21,856

Westchester, NY Homes

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  • 532 Round Hill Rd, Greenwich, CT 06831
    532 Round Hill Rd, Greenwich, CT 06831
    532 Round Hill Rd, Greenwich, CT 06831
    /18

    $3,500,000

    • Land
    • 4.01 Acres
    • $872,818 per Acre

    532 Round Hill Rd, Greenwich, CT 06831

    Get away from it all and come see this picturesque 4 acre lot on coveted Round Hill Road. Charming updated 3 bedroom cottage with 2-car garage you can live in, expand or tear down. From the large back deck, enjoy beautiful vistas of the rolling meadow and lovely pond at the edge of the property. Catch a fish in the spring or skate on it in the winter. Peaceful and quiet, you can design your dream

    Danielle Claroni Sotheby's International Realty

    532 Round Hill Rd, Greenwich, CT 06831
  • 44 Foxwood Dr Unit 7, Pleasantville, NY 10570

    $574,500 Sold Jun 24, 2025

    • 1,036 Sq Ft
    • $555/SF
    • 13 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1978

    44 Foxwood Dr Unit 7, Pleasantville, NY 10570

    Welcome to this 2-bedroom, 1.5-bathroom condo located in the highly desirable Foxwood complex. This second-floor unit offers a well-designed layout featuring a full hall bathroom and a convenient half bath in the primary bedroom, which also includes a generous walk-in closet for added storage. The open dining and living area flows beautifully to a private balcony—perfect for enjoying your

    Rita Longo Howard Hanna Rand Realty

    44 Foxwood Dr Unit 7, Pleasantville, NY 10570
  • 366 Riversville Rd, Greenwich, CT 06831
    366 Riversville Rd, Greenwich, CT 06831
    366 Riversville Rd, Greenwich, CT 06831
    /7

    $1,685,000

    • Land
    • 2.42 Acres
    • $696,281 per Acre

    366 Riversville Rd, Greenwich, CT 06831

    A tranquil, private road leads to 2.42 acres of beautifully landscaped land. With Health Department approval for a five-bedroom septic system, this property offers the perfect opportunity to build your ideal home. No wetlands, and no ledge on the property. Enjoy the peace and privacy of your own oasis, all while being conveniently close to town, private schools, and the Merritt Parkway for easy

    Joy Kim Metalios Houlihan Lawrence

    366 Riversville Rd, Greenwich, CT 06831
  • 10 N Lake Rd, Armonk, NY 10504

    $3,790,000 Sold Jun 24, 2025

    • 4,935 Sq Ft
    • $768/SF
    • 24 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1950

    10 N Lake Rd, Armonk, NY 10504

    The essence of luxury lakefront living blended with sleek simplicity and elegant colonial touches. An hour from Manhattan, this sun-drenched 5300 SF private waterfront property in Armonk’s coveted Windmill Farm is defined by its open-plan design, soaring ceilings, and seamless connection to its picturesque natural “lakescape”. Fully-fenced, gated and generator-protected, the property offers

    Harriet Libov Houlihan Lawrence Inc.

    10 N Lake Rd, Armonk, NY 10504
  • 317 Elwood Ave, Hawthorne, NY 10532
    317 Elwood Ave, Hawthorne, NY 10532
    317 Elwood Ave, Hawthorne, NY 10532
    /12

    $1,195,000

    • 2 Beds
    • 2 Baths
    • 3,904 Sq Ft

    317 Elwood Ave, Hawthorne, NY 10532

    Mixed use residential/office. Parking for 10+ cars. Prime location..easy accessible to major parkways and MetroNorth.

