6,443

Westchester, NY Homes

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  • 3 High Point Cir, Chappaqua, NY 10514

    $1,700,214 Sold Jan 10, 2025

    • 3,421 Sq Ft
    • $497/SF
    • 9 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1955

    3 High Point Cir, Chappaqua, NY 10514

    Welcome to 3 High Point Circle! This delightful home features 4 spacious bedrooms + 3.5 bathrooms, all set on a beautifully landscaped, fenced-in, 1-acre lot on a sought after cul-de-sac. Inside, you'll love the open floor plan, perfect for entertaining and the spacious family room for relaxation. The Primary suite boasts a newly renovated bathroom and a spacious walk-in closet. The lower level

    Debra Goldenberg Compass Greater NY, LLC

    3 High Point Cir, Chappaqua, NY 10514
  • 21 Taylor Rd, Mount Kisco, NY 10549

    $1,560,000 Sold Jan 10, 2025

    • 3,957 Sq Ft
    • $394/SF
    • 67 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1965

    21 Taylor Rd, Mount Kisco, NY 10549

    This Lawrence Farms East gem offers unparalleled privacy with a long private driveway bordered by linden trees. Enjoy the open floor plan, gas fireplace, cathedral ceilings, and French doors leading to the heated in-ground pool surrounded by flowering trees and bluestone patio. Retreat to the lavish primary bedroom with two custom California Closets and a Juliet Balcony, master bath, two family

    Reza Zoroufie Siano & Company Ltd.

    21 Taylor Rd, Mount Kisco, NY 10549
  • 9 Barnes Rd, Ossining, NY 10562

    $1,399,000 Sold Jan 09, 2025

    • 4,583 Sq Ft
    • $305/SF
    • 37 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1797

    9 Barnes Rd, Ossining, NY 10562

    One-of-a kind impeccable colonial farmhouse mini-estate in country setting is the perfect weekend getaway or full-time residence for those who seek style, substance, originality, charm and the finest finishes and features. Beautifully sited on a country road yet close to all, with mature plantings, a slate patio, stone walls, a wrap around stone veranda, and a sprawling wisteria arbor overlooking

    Sena Baron William Raveis-New York, LLC

    9 Barnes Rd, Ossining, NY 10562
  • 10 Algonquin Dr, Chappaqua, NY 10514

    $1,310,000 Sold Jan 09, 2025

    • 2,384 Sq Ft
    • $549/SF
    • 12 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1958

    10 Algonquin Dr, Chappaqua, NY 10514

    Welcome to this charming 4-bedroom, 3.1-bathroom colonial nestled in the coveted Algonquin neighborhood of Chappaqua. Set on over an acre of pristine land, this property offers unparalleled privacy and tranquility. The spacious living areas are highlighted by a beautiful beamed family room and a stunning bay window with a copper roof that fills the home with natural light.Enjoy the outdoor

    Wendy Nolan Houlihan Lawrence Inc.

    10 Algonquin Dr, Chappaqua, NY 10514
  • 45 Lila Ln Unit 62, Chappaqua, NY 10514

    $1,763,056 Sold Jan 07, 2025

    • 3,101 Sq Ft
    • $569/SF
    • 3 Days On Market
    • 2 Beds
    • 3.5 Baths
    • Built 2023

    45 Lila Ln Unit 62, Chappaqua, NY 10514

    HOME IS TO BE BUILT2 BR very popular Greeley Floorplan with primary on first floor. This outstanding home is located in a private area of the community but still allows owners to walk to shopping, Cafe, gym and more. It is ideally sized at 2,530 sq. ft. (excluding finished basement) and includes 2 BR + office, huge loft Giving you plenty of space for your entire family to enjoy. The

    Thomas Jacovino Toll Brothers Real Estate Inc.

    45 Lila Ln Unit 62, Chappaqua, NY 10514
  • 29 Crossways, Chappaqua, NY 10514

    $1,425,000 Sold Jan 07, 2025

    • 2,946 Sq Ft
    • $484/SF
    • 6 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1921

    29 Crossways, Chappaqua, NY 10514

    Welcome home to a 1920s Sears Roebuck English cottage style home that was impeccably renovated and expanded while honoring the original aesthetic. This walk to shopping, dining, train & school three bedroom home that can live like a four bedroom blends timeless elegance with an open, livable floor plan suited for today’s lifestyle. From the moment you enter the home through the arch doorway, you

    Amanda Goldberg William Raveis-New York, LLC

    29 Crossways, Chappaqua, NY 10514
  • 1181 Hardscrabble Rd, Chappaqua, NY 10514

    $618,000 Sold Jan 07, 2025

    • 1,060 Sq Ft
    • $583/SF
    • 12 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1933

    1181 Hardscrabble Rd, Chappaqua, NY 10514

    Cute & charming stone & shingle 2-Bed/2-Bath bi-level cottage sweetly updated and set on .3 landscaped acres. Lovely living room illuminated by large, south facing windows & warmed by a stout, stone-front wood-burning fireplace. Updated eat-in kitchen features stainless steel appliances, white subway tile backsplash, cleverly organized pantry closet & windowed dining area emblazoned by morning

