21,862

Westchester, NY Homes

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  • 25 Fountain Dr, Valhalla, NY 10595
    25 Fountain Dr, Valhalla, NY 10595
    25 Fountain Dr, Valhalla, NY 10595
    /26

    $1,175,000 Pending

    • 4 Beds
    • 4 Baths
    • 3,622 Sq Ft

    25 Fountain Dr, Valhalla, NY 10595

    Classic Expanded Ranch on beautifully landscaped 0.63 acres. Spectacular Distant Views from the rear of property. First time on market in 71 years. Entry level includes Living Room w/fpl, Dining Room, Kitchen w/Butler's Pantry, Primary Bedroom w Bath, 2 additional Bedrooms, Hall Bath. Second Level has Bedroom w/Bath, extensive attic area for storage. Walk-out Lower has Family Room, Sitting

    Gregory McCarthy Houlihan Lawrence Inc.

    25 Fountain Dr, Valhalla, NY 10595
  • 60 Kensico Rd Unit 16, Thornwood, NY 10594

    $310,000 Sold Jun 05, 2025

    • 834 Sq Ft
    • $372/SF
    • 157 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1922

    60 Kensico Rd Unit 16, Thornwood, NY 10594

    Welcome to Kensico Arms! converted from a school house in 1930, This renovated bright airy Condo has been well maintained by its current owner, it features a large 1 bedroom 1 bathroom with Mexican bathroom tiles & Bidet, his and hers bedroom closets, open floor plan flowing from the dining area to the living room, kitchen includes stainless steal appliances, lots of closets in unit, hard wood

    Kerry-Ann Lawson VIP Realty Home Inc.

    60 Kensico Rd Unit 16, Thornwood, NY 10594
  • 55 Deerfield Ln S, Pleasantville, NY 10570
    55 Deerfield Ln S, Pleasantville, NY 10570
    55 Deerfield Ln S, Pleasantville, NY 10570
    /40

    $999,999 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,406 Sq Ft

    55 Deerfield Ln S, Pleasantville, NY 10570

    Welcome to 55 Deerfield Lane, Perfectly situated on nearly an acre of lush grounds in the coveted Byram Hills School District this beautifully maintained 4-bedroom, 2.5-bath home is bursting with natural light from large windows and gleaming hardwood floors throughout that create an inviting, warm atmosphere perfect for making lifelong memories.Start your day in the bright eat-in kitchen

    Tulay Erdem Christie's Int. Real Estate

    55 Deerfield Ln S, Pleasantville, NY 10570
  • 10 Leroy Place, Chappaqua, NY 10514

    $870,000 Sold Jun 04, 2025

    • 1,492 Sq Ft
    • $583/SF
    • 12 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1905

    10 Leroy Place, Chappaqua, NY 10514

    Welcome to your next adventure! This cozy 2-bedroom cottage is nestled on a picturesque piece of land, offering endless potential for those with vision and creativity. Surrounded by nature, this property is perfect for those looking for a peaceful retreat, a weekend getaway, or a renovation project to make their own.Though in need of remodeling, the home provides a solid foundation to bring your

    Danae Richards William Raveis-New York, LLC

    10 Leroy Place, Chappaqua, NY 10514
  • 195 Warren Ave, Hawthorne, NY 10532
    195 Warren Ave, Hawthorne, NY 10532
    195 Warren Ave, Hawthorne, NY 10532
    /37

    $929,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,000 Sq Ft

    195 Warren Ave, Hawthorne, NY 10532

    Welcome Home to this Beautiful Young Colonial! This stunning Colonial has all the bells and whistles to make it your forever home! Boasting 4 generously sized bedrooms, 3 full bathrooms, and a convenient half bath. The heart of the home is the open-concept eat-in kitchen with a center island, flowing seamlessly into the cozy family room with a roaring gas fireplace — perfect for gatherings and

    Debbie Dimiceli Howard Hanna Rand Realty

    195 Warren Ave, Hawthorne, NY 10532
  • 17 Foxhill Rd, Valhalla, NY 10595

    $700,000 Sold Jun 04, 2025

    • 1,128 Sq Ft
    • $621/SF
    • 16 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1955

    17 Foxhill Rd, Valhalla, NY 10595

    A/O continue to show. EASY & COMFORTABLE LIVING offered in this RANCH home with Circular Driveway on Quiet Residential Street. Sun-filled Livingroom with adjoining Dining Room & Large Kitchen can easily be transformed into the Entertainment HUB OF THE HOME! Oak Floors & Beamed Ceilings add a touch of Charm! 3 Bedrooms, 2 Baths + IDEAL Au-Pair or Guest Suite on Lower Level with Separate Walk-out;