    Kevin McWilliams Livingston Management Services

    317 Elwood Ave, Hawthorne, NY 10532
  • 15 Shelley Ave, Valhalla, NY 10595

    $761,000 Sold Jun 24, 2025

    • 1,373 Sq Ft
    • $554/SF
    • 10 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1949

    15 Shelley Ave, Valhalla, NY 10595

    Must see in person to truly appreciate all this home has to offer. Lovely four bedroom home with additional bonus space of ~500 sqft in the finished basement. The first floor living room is full of natural light and opens up to the formal dining room that overlooks the level backyard. The kitchen has all of the essentials with newer appliances and direct access to the long driveway which can

    Lisa Almodovar Julia B Fee Sothebys Int. Rlty

    15 Shelley Ave, Valhalla, NY 10595
  • 2 Heathcote Dr, Mount Kisco, NY 10549
    2 Heathcote Dr, Mount Kisco, NY 10549
    2 Heathcote Dr, Mount Kisco, NY 10549
    /43

    $3,149,000

    • 5 Beds
    • 5.5 Baths
    • 7,238 Sq Ft

    2 Heathcote Dr, Mount Kisco, NY 10549

    A rare opportunity to move into this exceptionally young 2012 custom built well maintained, one owner home sited on over 2 acres of leveled, idyllic, private property in one of Chappaqua's most coveted neighborhoods. A private, gated drive introduces this 5+ bedroom, 7,200+sq ft home, exuding quality construction and meticulous workmanship in every detail. Designed with luxury finishes and

    Usha Subramaniam Compass Greater NY, LLC

    2 Heathcote Dr, Mount Kisco, NY 10549
  • 7 Elm St E, Valhalla, NY 10595

    $732,500 Sold Jun 23, 2025

    • 1,575 Sq Ft
    • $465/SF
    • 26 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1953

    7 Elm St E, Valhalla, NY 10595

    Welcome home to 7 E Elm St in Valhalla! This meticulously maintained home, nestled on a tree lined street is just a short distance to the Village of Valhalla, Metro North Train Station and the Kensico Dam. It has been lovingly cared for through the years and is in move in condition. With the possibility of adding on in the future or just enjoying the nicely sized 4 Bedrooms plus a Family Room

    Renata Douglass Houlihan Lawrence Inc.

    7 Elm St E, Valhalla, NY 10595
  • 23 Kathleen Ln, Mount Kisco, NY 10549
    23 Kathleen Ln, Mount Kisco, NY 10549
    23 Kathleen Ln, Mount Kisco, NY 10549
    /50

    $848,000

    • 3 Beds
    • 2 Baths
    • 1,441 Sq Ft

    23 Kathleen Ln, Mount Kisco, NY 10549

    The time is now for this incredible opportunity to live and love a home and its beautiful surroundings! Property is GORGEOUS and offers plenty of space for relaxation, play, and al fresco dining. Welcome to 23 Kathleen Lane, Mt. Kisco, New York, in the beautiful Rolling Fields neighborhood in the Chappaqua School District!At first glance, this split-level cottage home is adorable as a

    Anthony DeBellis Douglas Elliman Real Estate

    23 Kathleen Ln, Mount Kisco, NY 10549
  • 471 Chappaqua Rd, Briarcliff Manor, NY 10510

    $1,810,000 Sold Jun 23, 2025

    • 4,010 Sq Ft
    • $451/SF
    • 7 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1985

    471 Chappaqua Rd, Briarcliff Manor, NY 10510

    Welcome to this spectacular contemporary home in Briarcliff Manor, offering over 4,000 sq. ft. of thoughtfully designed living space on a beautiful private property, set back from the road. With low Mount Pleasant taxes and access to top-rated Briarcliff Manor schools and recreation, this home is the perfect blend of luxury, modern amenities, and tranquility.The main level features a

    Hillary Landau Compass Greater NY, LLC

    471 Chappaqua Rd, Briarcliff Manor, NY 10510
  • 500 Hardscrabble Rd, Briarcliff Manor, NY 10510
    500 Hardscrabble Rd, Briarcliff Manor, NY 10510
    500 Hardscrabble Rd, Briarcliff Manor, NY 10510
    /32

    $2,995,000

    • 4 Beds
    • 6.5 Baths
    • 5,488 Sq Ft

    500 Hardscrabble Rd, Briarcliff Manor, NY 10510

    Stylishly reimagined by two New York fashion VIPs, this sophisticated 1905 Colonial blends modern luxury with the home’s original integrity, grandeur and charm. Tucked away on Hardscrabble Road, the serene sanctuary---a highlight of the New Castle Historical Society house tour—offers a Martha Baker-designed landscape, close to an acre, comprising woodlands, curated boxwoods, flowering dogwoods

    Susan Stillman Houlihan Lawrence Inc.

