21,854

Westchester, NY Homes

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  • 230 Westlake Dr, Valhalla, NY 10595
    230 Westlake Dr, Valhalla, NY 10595
    230 Westlake Dr, Valhalla, NY 10595
    /8

    $699,000 Pending

    • 3 Beds
    • 1 Bath
    • 2,887 Sq Ft

    230 Westlake Dr, Valhalla, NY 10595

    Set on a beautiful acre of land, this 1800s-era home whispers stories of a bygone era. Surrounded by mature trees and open skies, the property offers a peaceful, almost timeless setting. The original craftsmanship, weathered woodwork, and vintage character remain a testament to its historic charm. With vision and care, this diamond in the rough could be transformed into a truly special home.

    Lori Calamari Julia B Fee Sothebys Int. Rlty

    230 Westlake Dr, Valhalla, NY 10595
  • 33 Kipp St, Chappaqua, NY 10514

    $970,000 Sold May 30, 2025

    • 1,923 Sq Ft
    • $504/SF
    • 11 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1850

    33 Kipp St, Chappaqua, NY 10514

    Welcome to 33 Kipp Street in Chappaqua, a vintage country farmhouse that exudes charm and character. Perched on a picturesque hillside, this three-bedroom home invites you in with its classic rocking chair front porch—a perfect spot to unwind and enjoy the serene surroundings.Spanning 1,923 square feet, the home was lovingly restored in 2011, seamlessly blending historic charm with modern

    Deena Bouchier Compass Greater NY, LLC

    33 Kipp St, Chappaqua, NY 10514
  • 280 Round Hill Rd, Greenwich, CT 06831
    280 Round Hill Rd, Greenwich, CT 06831
    280 Round Hill Rd, Greenwich, CT 06831
    /43

    $6,700,000 Pending

    • 6 Beds
    • 11 Baths
    • 10,036 Sq Ft

    280 Round Hill Rd, Greenwich, CT 06831

    Ideally sited on more than two acres just minutes from town, this timeless and light-filled colonial offers the perfect blend of classic elegance and modern luxury. Graciously scaled rooms begin with an expansive foyer that provides a stunning front-to-back view, setting the tone for the rest of the home.The main residence features a private gym, home theater, custom 1,000-bottle wine cellar,

    Susan Holey Sotheby's International Realty

    280 Round Hill Rd, Greenwich, CT 06831
  • 20 Dewitt Dr Unit 72, Chappaqua, NY 10514

    $1,558,667 Sold May 30, 2025

    • 2,945 Sq Ft
    • $529/SF
    • 23 Days On Market
    • 2 Beds
    • 3.5 Baths
    • Built 2024

    20 Dewitt Dr Unit 72, Chappaqua, NY 10514

    HOME IS UNDER CONSTRUCTION- READY FOR FALL 2024 CLOSING2 BR Briarcliff Floorplan with primary on first floor. A finished basement with half bath give plenty of room for everyone to enjoy. This outstanding home is located in a great location facing greenspace on one side and forest views from the rooftop deck. It is located in the heart of the neighborhood where you can walk to shopping, cafes,

    Thomas Jacovino Toll Brothers Real Estate Inc.

    20 Dewitt Dr Unit 72, Chappaqua, NY 10514
  • 68 Foxwood Dr Unit 4, Pleasantville, NY 10570
    68 Foxwood Dr Unit 4, Pleasantville, NY 10570
    68 Foxwood Dr Unit 4, Pleasantville, NY 10570
    /28

    $715,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,273 Sq Ft

    68 Foxwood Dr Unit 4, Pleasantville, NY 10570

    Welcome to this sought-after first-floor unit located in the highly desirable Foxwood Condo complex. This beautifully maintained unit offers 2 generous bedrooms and 2 full bathrooms, including a primary suite. The inviting living room features a door leading to a private balcony, perfect for relaxing. A separate dining room and an eat-in kitchen provide plenty of space for everyday living and

    Rita Longo Howard Hanna Rand Realty

    68 Foxwood Dr Unit 4, Pleasantville, NY 10570
  • 18 Pamela Ln, Valhalla, NY 10595

    $960,000 Sold May 29, 2025

    • 2,733 Sq Ft
    • $351/SF
    • 61 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1960