    Stacy Levey William Raveis-New York, LLC

    1181 Hardscrabble Rd, Chappaqua, NY 10514
  • 94 Orchard Ridge Rd, Chappaqua, NY 10514

    $1,314,400 Sold Jan 03, 2025

    • 2,134 Sq Ft
    • $616/SF
    • 9 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1922

    94 Orchard Ridge Rd, Chappaqua, NY 10514

    This beautifully updated colonial in Chappaqua village offers the perfect combination of vintage charm and modern convenience, just a 5-minute walk to the train station, schools, library, shops, and restaurants. Set on a serene, park-like property, the home features a pool, terraced gardens, fruit trees, and spacious areas for play and entertainment. The light-filled rooms boast refinished

    Sari Shaw Compass Greater NY, LLC

    94 Orchard Ridge Rd, Chappaqua, NY 10514
  • 17 Colony Row, Chappaqua, NY 10514

    $2,400,000 Sold Jan 03, 2025

    • 5,680 Sq Ft
    • $423/SF
    • 43 Days On Market
    • 4 Beds
    • 6 Baths
    • Built 1965

    17 Colony Row, Chappaqua, NY 10514

    This exceptional 4 (lives like 5/6) bedroom Colonial blends sophistication, elegance, and an ideal location on 1.2 flat acres in a peaceful cul-de-sac within the prestigious Lawrence Farms East neighborhood. TAXES IN PROCESS OF BEING GRIEVED - PER TAX ASSESSOR WILL COME DOWN TO APPROX $57K. Every detail has been meticulously crafted, making this home truly special. The first floor offers a chic

    Cindy Glynn Compass Greater NY, LLC

    17 Colony Row, Chappaqua, NY 10514
  • 129 Millwood Rd, Chappaqua, NY 10514

    $930,000 Sold Dec 30, 2024

    • 2,700 Sq Ft
    • $344/SF
    • 25 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1928

    129 Millwood Rd, Chappaqua, NY 10514

    Discover your perfect oasis in this meticulously cared-for 4-bedroom Dutch Colonial, situated on a tranquil 1 acre setting that’s ideal for gardening enthusiasts. Enjoy the convenience of being less than 40 miles to midtown NYC, near top-rated schools, gourmet food market, coffee shop, drug store, post office, hardware store, and a scenic walking trail from your backyard leading to Gedney Park.

    Danielle Pennessi Corcoran Legends Realty

    129 Millwood Rd, Chappaqua, NY 10514
  • 623 Millwood Rd, Mount Kisco, NY 10549

    $825,000 Sold Dec 27, 2024

    • 1,853 Sq Ft
    • $445/SF
    • 25 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1955

    623 Millwood Rd, Mount Kisco, NY 10549

    Retreat to this conveniently located, home on over 2 acres of park-like property. This Cape style home has been recently updated including, new finished floors, remodeled staircase and fireplace surround, a new oil tank and updated electric panel. The first floor has a primary bedroom, second bedroom, full bath, spacious living room with an open concept floor plan that seamlessly transitions from

    Sarah Ryan William Raveis-New York LLC

    623 Millwood Rd, Mount Kisco, NY 10549
  • 724 King St, Chappaqua, NY 10514

    $2,995,000 Sold Dec 27, 2024

    • 6,026 Sq Ft
    • $497/SF
    • 214 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 1983

    724 King St, Chappaqua, NY 10514

    Indulge in the ultimate luxury living experience in this exquisite dream home, nestled in its own compound, within a private 4-acre botanical garden. This exceptional property is designed for entertainment and outdoor living, featuring resort-like amenities including an inground gunite pool with a spa, a hard-court tennis/pickleball/basketball court, and a personal 140+ yard par 3 golf hole

    Jason Miller Corcoran Legends Realty

    724 King St, Chappaqua, NY 10514
  • 2 Apple Tree Close, Chappaqua, NY 10514

    $1,005,000 Sold Dec 20, 2024

    • 1,887 Sq Ft
    • $533/SF
    • 18 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1930

    2 Apple Tree Close, Chappaqua, NY 10514

    Architectural Masterpiece, nestled on a majestic setting, in sought-after neighborhood. Colonial-style home, perfectly situated on a level, park-like property with mature trees and beautifully landscaped gardens. Featured in Apartment Therapy, this home showcases hardwood floors throughout and an abundance of natural light. The main level includes an inviting entry foyer, a spacious living room

    Wendy Nolan Houlihan Lawrence Inc.