    500 Hardscrabble Rd, Briarcliff Manor, NY 10510
  • 66 Kerry Ln, Chappaqua, NY 10514

    $3,000,000 Sold Jun 23, 2025

    • 6,333 Sq Ft
    • $474/SF
    • 21 Days On Market
    • 6 Beds
    • 7.5 Baths
    • Built 1994

    66 Kerry Ln, Chappaqua, NY 10514

    Welcome Home to Your Dream Colonial in the Chappaqua School District. Discover luxury and comfort in this sunlit center-hall colonial, boasting over 6,333+ square feet of living space. Set back on 2.25 private, level acres, this home features a fenced-in backyard with a heated saltwater pool, an automatic cover, and expansive patio and deck spaces perfect for entertaining and recreation.

    Stacey Sporn William Raveis Real Estate

    66 Kerry Ln, Chappaqua, NY 10514
  • 4-6 Wampus Lake Wampus Lake Dr, Armonk, NY 10504
    4-6 Wampus Lake Wampus Lake Dr, Armonk, NY 10504
    4-6 Wampus Lake Wampus Lake Dr, Armonk, NY 10504
    /8

    $3,500,000

    • Land
    • 8 Acres
    • $435,323 per Acre

    4-6 Wampus Lake Wampus Lake Dr, Armonk, NY 10504

    Prestigious 8- Acre Estate Site with Sweeping Lake Views & Equestrian Potential.An exceptional offering for the discerning buyer: 8 acres of level, beautifully usable land in one of the region's most coveted and prestigious enclaves. Set amidst a backdrop of mature trees and open skies, this magnificent property boasts commanding lake views, absolute privacy, and the rare luxury of space to

    Patricia DelVecchio William Raveis Real Estate

    4-6 Wampus Lake Wampus Lake Dr, Armonk, NY 10504
  • 6 Seymour Place E, Armonk, NY 10504

    $3,600,000 Sold Jun 23, 2025

    • 6,074 Sq Ft
    • $593/SF
    • 17 Days On Market
    • 6 Beds
    • 6.5 Baths
    • Built 2016

    6 Seymour Place E, Armonk, NY 10504

    Discover this exceptional, better-than-new custom-built young colonial in the sought-after Yale Farms neighborhood of Armonk. Nestled on a serene cul-de-sac, this stunning residence sits on two flat, fenced acres, featuring a custom-built grilling center and bluestone patio. Truly, the perfect outdoor living space. This sophisticated 6-bedroom home showcases the finest materials, custom finishes,

    Amy Singer Houlihan Lawrence Inc.

    6 Seymour Place E, Armonk, NY 10504
  • 85 Sarles Ln, Pleasantville, NY 10570
    85 Sarles Ln, Pleasantville, NY 10570
    85 Sarles Ln, Pleasantville, NY 10570
    /4

    $300,000

    • Land
    • 0.11 Acre
    • $2,727,273 per Acre

    85 Sarles Ln, Pleasantville, NY 10570

    Calling all builders! With variances this is a buildable lot in prime village location. Water and sewer available.

    Sharon Foley ERA Insite Realty Services

    85 Sarles Ln, Pleasantville, NY 10570
  • 8 Dewitt Dr Unit 66, Chappaqua, NY 10514

    $1,402,970 Sold Jun 23, 2025

    • 2,945 Sq Ft
    • $476/SF
    • 142 Days On Market
    • 2 Beds
    • 3.5 Baths
    • Built 2024

    8 Dewitt Dr Unit 66, Chappaqua, NY 10514

    HOME IS UNDER CONSTRUCTION. MOVE in SUMMER 2025. 2 BR, 3 Full, 1 half primary on main floor, finished basement with full bath and media room. Additional Information: ParkingFeatures:2 Car Attached,

    Thomas Jacovino Toll Brothers Real Estate Inc.