    18 Pamela Ln, Valhalla, NY 10595

    This beautifully remodeled contemporary home in Valhalla perfectly blends modern elegance with functional design. The open-concept first floor is flooded with natural light, offering a spacious family room with a cozy fireplace that flows effortlessly into the dining area and kitchen. The kitchen features sleek quartz countertops, while sliding doors lead to a stone patio, perfect for outdoor

    Xanthi DeMasi William Raveis Real Estate

    18 Pamela Ln, Valhalla, NY 10595
  • 55 Bainbridge Ave, Thornwood, NY 10594
    55 Bainbridge Ave, Thornwood, NY 10594
    55 Bainbridge Ave, Thornwood, NY 10594
    /25

    $900,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,185 Sq Ft

    55 Bainbridge Ave, Thornwood, NY 10594

    Quiet oasis with one-floor living in Mid-Westchester, less than a mile from the Saw Mill Parkway for quick commute. Modern, open floor plan with family room addition that speaks of space and comfort, leading to painstakingly landscaped gardens with patio, grill, fire pit, and gazebo--designed for elegant entertaining! Modern kitchen with newer, stainless steel "name" appliances and quartz

    Dawn Barclay Century 21 Full Service Realty

    55 Bainbridge Ave, Thornwood, NY 10594
  • 386 N Greeley Ave Unit 43B, Chappaqua, NY 10514

    $727,500 Sold May 28, 2025

    • 1,660 Sq Ft
    • $438/SF
    • 11 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1984

    386 N Greeley Ave Unit 43B, Chappaqua, NY 10514

    Welcome to 386 N. Greeley Ave, a beautifully renovated, move-in-ready home located in the sought-after Chestnut Oaks community in Chappaqua. This bright and spacious two-bedroom condo offers offers low-maintenance living with the perfect blend of style, comfort, and convenience. Located in the award-winning Chappaqua School District, this sun-filled upper-level unit has been thoughtfully updated

    Rachel Lacoste Houlihan Lawrence Inc.

    386 N Greeley Ave Unit 43B, Chappaqua, NY 10514
  • 35 Langhorne Ln, Greenwich, CT 06831
    35 Langhorne Ln, Greenwich, CT 06831
    35 Langhorne Ln, Greenwich, CT 06831
    /39

    $3,750,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 4,471 Sq Ft

    35 Langhorne Ln, Greenwich, CT 06831

    Located on 4.2 private acres on a quiet mid-country cul-de-sac, this contemporary retreat blends sleek design with resort-style living. A dramatic double-height foyer welcomes you into sunlit spaces with panoramic property views. The open layout features a chef's kitchen with waterfall island and 8-burner range, flowing seamlessly into living, dining, and family rooms—all with access to the

    Lisa Migliardi Compass Connecticut, LLC

    35 Langhorne Ln, Greenwich, CT 06831
  • 395 Bedford Rd, Chappaqua, NY 10514

    $1,589,000 Sold May 28, 2025

    • 3,041 Sq Ft
    • $523/SF
    • 26 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1955

    395 Bedford Rd, Chappaqua, NY 10514

    An impressive and tastefully appointed five bedroom colonial home in the much sought after Chappaqua School District. Set on just over one beautiful acre of level land, this impressive home offers the perfect blend of tranquility and convenience, with easy access to the Chappaqua train station. The heart of the home is the spacious, airy, sun-filled family room, featuring a wall of full length

    Catherine O'Connor Houlihan Lawrence Inc.

    395 Bedford Rd, Chappaqua, NY 10514
  • 33 Roselle Ave Unit C, Pleasantville, NY 10570
    33 Roselle Ave Unit C, Pleasantville, NY 10570
    33 Roselle Ave Unit C, Pleasantville, NY 10570
    /19

    $510,000 Pending

    • 1 Bed
    • 1.5 Baths
    • 1,300 Sq Ft

    33 Roselle Ave Unit C, Pleasantville, NY 10570

    Downtown Living Meets Stylish Comfort in this move-in ready gem! An immaculate 1BR, 2BTH condo with a stunning blend of convenience and curated design - located just steps from the Metro North train, restaurants, shops, and all the vibrant energy of Pleasantville village life. So much to do, including weekly Farmer’s Market, annual Music Festival, and the world-renowned Jacob Burns Film Center.

