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New Castle, NY Homes for Sale with Acreage

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  • /46

    $1,095,000

    $105K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,867 Sq Ft

    27 Allapartus Cir, Ossining, NY 10562

    This distinctive Teatown compound made for gatherings and entertainment blends timeless craftsmanship with modern livability offering seclusion without sacrificing proximity to trains, parks, and major highways. Tucked at the end of a quiet cul-de-sac, this exceptional estate offers rare privacy on more than 3 picturesque acres while remaining conveniently close to everything. The stunning

    Agent Photo

    Mary Stetson

    Stetson Real Estate

    27 Allapartus Cir, Ossining, NY 10562
  • /33

    $949,000

    $96K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,581 Sq Ft

    10 Horseshoe Rd, Mount Kisco, NY 10549

    Best value in the Award Winning Chappaqua School District! Set on an acre in the desirable Rolling Fields neighborhood, this well maintained home offers comfortable living with a flexible layout that lives larger than its 3-bedroom configuration. Updated in 2013 with, new roof, new windows, new mechanicals, kitchen and bath renovations. The main level features an inviting kitchen with stainless

    Agent Photo

    Deena Bouchier

    Compass Greater NY, LLC

    10 Horseshoe Rd, Mount Kisco, NY 10549
  • /50

    $2,649,000

    $50K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 5,918 Sq Ft

    40 Hamilton Dr, Chappaqua, NY 10514

    Tucked away on over two exquisitely landscaped acres in one of Chappaqua’s most prestigious enclaves, this exceptional newly constructed modern home redefines luxury living through a masterful blend of architectural sophistication, cutting-edge efficiency, and timeless elegance. Designed with a discerning eye and crafted with uncompromising quality, this magazine-worthy residence offers the

    Matthew Valvano Berkshire Hathaway HS NY Prop

    40 Hamilton Dr, Chappaqua, NY 10514
  • /50

    $1,350,000

    • 5 Beds
    • 3.5 Baths
    • 4,828 Sq Ft

    15 Inningwood Rd, Ossining, NY 10562

    A once-in-a-lifetime opportunity to own Maplehurst Farm, originally known as the Conklin-Chadeayne Farmhouse, an irreplaceable Antique Farmhouse Colonial estate dating back to the 1730s, nestled on five irreplaceable acres in the highly sought-after community of New Castle. Rich in history and timeless character, this extraordinary property preserves many of its original architectural details,

    Annemarie Credentino BHHS River Towns Real Estate

    15 Inningwood Rd, Ossining, NY 10562
  • /49

    $2,137,500

    $113K PRICE DROP
    • 4 Beds
    • 6 Baths
    • 4,340 Sq Ft

    82 Shingle House Rd, Millwood, NY 10546

    A rare opportunity to create a forever home on nearly 7 private acres in the Chappaqua School District. Rich in history, character and natural beauty, 82 Shingle House Road is a distinctive Millwood estate for the buyer who values land, privacy and potential over cookie-cutter perfection.Originally dating to 1762, the property has evolved over time and offers a unique combination of

    Vesna Kanacki Century 21 Elite Realty

    82 Shingle House Rd, Millwood, NY 10546
  • /27

    $1,079,000

    $21K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,606 Sq Ft

    54 Allapartus Rd, Ossining, NY 10562

    Set on two peaceful acres in the desirable New Castle area, this thoughtfully updated home offers a rare balance of privacy, space, convenience, and flexibility. Positioned on a corner lot and set far back from the road, the property provides a quiet and secluded feel while still being conveniently located approximately 15 minutes from downtown Chappaqua, the Chappaqua Train Station, shopping,

    Derek Greene Greene Realty Group

    54 Allapartus Rd, Ossining, NY 10562
  • /36

    $1,359,000

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 2,798 Sq Ft

    180 Somerstown Rd, Millwood, NY 10546

    Welcome to this spacious and private Millwood home, ideally located in the award-winning Chappaqua School District. This 3-bedroom, 2.5-bath home lives like a 4-bedroom (currently used as a dedicated home office/den). A charming woodland driveway leads to a light-filled home featuring hardwood floors, oversized windows, and beautiful decorative mouldings. The main level offers an eat-in kitchen

    Wendy Nolan Houlihan Lawrence Inc.

