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Location DB > United States > New York > Philipstown > Castle Rock
 Name
Castle Rock
 Viewing Options
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 Database Info
created by Bratchny on 5/5/2005 1:39 AM
last modified by Emperor Wang on 1/9/2024 8:05 AM
 Viewability
Publically Viewable Publically Viewable
This location has been labeled by its creator as Public, and therefore can be viewed by anyone.
 Overview
 Description
Castle Rock is the estate of former Illinois Central Railroad president William H. Osborn in Garrison, New York, United States. It sits on the hill of the same name, looking down on the Hudson River 620 feet below. It really is a small castle set on a mountain - complete with the sleeping-beauty tower. It's about a four mile drive in the woods to find it.
 Basic Information
Type: Building
Status: No longer empty and now a private home known as Whipple Castle
Accessibility: Difficult
Recommendation: I'd highly recommend it, but it's a private residence, and tours are not often given
 Physical Information
Address
131 Old Stone Rd
Philipstown, New York
United States
Owner: Castle Rock LLC
  • See a map of this location
  •  Hazards
  • unsafe flooring
  • flooding
  • water
  •  Interesting Features
    Built on a mountain top overlooking West Point, this castle like structure sits on 15 acres. The most interesting feature of the building itself is the 6 story tower overlooking the Hudson River Valley. The surrounding area is Hudson Highlands State Park and has numerous hiking trails. The castle can be seen from portions of Gazebo Trail.
     Security Measures
  • fences
  • dogs
  • 24 hour guard
  • locked gates
  •  Historical Dates
    Built: 1881
    Closed: 1990
     Required Equipment
  • long pants / sleeves
  • permission
  •  Recommended Equipment
    a Rico-suave personality
     History
    In 1855 Osborn, who had been one of the charter officers of the Illinois Central two years earlier, visited the Highlands to take in the fresh air and scenic beauty of the area. He enjoyed his visit so much that he decided to buy the property where Castle Rock and its associated properties now stands, completed in 1881. He and his family spent summers in Wing and Wing until the castle was completed the year before he retired from the railroad industry as president of the Chicago, St. Louis and New Orleans Railroad. He lived there until his death in 1894, devoting his time and money to philanthropic activities in New York.

    It was inherited by his son Henry Fairfield Osborn. Since it was intended as a retirement house, it needed to be expanded to accommodate the younger Osborn's wife and family. A north wing with library and extra bedrooms were added in 1906; most of Osborn's paleontological papers were written at Castle Rock.

    Osborn also made other improvements to the property, including Woodsome Lodge, and other wings that doubled the size of the original castle. Most of these were architecturally sympathetic to Slade's original design, and there has been little change to it since then. In 1974, William Henry Osborn II, one of Henry Fairfield's younger sons, donated the southern portion of the property, which includes Sugarloaf Hill, to the State Parks Council for eventual inclusion in Hudson Highlands State Park. In the late 1970s, after the property was listed on the Register, New York's Department of Environmental Conservation bought 129 acres of the former estate, including the meadows along Route 9D, and opened it to the public as the Castle Rock Unique Area. Hiking trails now lead through it and up the mountain; however the house and the 15 acres surrounding it (the end of Old Stone Rd.) remain private.

    The Estate Of A P Osborn Jr. sold the property in 1982 for $80,000 to another private owner who held the property until 2005 when it was purchased by a group of investors, Castle Rock LLC for $987,500. In 2020, the Municipality of Philipstown valued the property at $2,463,606.

    In 2010, extensive historic restoration work was completed to repair the entire slate roof, tower, dormers, and chimneys.
     Media Coverage

     Future Plans
    Uncertain. In 2007 most of the interior was gutted. In 2010 the entire slate roof was replaced, but the castle remains empty. Castle Rock LLC is obviously preserving/maintaining it, but they have yet to utilize the property.

    *** Now a Private Residence ***
     Stories


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     Photo Galleries
    Click to view gallery
    Guided tour
    Thu, May 5th, 2005
    posted by Bratchny
    21 pictures
     


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     Moderator Rating
    The moderator rating is a neutral rating of the content quality, photography, and coolness of this location.

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     Validation
    This location's validation is current. It was last validated by Emperor Wang on 1/9/2024 8:06 AM.

     Latest Changes
  • on Jan 9 24 at 8:06, Emperor Wang validated this location
  • on Jan 9 24 at 8:05, Emperor Wang changed the following: Status, Required Equipment, Recommended Equipment, Future Plans, Description
  • on Jan 9 24 at 8:03, Emperor Wang made this location public
  • on Jan 8 24 at 18:41, desolateplaces changed the following: Status, Future Plans
  • on May 4 21 at 17:06, Emperor Wang validated this location
  • on May 4 21 at 15:34, fr00tCake changed the following: Future Plans
  • on May 4 21 at 15:33, fr00tCake changed the following: Owner, City, History, Interesting Features, Media Coverage
  • on May 4 21 at 15:21, fr00tCake changed the following: Future Plans
  • on May 4 21 at 15:18, fr00tCake changed the following: History, Status
  • on May 4 21 at 15:16, fr00tCake changed the following: Display Name, Street Address, Latitude, Longitude, Co-ordinate Accuracy, History, Year Built, Description
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