Cover photo for Douglass Richard Stiles's Obituary
Douglass Richard Stiles Profile Photo
1953 Douglass 2022

Douglass Richard Stiles

March 3, 1953 — January 31, 2022

Douglass Richard Stiles, of Wayland, MA and Southport Island, ME, died on January 31, 2022 at the age of 68. Devoted brother to J. Stephanie Stiles of Wellesley, MA, Susan Stiles Dowell of Monkton, MD, Geoffrey R. Stiles of Porter, ME, and Allan W. Stiles of Lake Mary, FL.


Douglass was an architect and developer of residential properties. He received his Masters of Architecture degree from Columbia University with an additional degree from the Sorbonne in Paris, as well as his Bachelors degree from Williams College. He is known for his creativity. One friend said, “I would walk into the houses he designed and get lost in the meandering but functional rooms. I could not believe how cozy and stunning his houses are. His use of space, truly breathtaking!”


He was an athlete at Buckingham, Browne and Nichols, Cambridge, MA, having served as captain of the football team, and was The Boston Globe pick for the best private school defensive end athlete in his year. He is remembered for his athletic prowess.


Doug lived in Paris for 7 years and became fluent in French. He worked in Paris as an architect with French firms for a number of years.


Later when settling in Wayland, MA, he was a board of directors member of the Weston, MA Friendly Society.


He is also remembered for his remarkable singing voice and public speaking abilities, as well as his writing and way with words. He loved words. His words would dance on the page and he could mesmerize you with his writing.


Perhaps his most memorable quality was his sense of humor. He could bring down the house with his humor and kept everyone laughing.


He will be greatly missed by his family members. “He was always there for me and I will miss him terribly,” said one sibling.


All services are private at the request of Doug’s family.


In lieu of flowers, memorial donations in Doug's name may be made to either The Stroke Foundation at  or Historic New England at 

To order memorial trees or send flowers to the family in memory of Douglass Richard Stiles, please visit our flower store.


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