SoldMar 12, 2026

Bought with Anthony Flores

Source: Multiple Listing Service of Ulster County #20254566

57 Dellenbaugh Rd, Cragsmoor, NY, 12420

$698,000

4
2
2094 sq. ft.
174240 sq. ft.

SingleFam

30+ days on the market

Sold: Mar 12, 2026

What's around 57 Dellenbaugh Rd

About this property

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: 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.

Looking for more information on 57 Dellenbaugh Rd?

Explore comparables, sales history and growth for this property.
Learn more

Similar properties sold nearby

SoldJan 6, 2026
$605,000
41 Vista Marie Road
Cragsmoor NY 12420
4
3
2
Single-Family
Listing courtesy of Coldwell Banker Village Green and Compass Greater NY, LLC
SoldSep 18, 2025
$579,900
348 Cragsmoor Road
Cragsmoor NY 12420
4
3
2
Single-Family
Listing courtesy of eXp Realty, LLC (E - TR12 - New York - White Plains)

Other properties sold by Anthony Flores

SoldMar 20, 2026
$985,000
455 Post Hill Rd
Columbia County NY 12521
6
4
1
Single-Family
Listing courtesy of Compass, Hillsdale and Compass Greater NY, LLC
SoldNov 10, 2025
$435,000
88 Boyce Road
Ulster County NY 12433
3
2
1
Single-Family
Listing courtesy of Berardi Realty and Compass Greater NY, LLC
SoldJul 22, 2025
$1,190,000
60 Middle Rd
Rhinebeck NY 12572
4
3
3
Single-Family
Listing courtesy of Corcoran Country Living and Compass Greater NY, LLC

Browse properties sold in nearby areas

The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the Ulster County Board of REALTORS®. IDX information is provided exclusively for consumers' personal, non - commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright ©2026 Ulster County Board of REALTORS®, Inc.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the "DMCA") provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under MLS GRID IDX Rules Updated September 16, 2024 7 U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to: dmca@ratemyagent.com

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner's behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Email
© 2026 RateMyAgent