    180 Somerstown Rd, Millwood, NY 10546
  • /27

    $49,500,000

    • 8 Beds
    • 10 Baths
    • 26,079 Sq Ft

    Unlisted Address

    ONE OF NEW YORK'S MOST COVETED ESTATES. Enter a world where timeless elegance meets state-of-the-art luxury. Originally built in 1901 for renowned financier J. Borden Harriman, this legendary estate - historically known as Devonshire, and earlier as Uplands - stands as a rare example of Gilded Age grandeur, reimagined for modern living. Over its long history, the estate has been owned by some of

    Brian Sheerin William Raveis-New York LLC

    Unlisted Address
  • /20

    $1,665,000

    • Land
    • 12.92 Acres
    • $128,870 per Acre

    767 King St, Chappaqua, NY 10514

    Extremely rare and ultra-private 12.92 acres of waterfront land in the Whippoorwill Lake enclave of Chappaqua. An exceptionally private canvas for a one-of-a-kind secluded getaway compound. Beyond the gate, a long private drive ascends to a concealed building site with sweeping lake and woodland vistas, plus natural water features including a waterfall and bridge. Near Whippoorwill Park,

    Sena Baron William Raveis-New York, LLC

    767 King St, Chappaqua, NY 10514
  • /3

    $350,000

    • Land
    • 1.51 Acres
    • $231,788 per Acre

    96 Somerstown Rd, Ossining, NY 10562

    Lot three is a beautiful 1.5 acre lot with level building site and part of a newly approved three-lot subdivision. Lots one and two are also available-all are approved for four bedrooms. Roughed in driveway leads up from the road to all three sites. Owner will also build to suit.

    David Turner Compass Greater NY, LLC

    96 Somerstown Rd, Ossining, NY 10562
  • /50

    $1,750,000

    $150K PRICE DROP
    • 9 Beds
    • 8 Baths
    • 5,337 Sq Ft

    51 Pinesbridge Rd, Ossining, NY 10562

    Step into timeless elegance with this extraordinary mini estate in the heart of New Castle, just 45 minutes from New York City. Originally built in 1935 and thoughtfully reimagined for modern luxury living, this remarkable 3.91-acre property seamlessly blends historic charm with today’s most sought-after amenities.The beautifully renovated 5,337-square-foot Main House features 5 spacious

    Cathy DeBow William Raveis Real Estate

    51 Pinesbridge Rd, Ossining, NY 10562
  • /50

    $3,100,000

    • 3 Beds
    • 5 Baths
    • 6,091 Sq Ft

    23 Inningwood Rd, Ossining, NY 10562

    No words or photos will justify the Magical beauty of this luxurious home. The woodwork in this custom built home was done by craftsman Mark Pedley, a very talented carpenter/joiner from Vermont who previously worked in Palaces in Jordan. The home is flawless and impeccable with spa like bathrooms, a gourmet kitchen, outdoor grilling area, sauna, steam bath and jacuzzi, with marble, granite and

    Dee Rabady Woodfront Realty, Inc.

    23 Inningwood Rd, Ossining, NY 10562
  • /6

    $1,899,000

    • 4 Beds
    • 3.5 Baths
    • 2,693 Sq Ft

    94 Somerstown Rd, Ossining, NY 10562

    Rooted in the aesthetic of Frank Lloyd Wright's Usonia District and inspired by the classic era of mid-century design, Moradia is abrand-new community of to-be-built, high-end residences. Located along a picturesque road in historic Ossining, NY, each home is set on a beautiful parcel of virgin land. The homesites are elevated and private-ranging between 1 1/2 and 3 acres. Masia, is the first

    David Turner Compass Greater NY, LLC

    94 Somerstown Rd, Ossining, NY 10562
  • /5

    $950,000

    $45K PRICE DROP
    • Land
    • 6.46 Acres
    • $147,059 per Acre

    94 Somerstown Rd, Ossining, NY 10562

    Site plan approved subdivision on historic Somerstown road in Ossining. Three lots each with a beautiful building site being all sold together. Roughed in driveway will become common drive to three homesites. Great opportunity to build.

    David Turner Compass Greater NY, LLC

    94 Somerstown Rd, Ossining, NY 10562
  • /28

    $865,000

    • 3 Beds
    • 2 Baths
    • 2,140 Sq Ft

    3 Little Lakes Ridge, Ossining, NY 10562

    Modern, Lindal Cedar Home! If you are looking for a special, well-built home with privacy but also convenience, this is it! Open floor plan with 3 bedrooms, 2 baths, lots of windows, beamed ceilings, 2-car attached heated garage and rec room/office. Expansive flat yard has room for pool, if so desired. This 2.2-acre property is located just minutes to RR Station and under an hour commute to

    Helena Macintyre North Country Sothebys Int Rlt

    3 Little Lakes Ridge, Ossining, NY 10562
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