Rollyn Sean Winters, 55, of Holliston, passed away unexpectedly at his home on Monday, July 10, 2023. Born in Plainfield, New Jersey, he was the son of Judith (Miller) Winters and the late R. Arthur Winters.
A 1986 graduate of Holliston High School, Sean earned his Master’s Degree from Montclair State University in New Jersey and was an Elementary School Art teacher in Waltham. He was an accomplished artist and a thoughtful, innovative educator. Sean was a trivia buff and loved watching Jeopardy. He also enjoyed classic TV and music of the ‘50s and ‘60s, loved dogs, and was an avid collector of guitars. Sean was an old soul who will be greatly missed.
Besides his mother, he is survived by his sister, Lora Hunt, and her husband, James, and his brother, K. Brett Winters of Holliston. He also leaves behind his nephews and niece, Corey Hunt of Keene, NH, Shane Hunt of San Francisco, CA, and Kelly Sanderson of Sellersville, PA.
Funeral services are private and are under the care of Chesmore Funeral Home of Holliston. www.ChesmoreFuneralHome.com In lieu of flowers, donations may be made to St. Jude’s Children’s Research Hospital.
So sorry, my thoughts and prayers are with you.
I’ve had the pleasure of working alongside Sean for many years. Sean always had a smile on his face, kind words and a great laugh. His students adored him and he loved teaching them. Often a fond story was told by Sean at our meetings. He will be dearly missed. My heart goes out to his family during this difficult time. May you rest in peace my dear friend.