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5-Bedroom Homes for Sale in Hillsdale, NY

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  • /24

    $845,000

    • 6 Beds
    • 2 Baths
    • 2,998 Sq Ft

    60 Anthony St, Hillsdale, NY 12529

    Price reduction.1800s farm house. Just waiting for some TLC. This property consists of the main farm house. one very large barn. Addtional 3 out building. One of the back building contains an attractive apartment.The property butts up to the Harlem Valley Rail Trail. Walking distant to the Hamlet of Hillsdale. Including the Roe Jan Brewing Co. IGA, The Hillsdale House, The town park. Less then 5

    Gerard Meenagh The Meenagh Group Realty

    60 Anthony St, Hillsdale, NY 12529
  • /37

    $1,195,000

    • 5 Beds
    • 3.5 Baths
    • 2,834 Sq Ft

    11 Cold Water St, Hillsdale, NY 12529

    This stately Greek Revival sits proudly on a generous village lot in the historic Hamlet of Hillsdale. Dating back to c.1848, the home boasts beautiful architectural proportions and details. Pilasters accent the exterior corners of the house and a front- and side-gabled roof add additional grandeur. Arrive via a front porch — running the full width of the facade — framed with Doric columns. The

    MATTHEW CAREY Rouse + Co Real Estate LLC

    11 Cold Water St, Hillsdale, NY 12529
  • /45

    $8,850,000

    • 5 Beds
    • 4.5 Baths
    • 6,438 Sq Ft

    890 Bald Mountain Rd, Austerlitz, NY 12017

    Welcome to The Bald Mountain Estate, the premier family compound in the Upper Hudson Valley. This 4 building architectural masterpiece property sits on 85 private acres, with multiple trails and an additional building site set on one of the highest points in Columbia County. Post and beam construction paired with floor to ceiling glass walls encase the primary house as steel accents lend to a

    Rachel Haley Houlihan Lawrence, Inc

    890 Bald Mountain Rd, Austerlitz, NY 12017
  • /40

    $2,995,000

    • 5 Beds
    • 5.5 Baths
    • 7,200 Sq Ft

    35 Harlemville Rd, Hillsdale, NY 12529

    Where Norman charm meets Hudson Valley splendor, "Dragonfly" stands as a fine example of country living - a rare 130-acre estate that marries grand European sophistication with the pastoral beauty of Claverack. Just twenty minutes from the cultural centers of Hudson and the Berkshires, this property strikes a balance between secluded sanctuary and connected countryside living.A winding private

    Chris Getman Houlihan Lawrence Inc.

    35 Harlemville Rd, Hillsdale, NY 12529
  • /19

    $4,250,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 2,720 Sq Ft

    250 Island Dr, Craryville, NY 12521

    New construction home on a private gated island with the possibility to customize further for 2026 completion.Exclusive location on a private island in the middle of the only water ski motor boat lake in Columbia County. A contemporary house on 1.1 acres with a large private dock and over 120ft of direct water frontage on Lake Copake. This beautiful home has 5 proper bedrooms (with the

    John Barbato Compass, Hillsdale

    250 Island Dr, Craryville, NY 12521
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