    Dana Topper ERA Insite Realty Services

    17 Foxhill Rd, Valhalla, NY 10595
  • 3 Boulder Trail, Chappaqua, NY 10514
    3 Boulder Trail, Chappaqua, NY 10514
    3 Boulder Trail, Chappaqua, NY 10514
    /41

    $2,300,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 5,183 Sq Ft

    3 Boulder Trail, Chappaqua, NY 10514

    Turn-key, custom-built 5-bedroom center-hall colonial in Chappaqua’s desirable Hardscrabble Lake community. First floor includes an open floor plan between the updated kitchen and family room with wood-burning fireplace and sliders to the oversized, new Trex deck, a large living room with french doors to the library with access to the deck, formal dining room, powder room, mudroom and door to

    Nancy Strong Douglas Elliman Real Estate

    3 Boulder Trail, Chappaqua, NY 10514
  • 231 Sherman Ave, Hawthorne, NY 10532

    $665,000 Sold Jun 03, 2025

    • 1,500 Sq Ft
    • $443/SF
    • 27 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1956

    231 Sherman Ave, Hawthorne, NY 10532

    This 4-bedroom, 2-bathroom brick New England Style Cape Cod home offers timeless appeal and endless potential. Featuring classic architecture and solid craftsmanship, this home is perfect for those looking to add their personal touch. Inside, you'll find a cozy living room with original details, two main-level bedrooms and full bath and two additional bedrooms and full hall bath upstairs. The

    Rita Longo Howard Hanna Rand Realty

    231 Sherman Ave, Hawthorne, NY 10532
  • 420 Pleasantville Rd, Briarcliff Manor, NY 10510
    420 Pleasantville Rd, Briarcliff Manor, NY 10510
    420 Pleasantville Rd, Briarcliff Manor, NY 10510
    /44

    $1,350,000 Pending

    • 4 Beds
    • 5 Baths
    • 4,980 Sq Ft

    420 Pleasantville Rd, Briarcliff Manor, NY 10510

    Welcome to this beautifully maintained and generously sized home in Briarcliff Manor, where modern updates meet timeless charm. Thoughtfully designed for both everyday comfort and stylish entertaining, this home offers a warm and welcoming layout filled with natural light and high-end finishes throughout.The main level features gleaming hardwood floors, a gracious entry foyer, formal living

    Suzan Zeolla Houlihan Lawrence Inc.

    420 Pleasantville Rd, Briarcliff Manor, NY 10510
  • 10 Club Ct, Pleasantville, NY 10570

    $1,050,000 Sold Jun 03, 2025

    • 2,448 Sq Ft
    • $429/SF
    • 12 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1995

    10 Club Ct, Pleasantville, NY 10570

    Welcome to Pleasantville Country Club where luxury meets convenience in this desirable and private end unit townhome centrally situated on a Cul de sac. Reminiscent of the classic style brownstone complete with front stoop perfect for sipping summer lemonade. This meticulous home is perfect for entertaining and offers a luxurious kitchen adorned by solid wood inset custom cabinetry, beautiful

    Kile Boga-Ibric Houlihan Lawrence Inc.

    10 Club Ct, Pleasantville, NY 10570
  • 4 Fox Ridge Ct, Armonk, NY 10504
    4 Fox Ridge Ct, Armonk, NY 10504
    4 Fox Ridge Ct, Armonk, NY 10504
    /32

    $1,250,000 Pending

    • 3 Beds
    • 3 Baths
    • 2,188 Sq Ft

    4 Fox Ridge Ct, Armonk, NY 10504

    Wonderful Windmill Farms 3 Bedroom plus office split level home privately set on back of cul de sac. This updated and well-maintained bright and modern home features recently refinished hardwood floors, large windows, and beautiful property. The main level includes an inviting family room with built-ins and a lovely fireplace with stone surround, a private office, a mud room, laundry room and

    Julie Schneider Compass Greater NY, LLC

    4 Fox Ridge Ct, Armonk, NY 10504
  • 34 Sarles Ln, Pleasantville, NY 10570

    $1,350,000 Sold Jun 03, 2025

    • 2,468 Sq Ft
    • $547/SF
    • 14 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1920

    34 Sarles Ln, Pleasantville, NY 10570

    Step into this beautifully maintained early 1900's home, where classic charm meets modern convenience. With three stories of gracious living space and high ceilings, this home offers a warm and inviting atmosphere. Nestled in a neighborhood easily accessible to schools, parks, restaurants, transportation, and more; all just moments from your doorstep. As you enter, you encounter a light-filled

    Danielle Orellana William Raveis Real Estate

    34 Sarles Ln, Pleasantville, NY 10570
  • 2 Ann Place, Valhalla, NY 10595
    2 Ann Place, Valhalla, NY 10595
    2 Ann Place, Valhalla, NY 10595
    /40