    2 Apple Tree Close, Chappaqua, NY 10514
  • 9 Killington St, Chappaqua, NY 10514

    $1,507,717 Sold Dec 20, 2024

    • 2,625 Sq Ft
    • $574/SF
    • 14 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1968

    9 Killington St, Chappaqua, NY 10514

    Discover the timeless beauty of midcentury modern design with this extraordinary home in a serene, landscaped setting located on a cul-de-sac in the sought-after Whippoorwill neighborhood. Living and entertaining is easy with the open floor plan and recent updates. This one-of-a-kind property embodies the best traditions of midcentury architecture: minimalist architecture, natural materials,

    Natalia Wixom Compass Greater NY, LLC

    9 Killington St, Chappaqua, NY 10514
  • 16 Hollow Ridge Rd, Mount Kisco, NY 10549

    $3,800,000 Sold Dec 20, 2024

    • 7,200 Sq Ft
    • $528/SF
    • 160 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2023

    16 Hollow Ridge Rd, Mount Kisco, NY 10549

    Unlock the door to a world of modern enchantment. This newly built contemporary masterpiece perched atop the highest point of an exclusive enclave boasts a captivating ambiance that changes with each season, giving all who enter the allure of a luxurious tree house with the sophistication of high-end International design & unparalleled craftsmanship. Set on over 4 private lush acres, this 5

    Melissa Marcogliese Compass Greater NY, LLC

    16 Hollow Ridge Rd, Mount Kisco, NY 10549
  • 22 Inningwood Rd, Ossining, NY 10562

    $768,250 Sold Dec 19, 2024

    • 1,888 Sq Ft
    • $407/SF
    • 19 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1947

    22 Inningwood Rd, Ossining, NY 10562

    Welcome to your very own country home, yet close to all, including shops, restaurants, an easy commute from the Taconic Parkway, and three nearby communities: Millwood/Chappaqua, Briarcliff and Ossining. Enjoy easy-living in this charming cape colonial home set on 1.22 acres with a Primary Bedroom on the main level. Private & Bucolic setting offering relaxation on your Screened Porch (built 2004)

    Susan Strawgate Code Houlihan Lawrence Inc.

    22 Inningwood Rd, Ossining, NY 10562
  • 140 Old Roaring Brook Rd, Mount Kisco, NY 10549

    $2,757,500 Sold Dec 18, 2024

    • 5,151 Sq Ft
    • $535/SF
    • 133 Days On Market
    • 5 Beds
    • 6.5 Baths
    • Built 2024

    140 Old Roaring Brook Rd, Mount Kisco, NY 10549

    Stunning modern luxury new construction w 20 ft soaring ceilings on 20+ acres in premiere estate area, w award winning Chappaqua schools. 5 BR/6.1 Baths, w over 5100 sq ft on 3 light filled finished levels. State-of-the-art finishes & details throughout including walls of windows, wide board white oak floors, LED lighting, expansive front & rear decks, natural stone & wood elements, & a gracious

    Sena Baron William Raveis-New York, LLC

    140 Old Roaring Brook Rd, Mount Kisco, NY 10549
  • 27 Ridge Rd, Mount Kisco, NY 10549

    $955,000 Sold Dec 17, 2024

    • 2,545 Sq Ft
    • $375/SF
    • 12 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1968

    27 Ridge Rd, Mount Kisco, NY 10549

    Welcome to this easy living home located in a quiet neighborhood in the Chappaqua School District. The sun-filled, open layout is perfect for entertaining. The Living Room features cathedral ceiling, large bay and architectural windows flood the space with light, a fireplace to enjoy on cozy winter nights. The Dining Room has vaulted ceiling with skylights overlooks Living Room and opens to a

    Gladys Disisto Christie's Int. Real Estate

    27 Ridge Rd, Mount Kisco, NY 10549
  • 1176 Hardscrabble Rd, Chappaqua, NY 10514

    $1,980,000 Sold Dec 17, 2024

    • 3,537 Sq Ft
    • $560/SF
    • 44 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1956

    1176 Hardscrabble Rd, Chappaqua, NY 10514

    Architect Fels Hecht designed this extraordinary post and beam residence embracing architectural principles of Frank Lloyd Wright. Enter a lifestyle of ease and relaxation emphasized by a peaceful 2+ acre private setting. Carefully restored, you will find interior period custom finishes of artisan hand blown mosaic tile, masonry fireplaces, and exquisite painted silk panels. Generous glass blends

    Amy Via Houlihan Lawrence Inc.

    1176 Hardscrabble Rd, Chappaqua, NY 10514
  • 256 Quaker Rd, Chappaqua, NY 10514

    $1,950,000 Sold Dec 16, 2024

    • 4,389 Sq Ft
    • $444/SF
    • 35 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1911

    256 Quaker Rd, Chappaqua, NY 10514

    Just completed! In-town location ready to move in. This state of the art offering, by esteemed builder Tavo Development, lives like a 4 or 5 bedroom house. An incredible opportunity in Chappaqua for a refreshing new build with the convenience of in-town living, where you can walk to school, town and train. A serene setting, overlooking Duck Pond, offers open concept living with highlights that

    Brian Milton Compass Greater NY, LLC

    256 Quaker Rd, Chappaqua, NY 10514

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