Cynthia Pyle Woolley
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Cynthia Pyle Woolley

Wilmington, DE - Cynthia Pyle Woolley passed away peacefully on February 22nd, surrounded by her three loving daughters. Cynthia was a vibrant 82-year-old who lived her life on her terms and remained independent and active until her final days. She spread love and joy to everyone she knew, always with a pleasant smile.

Cynthia was born in Virginia and spent her childhood in New Castle with her mother Louise, father Cyrus, and sister Charlotte. Cynthia, like multiple generations of her family, attended Wilmington Friends School. She graduated in1956 and excelled in both academics and sports. She earned her bachelor's degree from Wellesley College in 1960. Cynthia married Clark Woolley and became a proud, long standing member of the Wilmington community. She had three daughters: Laura, Lisa, and Susan, who also attended Wilmington Friends School, and three adoring grandchildren: Michael, Devon, and Cory.

Cynthia had a long career as a paralegal in tax and estate planning at Morris, James, Hitchens & Williams. She was an elite tennis player and winner of several singles and doubles championships including Delaware State, National League and the Senior Olympic games. Cynthia played piano and sang beautifully. She welcomed family and friends to her beach house in Stone Harbor for over 30 years. She enjoyed traveling immensely and always looked forward to her next big trip. We are sure that Cynthia is enjoying another adventure now.

Cynthia was proudest of her generous contributions to the local community. She served on the boards of Wilmington Friends School, Girl's Inc, the YMCA, and served as provisional and admissions chairman for The Junior League. She volunteered with the Junior Board of Christiana Care and provided tax preparation services for low-income individuals.

Cynthia was a very bright light in the world. She offered kindness and true friendship to everyone she encountered. Cynthia was loved by countless people in her life and she is greatly missed.

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Published in The News Journal from Feb. 23 to Feb. 28, 2021.
No memorial events are currently scheduled. To offer your sympathy during this difficult time, you can now have memorial trees planted in a National Forest in memory of your loved one.
Memories & Condolences
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4 entries
February 25, 2021
Cynthia, you were smart and kind to everyone. As my sisters best friend, you were always nice to me her baby sister. God Bless you in Heaven
Patsy Wier Morrow
February 24, 2021
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Beverly Davis
February 24, 2021
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Love, Sara
February 24, 2021
Cynthia was a lovely person and will be missed by many. With deepest sympathy to her family.

Mary Ball and John Morton
Mary Ball Morton
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