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Cragsmoor, NY Houses for Sale

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  • /35

    $835,000

    • 5 Beds
    • 3 Baths
    • 2,240 Sq Ft

    405 Vista Maria Rd, Cragsmoor, NY 12420

    Vintage charm meets modern convenience in this circa 1900 Cragsmoor home. Situated on a 1.46-acre corner lot at the top of the hill, this property is located in the picturesque hamlet of Cragsmoor—known for its sweeping vistas and access to over 5,000 acres of protected land perfect for hiking, exploring, and enjoying nature’s serenity.A short distance to the post office and library, the

    Carolyn Peters-Baker Keller Williams Hudson Valley

    405 Vista Maria Rd, Cragsmoor, NY 12420
  • /31

    $775,000

    • 4 Beds
    • 2 Baths
    • 2,094 Sq Ft

    57 Dellenbaugh Rd, Pine Bush, NY 12566

    Historic Artist's Retreat in Cragsmoor | Eltzruhe Nestled atop the Shawangunk Ridge in the storied hamlet of Cragsmoor, this singular home—designed by painter, explorer, and writer Frederick S. Dellenbaugh—offers a rare opportunity to own a piece of American art history. Built circa 1907 and listed on the National Register of Historic Places, this 4BR/2BA home spans nearly 2,100 sq ft

    Kristen Jock Compass Greater NY, LLC

    57 Dellenbaugh Rd, Pine Bush, NY 12566
  • /31

    $775,000

    • 4 Beds
    • 2 Baths
    • 2,094 Sq Ft

    57 Dellenbaugh Rd, Wawarsing, NY 12420

    Historic Artist's Retreat in Cragsmoor | EltzruheNestled atop the Shawangunk Ridge in the storied hamlet of Cragsmoor, this singular home—designed by painter, explorer, and writer Frederick S. Dellenbaugh—offers a rare opportunity to own a piece of American art history. Built circa 1907 and listed on the National Register of Historic Places, this 4BR/2BA home spans nearly 2,100 sq ft

    Kristen Jock Compass Greater NY, LLC

    57 Dellenbaugh Rd, Wawarsing, NY 12420
  • /36

    $489,900

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    296 Circle Rd, Cragsmoor, NY 12420

    Welcome to your private sanctuary in the heart of Cragsmoor—where refined country living meets natural beauty. This executive-style ranch is gracefully sited on 4 serene acres just moments from the scenic trails and vistas of Bear Hill Preserve. Don't miss this Artist community along with hiking the Gunks, Sam's Point and so many other Mts.Tucked away on a quiet road, the setting is peaceful and

    Jeanne Boice Howard Hanna Rand Realty

    296 Circle Rd, Cragsmoor, NY 12420
  • /34

    $2,400,000

    • 5 Beds
    • 2.5 Baths
    • 2,784 Sq Ft

    220 Vista Maria Rd, Pine Bush, NY 12566

    Once part of George Inness Jr's iconic 350-acre Chetolah estate. This 5 bedroom, 2.5 bath historic Cragsmoor home includes 3 lots totaling over 34 acres of pristine land with a mix of woodlands, original trails, meadow, pond, stream, expansive views and bordering the 5000-acre Sam's Point preserve for easy hiking enjoyment. An additional cabin is located to the east of the house that has

    Carolyn Peters-Baker Keller Williams Realty HV Nort

    220 Vista Maria Rd, Pine Bush, NY 12566

Why Live in Cragsmoor

Cragsmoor, a hamlet in southeastern New York, is perched atop the Shawangunk Ridge and is surrounded by natural attractions. The area is renowned for its outdoor recreation opportunities, with the Shawangunk State Forest offering activities such as hiking, fishing, and skiing. The Bear Hill Nature Preserve and Sam’s Point Area of the Minnewaska State Park Preserve provide scenic trails, pine barrens, waterfalls, and ice caves. The central intersection of Cragsmoor, Dellenbaugh, and Henry Roads features landmarks like the Cragsmoor Stone Church, a historic site still in use today. For dining, On the Rocks is the only local restaurant, while more options are available in nearby Ellenville, about 10 miles away. Cragsmoor’s homes range from ranch-style and split-level to custom and contemporary designs, often incorporating brick, stone, and Tudor-style elements. Properties are spacious and sparsely located, with tree-lined roads winding through the landscape. Route 52 is the main thoroughfare, connecting Cragsmoor to Ellenville and beyond. Education is provided in Ellenville, less than seven miles north, with a single campus serving all grade levels.

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