    8 Dewitt Dr Unit 66, Chappaqua, NY 10514
  • 32-1 Orchard Dr, Armonk, NY 10504
    32-1 Orchard Dr, Armonk, NY 10504
    32-1 Orchard Dr, Armonk, NY 10504
    /3

    $1,250,000

    • Land
    • 2.52 Acres
    • $496,032 per Acre

    32-1 Orchard Dr, Armonk, NY 10504

    Great opportunity to build your dream home in Armonk. This listing is for lot number 1, which is 2.52 acres of beautiful level and private property. 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 building permit, and finalize the septic design

    Julie Schneider Compass Greater NY, LLC

    32-1 Orchard Dr, Armonk, NY 10504
  • 12 Hillcrest Ave, Pleasantville, NY 10570

    $850,000 Sold Jun 20, 2025

    • 1,850 Sq Ft
    • $459/SF
    • 14 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 2002

    12 Hillcrest Ave, Pleasantville, NY 10570

    You will wake up every morning to the tree top views of the Village of Pleasantville and beyond. The morning sun will reflect breathtaking panoramic views of everything this village has to offer! The western sky lights up with hypnotic shades of purple and orange above the deck. This special Townhouse offers the lifestyle you have been searching for...privacy, stunning views, the walkability

    Loretta Fleming Chiavetta Coldwell Banker Realty

    12 Hillcrest Ave, Pleasantville, NY 10570
  • 570 Bedford Rd Unit 6- PHB, Armonk, NY 10504
    570 Bedford Rd Unit 6- PHB, Armonk, NY 10504
    570 Bedford Rd Unit 6- PHB, Armonk, NY 10504
    /33

    $3,874,400

    • 2 Beds
    • 2.5 Baths
    • 2,672 Sq Ft

    570 Bedford Rd Unit 6- PHB, Armonk, NY 10504

    Summit Club Residences designed by Granoff Architects set high up above the golf course w/ expansive vista views. 2 Bed, 2.1 BA + den is 2,672 SF w/ an extensive 487+ SF outdoor terrace w/ FP, gas line for grill & has south west exposures. Walk in to foyer w/ stone flooring, great rooms w/ marble surround FP, custom cabinetry & dining area for 10-12 guests. Modern chef’s kitchen w/ a high end

    Jennifer Danzi-glenn JBM Realty Capital Corp.

    570 Bedford Rd Unit 6- PHB, Armonk, NY 10504
  • 64 Stornowaye St, Chappaqua, NY 10514

    $1,250,000 Sold Jun 20, 2025

    • 2,144 Sq Ft
    • $583/SF
    • 11 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1973

    64 Stornowaye St, Chappaqua, NY 10514

    Inside & outside blend seamlessly together throughout this sleek, modern 3-bed/2-bath contemporary, wrapped by a massive deck front, side & rear, and privately set back from the road on two peaceful, sylvan acres on a cul-de-sac in the sought-after Whippoorwill neighborhood. Great layout for entertaining. Arts & crafts-inspired living room illuminated by large front-facing windows & topped with a

    Stacy Levey William Raveis-New York, LLC

    64 Stornowaye St, Chappaqua, NY 10514
  • 570 Bedford Rd Unit 6-2A, Armonk, NY 10504
    570 Bedford Rd Unit 6-2A, Armonk, NY 10504
    570 Bedford Rd Unit 6-2A, Armonk, NY 10504
    /32

    $4,208,100

    • 3 Beds
    • 3.5 Baths
    • 3,237 Sq Ft

    570 Bedford Rd Unit 6-2A, Armonk, NY 10504

    Summit Club Residences designed by Granoff Architects. set high up above the golf course w/ expansive vista views. 3 Bed, 3.1 BA + den is 3,237 SF w/ an extensive 530+/- SF outdoor terrace w/ FP, gas line for grill & has south west exposures. Foyer w/ stone flooring, great rooms w/ marble surround FP, custom cabinetry & dining area for 10-12 guests. Modern chef’s kitchen w/ a high end appliance

    Jennifer Danzi-glenn JBM Realty Capital Corp.

