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New Castle, NY Homes for Sale with Pool

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  • /49

    $3,500,000

    • 10 Beds
    • 5.5 Baths
    • 8,881 Sq Ft

    335 Croton Dam Rd, Ossining, NY 10562

    Hidden behind a storybook cobblestone drive and set across 45 breathtaking acres in the heart of the Hudson Valley, this extraordinary 1932 Tudor estate is the kind of property that rarely comes to market - a true legacy compound offering cinematic beauty, complete privacy, and effortless access to Manhattan. For the city buyer dreaming of a refined countryside escape without sacrificing

    Agent Photo

    Hillary Landau

    Compass Greater NY, LLC

    335 Croton Dam Rd, Ossining, NY 10562
  • /30

    $1,050,000

    • 3 Beds
    • 3 Baths
    • 2,160 Sq Ft

    568 Saw Mill River Rd, Millwood, NY 10546

    Private access to the scenic North County Trailway, offering miles of paved trails for walking, running, and biking, is just one of the many highlights of this beautifully maintained home. Not to be missed, this sun-filled 3-bedroom, 3-bath raised ranch offers a comfortable layout ideal for both everyday living and entertaining. Set privately on over 1.3 level acres and screened from the road by

    Stacey Sporn William Raveis Real Estate

    568 Saw Mill River Rd, Millwood, NY 10546
  • /23

    $1,590,000

    $35K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,576 Sq Ft

    17 Lila Ln, Chappaqua, NY 10514

    Welcome to this sophisticated carriage home at 17 Lila Lane, offering a rare blend of contemporary luxury and maintenance-free living within the prestigious Chappaqua Crossing community. The thoughtfully designed layout is anchored by a gorgeous chef’s kitchen, featuring a large center island with ample seating and a premium JennAir appliance package. Equally enticing is the coveted first-floor

    Jocelyn Cloder Compass Greater NY, LLC

    17 Lila Ln, Chappaqua, NY 10514
  • /36

    $1,099,000

    $100K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,903 Sq Ft

    4 Annes Wood Ln, Mount Kisco, NY 10549

    Welcome to this beautifully situated townhouse in the highly desirable Riverwoods community, where tranquil woodland views and thoughtfully designed living spaces create the perfect retreat. Nestled against a picturesque backdrop of mature trees and a gently flowing stream, this home offers both privacy and natural beauty in an exceptional setting.The sun-filled eat-in kitchen is as inviting

    Tracy Cunniff Houlihan Lawrence Inc.

    4 Annes Wood Ln, Mount Kisco, NY 10549
  • /27

    $579,000

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft

    309 N Greeley Ave Unit 5C, Chappaqua, NY 10514

    Welcome to 309 N. Greeley Avenue. This lovely first floor Town House in the sought-after Chestnut Oaks Community is conveniently located to the heart of downtown Chappaqua. With the award-winning Chappaqua School District and proximity to a Metro North station, this property will not last! This Two Bed, 1 Bath unit has a great layout with a front and back patio! There are no stairs (just one

    Daniel Berger RE/MAX Prestige Properties

    309 N Greeley Ave Unit 5C, Chappaqua, NY 10514
  • /49

    $3,599,000

    • 5 Beds
    • 6.5 Baths
    • 10,594 Sq Ft

    301 Whippoorwill Rd, Chappaqua, NY 10514

    Timeless elegance meets exceptional craftsmanship in this spectacular brick and stone estate, privately set behind gates on 4+ acres in one of Chappaqua's prestigious Whippoorwill neighborhoods. Designed by acclaimed architect Carol Kurth and masterfully built in 2003 by renowned builder Robert Torre, this extraordinary 5-bedroom, 6 full, 1 half bath residence offers over 10,000 square feet of

    Cindy Glynn Compass Greater NY, LLC

    301 Whippoorwill Rd, Chappaqua, NY 10514
  • /6

    $2,250,000

    Coming Soon
    • 4 Beds
    • 6 Baths
    • 4,340 Sq Ft

    82 Shingle House Rd, Millwood, NY 10546

    A rare opportunity to own a private mini-estate on approximately 6.9 acres in Millwood. The main residence offers four bedrooms, three-and-a-half baths and generous living spaces with views of the property’s natural surroundings. Highlights include an eat-in country kitchen with French marble flooring, a living room overlooking the pond and waterfall, multiple fireplaces, radiant heat in the

    Vesna Kanacki Century 21 Elite Realty

    82 Shingle House Rd, Millwood, NY 10546
  • /25

    $890,000

    • 3 Beds
    • 2.5 Baths
    • 1,569 Sq Ft

    20 Waters Edge, Chappaqua, NY 10514

    Welcome to Old Farm Lake - one of Chappaqua's most desirable condominium communities, offering low-maintenance living with resort-style amenities. This 3-bedroom, 2.5-bath townhome is set in a private setting and lives beautifully with natural light across three levels. The main level features an open living and dining area with cathedral ceilings, a skylight, and a wood-burning fireplace. The

    Edward Holmes William Raveis-New York, LLC

    20 Waters Edge, Chappaqua, NY 10514
  • /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
  • /35

    $2,990,000

    $687K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 8,200 Sq Ft

    20 Bessel Ln, Chappaqua, NY 10514

    Nestled in breathtaking natural surroundings, this modern architectural masterpiece by renowned designer Myron Goldfinger offers three levels of striking contemporary design. The residence features a soaring three-story curved ceiling, a dramatic floating staircase, and expansive open-plan living and entertaining spaces that frame the home’s private setting. The main-level primary suite provides

    Tianying Xu Houlihan Lawrence Inc.

    20 Bessel Ln, Chappaqua, NY 10514
  • /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
  • /37

    $3,900,000

    • 4 Beds
    • 5.5 Baths
    • 9,284 Sq Ft

    16 Taylor Rd, Mount Kisco, NY 10549

    Designed without compromise and executed to perfection, this custom Georgian Colonial by Nasser Nakib Architect sets a new standard for luxury living. Eleven-foot ceilings, an effortless open layout, and walls of windows create a light-filled, airy feel throughout. A front-to-back foyer with floating staircase makes a striking first impression, while wide plank wood floors, a slate roof, and full

    Kimberly Zwickel Houlihan Lawrence Inc.

    16 Taylor Rd, Mount Kisco, NY 10549
  • /38

    $2,900,000

    $600K PRICE DROP
    • 7 Beds
    • 7 Baths
    • 5,502 Sq Ft

    83 Somerstown Rd, Ossining, NY 10562

    Steeped in local history and once owned by the Gilded Age Van Cortlandt family, gracious Rose Lodge is an inviting and beautifully restored historic estate—not landmarked—offering modern living and exceptional privacy on 17.9 acres. The property enjoys sweeping views across a perfectly sited in-ground pool, terraced gardens, expansive flat croquet lawn, and private lake, creating a serene country

    Dalia Valdes Julia B Fee Sothebys Int. Rlty

    83 Somerstown Rd, Ossining, NY 10562
  • /43

    $2,499,000

    • 3 Beds
    • 4 Baths
    • 6,115 Sq Ft

    33 Greenbriar Dr, Chappaqua, NY 10514

    Set on beautifully landscaped grounds in one of Chappaqua’s most coveted neighborhoods, this exceptional luxury Colonial blends timeless architecture, designer finishes, and an unmatched indoor-outdoor lifestyle within the award-winning Chappaqua school district. Privately positioned against acres of preserved land, this premier Westchester County property offers both tranquility and convenience,

    Wendy Nolan Houlihan Lawrence Inc.

    33 Greenbriar Dr, Chappaqua, NY 10514
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