10 Reasons the Vanderbilts Lost the World’s Greatest Fortune

10 Reasons the Vanderbilts Lost the World’s Greatest Fortune

Larry Holzwarth - August 3, 2018

10 Reasons the Vanderbilts Lost the World’s Greatest Fortune
A view of Woodlea in 1905. Today the site is a country club. Wikimedia


In 1892 Elliott Fitch Shepard began construction of a 140 room mansion near what was then North Tarrytown (today’s Sleepy Hollow) New York. Shepard was the husband of Margaret Louisa Vanderbilt Shepard, sister of Cornelius Vanderbilt II and granddaughter of the Commodore. The house was constructed on a tract of over 500 acres of land, acquired by Shepard, a banker, publisher, attorney, and judge. Their New York home was part of the Vanderbilt row of mansions on Fifth Avenue.

The house was designed to include 70,000 square feet of living space, with an exterior in the Italian Renaissance style. Shepard envisioned the house as a means of expressing influence and political power, supporting his political ambitions, and though he was a man of considerable affluence, Margaret’s money too was poured into the construction. In March 1893, while Woodlea was still under construction, Shepard died suddenly.

Shepard’s estate was about $1.3 million, well below the costs of completing Woodlea, which fell to Margaret. While Woodlea was being built Margaret lived in another house on the property which had been completed several years earlier. The main house was completed in 1895-96. During the remaining construction period, Margaret lived at the property mostly during the spring and early summer months. Her visits to the property became less and less frequent.

In 1906 Margaret sold Woodlea to a New York businessman for the sum of $1.4 million, despite the property being valued at nearly $6 million. Margaret took up residence in her New York home, in the 900 block of Fifth Avenue, where she died in 1924, having never remarried. Her estate was just over $5 million, less than half of the fortune she had inherited from the Vanderbilt wealth from her father, William Vanderbilt.

Woodlea and the surrounding grounds were eventually taken over by a consortium who created the Sleepy Hollow Country Club. Among its founders was Cornelius Vanderbilt III. Another founder was John Jacob Astor IV, who did board the RMS Titanic in 1912 and died in the ship’s sinking. The country club retained much of the gardens and the house served as its clubhouse and event center. Much of its décor remains faithful to that selected by Margaret and her husband in the late 1890s.

10 Reasons the Vanderbilts Lost the World’s Greatest Fortune
Fifth Avenue home of Cornelius Vanderbilt II, circa 1893. Cornell University Library

The Vanderbilt legacy

The huge fortune built by Cornelius Vanderbilt and his son William did not survive the ministrations of their subsequent heirs. The temptations of living luxuriously and the rivalries between siblings, cousins, and their spouses led the family to outspend its income consistently over many years. The massive mansions which dominated Fifth Avenue, each more lavish than its predecessor, simply required too much money to maintain.

By the mid-1920s most of the mansions in Manhattan were gone, by the 1950s all were, at least as residences. One-half of the Marble Twins, built by George Washington Vanderbilt at 645 and 647 Fifth Avenue remains. It is a designated landmark and the site of the flagship store for Versace in New York. Several of the buildings were converted to other uses before demolition to make space for New York’s expansion upwards in the 1920s and 1930s.

The great country estates such as the Biltmore and Woodlea were converted to other uses, a museum and tourist attraction in the case of the former and a country club in the latter. The costs of maintaining such lavish structures and supporting the staff required to operate and maintain them were simply too prohibitive to allow them to remain private residences. The same is true of the so-called summer cottages in Newport, Bar Harbor, and the Berkshires.

While changes in tax laws, creating estate taxes and the income tax itself certainly had a part in the demise of the Vanderbilt fortune, the wealth of other great families survived. Philanthropy had a hand too, the Vanderbilts of different generations endowed Vanderbilt University, the YMCA, the arts, the sciences, medicine, and other charitable causes. But that does not explain the near extinction of Vanderbilt wealth.

The Vanderbilt fortune largely vanished because the Vanderbilt heirs spent it, on houses and estates, yachts and racing boats, limousines and luxury cars, antiques, art, clothes, parties, huge dinners, other entertainments, extensive travel, luxury cruises, and all of the trappings of the wealthy during the Gilded Age and beyond. It took four generations of Vanderbilts to erase what the Commodore created in one, but they managed.


Where do we find this stuff? Here are our sources:

“Fortune’s Children: The Fall of the House of Vanderbilt”, by Arthur T. Vanderbilt, 1989

“The Vanderbilt Women: Dynasty of Wealth, Glamour, and Tragedy”, by Clarice Stasz, 2000

“The Vanderbilts”, by Jerry E. Patterson, 1989

“Biltmore Estate”, by Ellen Erwin Rickman, 2005

“Queen of Golden Age: The Fabulous Story of Grace Wilson Vanderbilt”, by Cornelius Vanderbilt, 1956

“Alva Vanderbilt: All Gilt, No Guilt”, by SHEILA GIBSON STOODLEY, Boston Common, April 25, 2011

“The Vanderbilts: How American Royalty Lost Their Crown Jewels”, by Natalie Robehmed, Forbes Magazine, June 14, 2014

“Torpedoed! The Sinking of the Lusitania”, by Diane Preston, Smithsonian Magazine, May 2002

“The Nineteenth Hole: Architecture of the Golf Clubhouse”, by Richard Diedrich, 2008

“Commodore Vanderbilt and his family: a biographical account of the Descendants of Cornelius and Sophia Johnson Vanderbilt”, by Dorothy Kelly McDowell, 1989

“Are the Vanderbilt Heirs Being Forced Out of the Breakers?”, by SAM DANGREMOND, Town & Country, JAN 18, 2018