    $899,900 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,922 Sq Ft

    2 Ann Place, Valhalla, NY 10595

    Not Your Average Cape – Sophisticated Charm in Valhalla! Welcome to this striking brick corner home in the heart of Valhalla, located in the sought-after Town of Mount Pleasant. Gracefully positioned on a corner lot, this brick Valhalla home immediately captivates with its manicured landscaping, expansive driveway, and signature bay window. Step inside and be swept away by the expansive living

    Gino Bello Howard Hanna Rand Realty

    2 Ann Place, Valhalla, NY 10595
  • 22 Pamela Ln, Valhalla, NY 10595

    $820,000 Sold Jun 03, 2025

    • 1,856 Sq Ft
    • $442/SF
    • 6 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1960

    22 Pamela Ln, Valhalla, NY 10595

    Meticulously maintained this private Split sits nicely on .25 acre only minutes away from the breathtaking Kensico Dam and all the best that Valhalla.The current owners have lovingly cared for this home for over 30 years, and it’s clear that pride of ownership shines through at every turn. As you step inside, you'll be greeted by original hardwood floors and a thoughtfully designed layout that

    Cynthia Leite ERA Insite Realty Services

    22 Pamela Ln, Valhalla, NY 10595
  • 306 Mountain Rd, Pleasantville, NY 10570
    306 Mountain Rd, Pleasantville, NY 10570
    306 Mountain Rd, Pleasantville, NY 10570
    /40

    $1,425,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,800 Sq Ft

    306 Mountain Rd, Pleasantville, NY 10570

    Welcome to Pleasantville! This spectacular Center Hall Colonial combines timeless elegance with modern updates and exceptional quality throughout. Featuring four generously sized bedrooms, this meticulously maintained home offers space, comfort, and style at every turn. Step into the updated chef’s kitchen, beautifully appointed with granite countertops, stainless steel appliances, and a cozy

    SONIA FORCHETTI Julia B Fee Sothebys Int. Rlty

    306 Mountain Rd, Pleasantville, NY 10570
  • 156 Bedford Rd Unit 10, Armonk, NY 10504

    $1,800,000 Sold Jun 02, 2025

    • 2,400 Sq Ft
    • $750/SF
    • 177 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2024

    156 Bedford Rd Unit 10, Armonk, NY 10504

    Welcome to Armonk Close, a luxurious condo community in the heart of Armonk, New York. This exclusive development, completed in 2024, offers 20 modern units designed for sophisticated living. Each townhouse, including this bright corner unit, features a private 2-car garage, a balcony, and a 400 SF rooftop deck, perfect for enjoying the surrounding views. High-end finishes include Bosch stainless

    Sandra Scarano William Raveis Real Estate

    156 Bedford Rd Unit 10, Armonk, NY 10504
  • 5 Briarcliff Rd, Chappaqua, NY 10514
    5 Briarcliff Rd, Chappaqua, NY 10514
    5 Briarcliff Rd, Chappaqua, NY 10514
    /48

    $3,499,999 Pending

    • 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
  • 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
  • 32-4 Orchard Dr, Armonk, NY 10504
    32-4 Orchard Dr, Armonk, NY 10504
    32-4 Orchard Dr, Armonk, NY 10504
    /4

    $999,000 Pending

    • Land
    • 1.64 Acres
    • $609,146 per Acre

    32-4 Orchard Dr, Armonk, NY 10504

    Great opportunity to build your dream home in Armonk. This listing is for lot number 4, which is 1.64 acres of beautiful property with rolling meadows, mature trees and specimen plantings. The lot has BOH approval for a 4-bedroom house, and is one of the lots that is available in the Orchard Estates subdivision. After designing their dream home, the buyer will need to apply for their own

    Julie Schneider Compass Greater NY, LLC

    32-4 Orchard Dr, Armonk, NY 10504
  • 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
  • 681 Sherman Ave, Thornwood, NY 10594
    681 Sherman Ave, Thornwood, NY 10594
    681 Sherman Ave, Thornwood, NY 10594
    /17

    $449,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,134 Sq Ft

    681 Sherman Ave, Thornwood, NY 10594

    AO 7/25, contracts ordered. Calling all contractors! This home is sold AS IS, and has many possibilities, either fix it up, expand it, or knock it down and build. Property is .23, so the land on the left-hand side of home belongs to this home. As you enter you will find an enclosed porch, living room, bedroom, hall bath, kitchen with door out to deck, dining area, and bedroom. On second level

    Jeanne Beckley Howard Hanna Rand Realty

    681 Sherman Ave, Thornwood, NY 10594
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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

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