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57 Dellenbaugh Road, 
Cragsmoor, NY 12420

$725,000


4

Beds


2

Baths


2,094

Sq Ft


Single Family

Pending

Listed by

Kristen Jock

Compass Greater Ny, LLC.

Last updated:

January 22, 2026, 09:03 AM

MLS#

916369

Source:

OneKey MLS

About This Home

57 Dellenbaugh Road

Historic Artist’s Retreat in Cragsmoor Nestled atop the Shawangunk Ridge in the storied hamlet of Cragsmoor, this singular home was designed by painter, explorer and writer Frederick S. Dellenbaugh, and 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 across three levels and sits on 4 acres of naturally sculpted land with old-growth sugar maples, striking glacial boulders, a stream and sweeping grassy knolls. Dellenbaugh, a founding member of Cragsmoor’s 19th-century artist colony, alongside notable painters like George Inness, created this residence as part of a larger vision, an enclave where creativity and landscape intertwined. The home retains its historic character with original woodwork, hand-crafted details and a sense of quiet elegance that unfolds room by room. Large windows frame ever-changing light and nature views, while a stone patio offers the perfect perch for morning coffee or an alfresco dinner party under the stars. The grounds feel timeless, part curated, part wild with the kind of privacy and serenity that’s increasingly rare. Whether you're wandering through the trees, lounging beside the stream or entertaining with friends on the lawn, the experience is immersive and deeply grounding. Just outside your door is direct access to Bear Hill Nature Preserve and just down the road is Sam's Point, where thousands of protected acres offer hiking, blueberry fields, waterfalls and dramatic cliffs. And while this mountaintop retreat feels worlds away, it’s only 90 minutes from the GWB. This is more than a home. It’s a legacy property in one of the Hudson Valley’s most magical and storied communities.

Home Facts

Single Family

2 Baths

4 Bedrooms

Built in 1907

Price Summary

725,000

$346 per Sq. Ft.

MLS #:

916369

Last Updated:

January 22, 2026, 09:03 AM

Added:

4 month(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

2

Full Bathrooms:

2

Interior

Living Area:

2,094 Sq. Ft.


Structure

Structure

Building Area:

2,094 Sq. Ft.

Year Built:

1907


Lot

Lot Size (Sq. Ft):

174,240


Finances & Disclosures

Finances

Price:

$725,000

Price per Sq. Ft:

$346 per Sq. Ft.

Source:OneKey MLS
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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.