Cover photo for Charles Edwin Dewey's Obituary
1946 Charles 2022

Charles Edwin Dewey

October 8, 1946 — June 16, 2022

White Plains

It is with great sadness that we announce the passing of Charles (“Charlie”) Edwin Dewey Jr.  Charlie was 75 years old and died on the evening of June 16, 2022 at Calvary Hospital, after battling glioblastoma brain cancer.

Charlie was the only child of Gertrude and Charles Edwin Dewey, born on October 8, 1946, in Teaneck, NJ. Charlie was a wonderful son, husband, father and grandfather who loved his family. He was an equally incredible friend, teammate and business partner to many over the years.

As a youth, Charlie attended grade school at Friends Academy in Locust Valley, NY and Saint Thomas Choir School in New York, NY. He graduated from St. Mark’s School in Southboro, MA in 1964. Charlie attended the University of Pennsylvania, graduating in 1968, and then earned his MBA from the Wharton School of Business in 1971.

Charlie was an avid athlete, fierce competitor and intense sports fan. He achieved notoriety on Penn’s 1968 varsity soccer team earning All-Ivy honors and was also a member of the Penn men’s varsity lacrosse team. Charlie cherished his years at Penn and his children grew up hearing story after story about his time there both on the playing fields with his teammates and in the DKE house with his fraternity brothers.

Professionally, Charlie vigorously pursued commercial real estate development, creating partnerships and projects, spanning decades of work, and executing his passion for possibilities. Through his hard work, he not only developed land into successful properties, but more importantly, invested in friendships with his partners that grew over months, years, and decades.

While living and working in Manhattan in the late 1970s, Charlie met Caroline Terry and her daughter, Jessica. They lived together in his classic apartment at 1158 Fifth Avenue, which was known for its large dinner parties and late-night fun. By 1980, they moved out of Manhattan to Pound Ridge, NY and then on to Andover, MA where Charlie and Caroline wed in the spring of 1985. They soon relocated back to the New York area in 1986, where Clint and Ryan were born. All the while, they maintained a home in Quogue, NY, where all appreciated the joys of summer.

While Quogue started out as a summer destination to relax with friends, it developed into a homebase, anchoring him and his family. Some of his kids’ best memories of their dad are of the countless parent-child golf and tennis tournaments, backgammon games and rum punches (virgin for Clint and Ryan at the time) in the old Quogue Field Club bar, and, as time went on, the July birthday parties and celebrations that Charlie begrudgingly agreed to host for Ryan, Clint and their friends.

Charlie also lived in Westport, CT with his family beginning in the early 1990s. Before Clint and Ryan went to St. George’s School in Newport, RI, he coached both them and their friends in soccer, basketball, softball, and baseball almost every year and spent countless hours with them practicing outside at their house at 5 Lyons Plains Road. When Clint and Ryan attended St. George’s, he was a fixture at all of their games and matches, making the two hour drive each weekend with their dog Kody in tow to watch them compete and then take them out to dinner with their mom.

Since 2008, Charlie and his life partner, Claire, happily resided in Westchester

County. Charlie was embraced by her entire family and lovingly participated in her children’s lives, including graduations, holidays, birthdays, weddings, extensive travels, spontaneous gatherings and many other joyous occasions. Charlie and Claire brought their families together for their commitment ceremony on November 21, 2012, celebrating their love and commitment to each other. It is with deep sadness that Claire, her children Alexander (Tess, Rowan and Thea), Nicholas (Gabrielle) and Christie (Matthew) say goodbye to this handsome, generous and loving man who impacted their lives so profoundly for over 15 years.

Charlie is survived by his first wife Caroline Terry, their children and spouses Jessica Terry Gray and David Caulkins Gray Jr., Clint Mason Dewey and Amanda Becker Dewey, Ryan Cameron Dewey and Drew Kabbes, and his two grandchildren, Dylan Mountain Gray and Mason Cameron Gray.

A private celebration of Charlie’s life with immediate friends and family will be held in the coming weeks. We would like to thank Dr. Alma Carrington of Calvary Hospital for her care and compassion toward Charlie and his family in his final days. We would also like to thank the staff at The Enclave at Rye for their care of Charlie after his diagnosis, especially John, with whom Charlie became friends in the last few months of his life.

In memory of Charlie, donations may be made to:

The National Brain Tumor Society

Calvary Hospital (Should you choose to make a gift to Calvary in Charlie’s memory, please make a notation in the special instructions that the gift should go to the Hospice.)

To send flowers to the family in memory of Charles Edwin Dewey, please visit our flower store.


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