    Maria Fitzgerald Compass Greater NY, LLC

    33 Roselle Ave Unit C, Pleasantville, NY 10570
  • 214 Edgewood Ave, Pleasantville, NY 10570

    $1,405,521 Sold May 28, 2025

    • 2,856 Sq Ft
    • $492/SF
    • 20 Days On Market
    • 6 Beds
    • 2.5 Baths
    • Built 1906

    214 Edgewood Ave, Pleasantville, NY 10570

    First time on the market in 25 years, this grand, yet warmly inviting 1906 gem is nestled in the heart of Pleasantville on one of the most sought-after village streets. This property effortlessly combines timeless charm with the modern amenities sophisticated buyers expect. The architectural artistry is evident throughout, with crown molding, coffered ceilings, a stone fireplace, and beautiful

    Loretta Fleming Chiavetta Coldwell Banker Realty

    214 Edgewood Ave, Pleasantville, NY 10570
  • 34 Evergreen Row, Armonk, NY 10504
    34 Evergreen Row, Armonk, NY 10504
    34 Evergreen Row, Armonk, NY 10504
    /36

    $2,000,000 Pending

    • 3 Beds
    • 4.5 Baths
    • 5,030 Sq Ft

    34 Evergreen Row, Armonk, NY 10504

    Welcome to this beautifully expanded and meticulously maintained residence in the sought-after Windmill Farms neighborhood of Armonk. Lush and private, the expansive flat yard is a perfect soccer field - bring your ball! With over 5,000SF of living space, this home offers the flexibility of Living Like a 5-Bedroom, 4 and a half baths, plus a home office - perfect for today's lifestyle. The

    Amy Singer Houlihan Lawrence Inc.

    34 Evergreen Row, Armonk, NY 10504
  • 19 Elm St, Pleasantville, NY 10570

    $800,000 Sold May 28, 2025

    • 2,000 Sq Ft
    • $400/SF
    • 16 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1881

    19 Elm St, Pleasantville, NY 10570

    Beautifully renovated, 4 bedroom Colonial perfectly situated near all Pleasantville has to offer! Walking distance to the iconic Jacob Burns Film Center, local boutiques and shops, multiple restaurants, Metro North and the heart of Pleasantville. This wonderfully appointed home will not disappoint! Updated in 2020, this home features new hardwood floors throughout. Enter through a welcoming foyer

    Indira Ranganathan Guard Hill Realty

    19 Elm St, Pleasantville, NY 10570
  • 224 Chestnut Ridge Rd, Mount Kisco, NY 10549
    224 Chestnut Ridge Rd, Mount Kisco, NY 10549
    224 Chestnut Ridge Rd, Mount Kisco, NY 10549
    /35

    $2,450,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 5,800 Sq Ft

    224 Chestnut Ridge Rd, Mount Kisco, NY 10549

    Set on over four private and picturesque acres in the esteemed Byram Hills School District, this exquisitely updated carriage house masterfully blends historic character with modern luxury. From its antique beamed ceilings and vintage chandeliers to its graciously proportioned living spaces, every detail of this residence has been thoughtfully curated to offer both elegance and comfort.The

    Sari Shaw Compass Greater NY, LLC

    224 Chestnut Ridge Rd, Mount Kisco, NY 10549
  • 109 Marble Ave, Pleasantville, NY 10570

    $655,000 Sold May 27, 2025

    • 1,608 Sq Ft
    • $407/SF
    • 12 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1963

    109 Marble Ave, Pleasantville, NY 10570

    Attention Contractors and Homeowners! An opportunity has hit the market in the sought-after town of Pleasantville, zoned RO-3 for Residential/Commercial use. Whether you are looking for a property where you can live and work in the same place or an investor looking for income-generating homes, look no further! This multi-family property has many different opportunities to explore. Description of

    Lisa DaRos Houlihan Lawrence Inc.