    570 Bedford Rd Unit 6-2A, Armonk, NY 10504
  • 24 Spring St, Pleasantville, NY 10570

    $975,000 Sold Jun 20, 2025

    • 2,019 Sq Ft
    • $483/SF
    • 18 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1932

    24 Spring St, Pleasantville, NY 10570

    Welcome to Pleasantville! This delightful Village Colonial offers a perfect blend of comfort and convenience. With its inviting front porch and beautiful perennial gardens, and curb appeal from the moment you arrive. Inside, you will find bright, airy spaces with hardwood floors throughout and a seamless flow between rooms.The kitchen with ample storage and counter space, making meal prep a

    SONIA FORCHETTI Julia B Fee Sothebys Int. Rlty

    24 Spring St, Pleasantville, NY 10570
  • 570 Bedford Rd Unit 5-PHD, Armonk, NY 10504
    570 Bedford Rd Unit 5-PHD, Armonk, NY 10504
    570 Bedford Rd Unit 5-PHD, Armonk, NY 10504
    /34

    $4,693,650

    • 3 Beds
    • 3.5 Baths
    • 3,237 Sq Ft

    570 Bedford Rd Unit 5-PHD, Armonk, NY 10504

    Summit Club Residences designed by Granoff Architects set high up above the golf course w/ expansive vista views. 3 Bed, 3.1 BA + den PH is 3,237 SF w/ extensive 530+/-SF outdoor terrace w/ FP, gasline for grill & has south west exposures. Walk in to foyer w/ stone flooring, great rooms w/ marble surround FP, custom cabinetry & dining area for 10-12 guests. Modern chef’s kitchen w/ a high end

    Jennifer Danzi-glenn JBM Realty Capital Corp.

    570 Bedford Rd Unit 5-PHD, Armonk, NY 10504
  • 11 Boulder Trail, Chappaqua, NY 10514

    $2,450,000 Sold Jun 20, 2025

    • 6,495 Sq Ft
    • $377/SF
    • 46 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1995

    11 Boulder Trail, Chappaqua, NY 10514

    Spectacular 5-bedroom, 4 1/2 bath, 6,495 sq ft Colonial, located in the sought after Hardscrabble Lake neighborhood within the renowned Chappaqua School District. This home features a spacious, sun drenched open floor plan accented by large rooms, high ceilings, refined hardwood floors, walls of windows, and exquisite detailing throughout. As one enters, the expansive cathedral ceiling front

    Cindy Glynn Compass Greater NY, LLC

    11 Boulder Trail, Chappaqua, NY 10514
  • 570 Bedford Rd Unit 5-2B, Armonk, NY 10504
    570 Bedford Rd Unit 5-2B, Armonk, NY 10504
    570 Bedford Rd Unit 5-2B, Armonk, NY 10504
    /36

    $3,473,600

    • 2 Beds
    • 2.5 Baths
    • 2,672 Sq Ft

    570 Bedford Rd Unit 5-2B, Armonk, NY 10504

    Summit Club Residences designed by Granoff Architects set high up above the golf course w/ expansive vista views. 2 Bed, 2.1 BA + den is 2,672 SF w/ an extensive 487+ SF outdoor terrace w/ FP, gas line for grill & has south west exposures. Walk in to foyer w/ stone flooring, great rooms w/ marble surround FP, custom cabinetry & dining area for 10-12 guests. Modern chef’s kitchen w/ a high end

    Jennifer Danzi-glenn JBM Realty Capital Corp.

    570 Bedford Rd Unit 5-2B, Armonk, NY 10504
  • 385 Lake Shore Dr, Pleasantville, NY 10570

    $950,000 Sold Jun 19, 2025

    • 2,048 Sq Ft
    • $464/SF
    • 2 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1960

    385 Lake Shore Dr, Pleasantville, NY 10570

    Welcome to your serene retreat at 385 Lake Shore Drive in Pleasantville.Tucked away on a quiet cul-de-sac in a peaceful neighborhood with a scenic all-seasons lake, this beautifully maintained 4-bedroom, 2-bathroom ranch, surrounded by woods, offers comfortable, one-level living in a stunning natural setting. The open-concept layout features a spacious eat-in kitchen, dining, and living area that

    Natalia Wixom Compass Greater NY, LLC

    385 Lake Shore Dr, Pleasantville, NY 10570

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