home exudes timeless elegance. Enjoy modern amenities, a sparkling pool and heated 4-horse stable with separate office & gym, which can be

    Danielle Claroni Sotheby's International Realty

    530 Round Hill Rd, Greenwich, CT 06831
  • 4 Watch Hill Rd, Pleasantville, NY 10570
    4 Watch Hill Rd, Pleasantville, NY 10570
    4 Watch Hill Rd, Pleasantville, NY 10570
    /25

    $1,200,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,456 Sq Ft

    4 Watch Hill Rd, Pleasantville, NY 10570

    Unlock the potential of this spacious 4-bedroom home, offering 3,500 sq ft of living space on nearly an acre of serene, private land. This is your opportunity to customize and create your dream home in the highly desirable Byram Hills School District. Enjoy endless possibilities with an in-ground pool, charming gazebo, and expansive yard—perfect for entertaining or relaxing in your own backyard

    Maura Mcspedon William Raveis Real Estate

    4 Watch Hill Rd, Pleasantville, NY 10570
  • 150 N Bedford Rd Unit C9, Chappaqua, NY 10514

    $415,000 Sold May 08, 2025

    • 980 Sq Ft
    • $423/SF
    • 16 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1983

    150 N Bedford Rd Unit C9, Chappaqua, NY 10514

    Welcome to effortless in-town living! This ground-floor condo in sought-after Chappaqua Commons offers an unbeatable location adjacent to downtown Chappaqua's charming shops, restaurants, award-winning schools, and convenient public transportation. Floor-to-ceiling windows flood the living area with natural light, complementing brand-new floors & creating a sunny, inviting atmosphere. With

    Jessica Broomhead Compass Greater NY, LLC

    150 N Bedford Rd Unit C9, Chappaqua, NY 10514
  • 26 Annadale St, Armonk, NY 10504
    26 Annadale St, Armonk, NY 10504
    26 Annadale St, Armonk, NY 10504
    /25

    $725,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,643 Sq Ft

    26 Annadale St, Armonk, NY 10504

    Discover the perfect blend of timeless appeal and modern comfort in this 3-bedroom Colonial nestled right in town. Enjoy the convenience of walking to shops, restaurants, and local amenities—while still savoring the privacy of your own backyard. This home exudes charm with classic architectural details, hardwood floors, and sunlit living spaces. Whether you're relaxing on the deck in the spring

    Harriet Libov Houlihan Lawrence Inc.

    26 Annadale St, Armonk, NY 10504
  • 150 North Bedford Ro Chappaqua Rd Unit D1, Chappaqua, NY 10514

    $455,000 Sold May 08, 2025

    • 814 Sq Ft
    • $559/SF
    • 44 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1984

    150 North Bedford Ro Chappaqua Rd Unit D1, Chappaqua, NY 10514

    Chappaqua Commons Complex. Location. Location. Location. End-Unit with open floor plan in the heart of Chappaqua! Move right in! Totally renovated and very spacious filled with natural lighting. Impeccable 1 Bedroom with double built-in California closets, 1 updated bath with custom built-in cabinetry and radiant floor heating, modern, updated kitchen with granite countertops and under cabinets

    Alicja Bohmrich Houlihan Lawrence Inc.

    150 North Bedford Ro Chappaqua Rd Unit D1, Chappaqua, NY 10514
  • 47 Washington Ave N, White Plains, NY 10603
    47 Washington Ave N, White Plains, NY 10603
    47 Washington Ave N, White Plains, NY 10603
    /46

    $799,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,852 Sq Ft

    47 Washington Ave N, White Plains, NY 10603

    Highest & Best By 6/11 at 5PM is Requested. A/O CTS 6/11. Inspections Completed 6/12. Incredible Investment Opportunity!! Spacious and updated legal two-family Colonial in North White Plains (Valhalla Schools) with 2202 sq ft of living space. Built in 1961, this home offers excellent flexibility for owner-occupants, investors, or multigenerational living. The layout includes a 1-bedroom, 1-bath

    Aaron Velez Houlihan Lawrence Inc.

    47 Washington Ave N, White Plains, NY 10603
  • 50 Howard Ave, Valhalla, NY 10595

    $599,000 Sold May 08, 2025

    • 1,869 Sq Ft
    • $320/SF
    • 31 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1927

    50 Howard Ave, Valhalla, NY 10595

    Wonderful opportunity to put your personal touches on this 2-3 bedroom, 2 bath property that makes a great place to call home. Ideally set on a large double lot with lots of parking & an above ground pool the property is a gardener's paradise or great place to entertain or play. The 1st floor features an enclosed front porch, cozy living room with fireplace, bedroom, eat in kitchen, modern

    Tony Murphy Houlihan Lawrence Inc.

    50 Howard Ave, Valhalla, NY 10595

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