    109 Marble Ave, Pleasantville, NY 10570
  • 20 Whippoorwill Rd E Unit 2A, Armonk, NY 10504
    20 Whippoorwill Rd E Unit 2A, Armonk, NY 10504
    20 Whippoorwill Rd E Unit 2A, Armonk, NY 10504
    /42

    $579,000 Pending

    • 1 Bed
    • 1.5 Baths
    • 1,483 Sq Ft

    20 Whippoorwill Rd E Unit 2A, Armonk, NY 10504

    Luxury Loft Living in the Heart of ArmonkExperience refined living in this stunning 1-bedroom loft apartment, completely renovated in 2025 and located in one of Armonk’s premier buildings. Spanning 1,483 sq ft, this spacious home features an open-concept layout with a cozy fireplace, private balcony, and brand-new high-end kitchen appliances—perfect for entertaining.The lofted bedroom

    Debra Tricarico Houlihan Lawrence Inc.

    20 Whippoorwill Rd E Unit 2A, Armonk, NY 10504
  • 48 Foxwood Dr Unit 4, Pleasantville, NY 10570

    $621,000 Sold May 23, 2025

    • 1,036 Sq Ft
    • $599/SF
    • 12 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1978

    48 Foxwood Dr Unit 4, Pleasantville, NY 10570

    This beautifully updated 2-bedroom, 1.5-bathroom townhome offers effortless one-level living with no stairs! Featuring wood floors throughout, a stylish kitchen with quartz countertops & stainless steel appliances, and an in-unit washer/dryer. A French door off the dining area opens to a private porch, perfect for morning coffee or fresh air. Located in the sought-after Pleasantville School

    Karin Kimtis Compass Greater NY, LLC

    48 Foxwood Dr Unit 4, Pleasantville, NY 10570
  • 328 Willis Ave, Hawthorne, NY 10532
    328 Willis Ave, Hawthorne, NY 10532
    328 Willis Ave, Hawthorne, NY 10532
    /27

    $819,000 Pending

    • 5 Beds
    • 3 Baths
    • 2,650 Sq Ft

    328 Willis Ave, Hawthorne, NY 10532

    Charming and spacious 5-bedroom, 3-bathroom Cape Cod/Colonial set on a level property just minutes from Metro North and major highways. The main level features a welcoming living room with fireplace and door to an all-season room, 5th bedroom presently being used as a dining room and an eat-in kitchen with access to the rear deck—perfect for entertaining. The first-floor primary suite offers

    Rita Longo Howard Hanna Rand Realty

    328 Willis Ave, Hawthorne, NY 10532
  • 2 South Place, Chappaqua, NY 10514

    $1,450,000 Sold May 22, 2025

    • 2,233 Sq Ft
    • $649/SF
    • 9 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1936

    2 South Place, Chappaqua, NY 10514

    Welcome to 2 South Place - A stylish family home in the desirable Hillholme Community of Chappaqua, within the Chappaqua School District. This residence blends an integration of classic traditional and modern design offering elegant living spaces and a prime location. First level includes a Classic living room with fireplace, recess lighting, formal dinning room, recess lighting. Gourmet

    Toni DiMichelo Houlihan Lawrence Inc.

    2 South Place, Chappaqua, NY 10514
  • 34 Glenside Place, Chappaqua, NY 10514
    34 Glenside Place, Chappaqua, NY 10514
    34 Glenside Place, Chappaqua, NY 10514
    /40

    $1,199,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,880 Sq Ft

    34 Glenside Place, Chappaqua, NY 10514

    Live minutes from the heart of Chappaqua! Commuters dream to live in this charming tudor-style home near all everyday amenities. Nestled on 1.11 acres, with 3-bedrooms and 2 bathrooms, this fully renovated residence offers timeless character and thoughtful updates throughout. The main level features an inviting entry foyer, a chef’s eat-in kitchen equipped with a gas oven/range, microwave, and

