21,859

Westchester, NY Homes

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  • 25 Round Hill Rd, Armonk, NY 10504
    25 Round Hill Rd, Armonk, NY 10504
    25 Round Hill Rd, Armonk, NY 10504
    /44

    $2,495,000

    • 4 Beds
    • 3.5 Baths
    • 4,936 Sq Ft

    25 Round Hill Rd, Armonk, NY 10504

    Experience luxury living in this newly fully renovated, turn-key home set on the prestigious Round Hill Rd in Armonk, with the added bonus of the opportunity of joining the Windmill Club. Boasting an expansive open floor plan, large rooms, vaulted ceilings, wide planked white oak hardwood floors, this designer inspired home is filled w/ high end finishes throughout. The large open living room &

    Robin Levine Julia B Fee Sothebys Int. Rlty

    25 Round Hill Rd, Armonk, NY 10504
  • 5 Vincent Ln, Armonk, NY 10504

    $3,400,000 Sold Jun 26, 2025

    • 8,021 Sq Ft
    • $424/SF
    • 320 Days On Market
    • 5 Beds
    • 8 Baths
    • Built 2004

    5 Vincent Ln, Armonk, NY 10504

    Incomparable stone & shingle manor is the quintessential sanctuary located in Armonk’s coveted estate area. Sited at the end of an idyllic cul-de-sac, the 5.21 acre property has been lushly landscaped for ultimate privacy. Grand, yet welcoming, there are 5 bedrooms, 6 full & 2 half-baths, 5 fireplaces, pool & spa, mahogany decks, & level lawns. Built in 2004 & scrupulously maintained, no detail

    Harriet Libov Houlihan Lawrence Inc.

    5 Vincent Ln, Armonk, NY 10504
  • 70 Haights Cross Rd, Chappaqua, NY 10514
    70 Haights Cross Rd, Chappaqua, NY 10514
    70 Haights Cross 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
  • 59 Chelsea St, Hawthorne, NY 10532

    $883,000 Sold Jun 25, 2025

    • 1,894 Sq Ft
    • $466/SF
    • 14 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1948

    59 Chelsea St, Hawthorne, NY 10532

    AO 3/19. Welcome to 59 Chelsea Street, the perfect place to call home! This impeccably maintained, spacious 3 bedroom ranch lives like a 4 bedroom and is perfectly situated on a level 1/4 acre lot just steps away from Hawthorne Elementary School. The sun-drenched entrance greets you with a newly tiled foyer leading to gleaming wood floors throughout the home. The kitchen and bathrooms have

    Theresa Szuhany RE/MAX Ace Realty

    59 Chelsea St, Hawthorne, NY 10532
  • 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
  • 132 Devoe Rd, Chappaqua, NY 10514

    $1,450,000 Sold Jun 25, 2025

    • 2,533 Sq Ft
    • $572/SF
    • 5 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1950

    132 Devoe Rd, Chappaqua, NY 10514

    Welcome to this lovely home within the very desirable Hillholme community in Chappaqua. Perfectly maintained and set beautifully on a flat large acre for all to enjoy. The bedrooms are all very spacious, there is a dedicated home office/study that ensures productivity, while the basement adds a great space for a play area. The backyard is a dream - lush green grass, deck and patio for barbecues

    Yona Strougo Compass Greater NY, LLC

    132 Devoe Rd, Chappaqua, NY 10514
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 8 Alder Way, Armonk, NY 10504
    8 Alder Way, Armonk, NY 10504
    8 Alder Way, Armonk, NY 10504
    /34

    $1,150,000

    • 3 Beds
    • 2.5 Baths
    • 2,022 Sq Ft

    8 Alder Way, Armonk, NY 10504

    Welcome to 8 Alder Way – Turn-Key Townhouse Living in Whippoorwill RidgeThis beautifully maintained 3-bedroom, 2.5-bath Dover model is located in the sought-after gated community of Whippoorwill Ridge, just moments from downtown Armonk’s shops, dining, parks, and library. Enjoy a low-maintenance lifestyle with resort-style amenities including a community pool, tennis and pickleball courts,

    James Schunk Schunk Realty Group

    8 Alder Way, Armonk, NY 10504
  • 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

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