    Christine Ricci Keller Williams NY Realty

    34 Glenside Place, Chappaqua, NY 10514
  • 12 Fox Ridge Rd, Armonk, NY 10504

    $2,103,000 Sold May 22, 2025

    • 4,141 Sq Ft
    • $508/SF
    • 10 Days On Market
    • 3 Beds
    • 4.5 Baths
    • Built 1960

    12 Fox Ridge Rd, Armonk, NY 10504

    Nestled in the coveted Windmill Farm community in Armonk, NY, this beautifully maintained home offers 3 bedrooms (lives like 4), 4 full bathrooms, and 1 half bathroom. Thoughtfully designed for modern flow, this home boasts a kitchen with top-of-the-line appliances that opens to the great room- both with reclaimed barn wood flooring and sliding glass doors opening to a spacious deck for seamless

    Aurora Banaszek Compass Greater NY, LLC

    12 Fox Ridge Rd, Armonk, NY 10504
  • 97 Reunion Rd, White Plains, NY 10603
    97 Reunion Rd, White Plains, NY 10603
    97 Reunion Rd, White Plains, NY 10603
    /50

    $1,200,000 Pending

    • 4 Beds
    • 4 Baths
    • 2,732 Sq Ft

    97 Reunion Rd, White Plains, NY 10603

    ENJOY THE COUNTRY CLUB LIFESTYLE HEATED INGROUND POOL , KIDDIE POOL, RENOVATED CLUBHOUSE + NEW PLAYGROUND....This Beautiful Center Hall Colonial on Private Road offers Entry Foyer, Formal Living Room & Dining Room adjoining Grand Family Room w/ Wood-Burning Fireplace, Vaulted Ceilings & 2-Story Windows!County Kitchen w/ Granite Counters & Stainless-Steel Appliances. HOME Office. Primary

    Dana Topper ERA Insite Realty Services

    97 Reunion Rd, White Plains, NY 10603
  • 94 Robert Place, Hawthorne, NY 10532

    $912,219 Sold May 21, 2025

    • 2,377 Sq Ft
    • $384/SF
    • 14 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1958

    94 Robert Place, Hawthorne, NY 10532

    Endless Potential in Hawthorne! This 4 bedroom, 2-bathroom home sits on a level-half acre lot at the end of a cul de sac in the wonderful hamlet of Hawthorne. Offering a flexible floor plan, this spacious home with solid bones and classic charm is perfect for those looking to add their personal touch. The first floor bedroom and bathroom suite with access to the deck provides an ideal set up for

    Patricia Hinkley Coldwell Banker Realty

    94 Robert Place, Hawthorne, NY 10532
  • 61 Westlake Dr, Valhalla, NY 10595
    61 Westlake Dr, Valhalla, NY 10595
    61 Westlake Dr, Valhalla, NY 10595
    /27

    $675,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft

    61 Westlake Dr, Valhalla, NY 10595

    Welcome to 61 Westlake Drive! This charming 3-bedroom, 2-bathroom ranch is set on a level lot in a prime Mount Pleasant location. The home features a spacious living room, formal dining room, and an eat-in kitchen with direct access to the backyard—perfect for everyday living and entertaining. The main level includes a primary bedroom, two additional bedrooms, and a full hall bathroom. The

    Rita Longo Howard Hanna Rand Realty

    61 Westlake Dr, Valhalla, NY 10595
  • 968 Lake Ave, Greenwich, CT 06831
    968 Lake Ave, Greenwich, CT 06831
    968 Lake Ave, Greenwich, CT 06831
    /26

    $2,700,000 Sold May 16, 2025

    • 5,713 Sq Ft
    • $473/SF
    • 57 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1977

    968 Lake Ave, Greenwich, CT 06831

    Private 4.79 acres provides the perfect setting for this sunny 5 bedroom Mid-Century style home with stone terraces and pool. Generous 5,713 sq. ft. interior offers well-scaled rooms w/ wonderful separation of space, hardwood floors, oversized windows and outdoor access from most rear facing rooms. Main level showcases dramatic great room with wood-beamed cathedral ceiling, floor-to-ceiling

    Maria Crowley Houlihan Lawrence

    968 Lake Ave, Greenwich, CT 06831

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