Cover photo for Leonard S. Cress's Obituary
Leonard S. Cress Profile Photo
1930 Leonard 2020

Leonard S. Cress

December 7, 1930 — October 8, 2020

Leonard S. Cress, Jr., 89 of Chelmsford, passed away peacefully on October 8, 2020. He was the husband of the late Joan (Sheldon) Cress who passed away in 2002.

Leonard was born on December 7, 1930 and raised in Lexington, Massachusetts, a son of the late Leonard Cress, Sr., and Margaret Cress (Holman). Leonard worked for many years as an elevator operator for Digital Equipment at the mill in Maynard. During this time, he also worked at the Couper Farm in Littleton bailing hay, growing tomatoes and corn, picking apples, and splitting wood.

Leonard overcame many hardships during his life, including losing a leg in an accident at the age of 7, but he never let it keep him from working hard or doing the things he loved. He was known for his good luck throughout his years and truly enjoyed the simple things in life. He was an avid bowler who bowled a strike on Candlepins for Cash in 1978. He enjoyed a good meal and playing Keno at Tiny's Restaurant, where he won $450 not once, but twice. He enjoyed playing cribbage with his family and friends and would usually "skunk" those who played with him. He loved coffee ice cream from Kimball's and watching the Red Sox, Celtics and Bruins as well as Wheel of Fortune and Jeopardy. He enjoyed his many years at Chelmsford Crossings Benchmark Assisted Living and the family is grateful for the loving care he received there.

Leonard is survived by his daughter Sara Weeks and her husband Charles of Fitchburg, son Jeffrey of Westminster, and granddaughter Vanessa Owen and her husband Joseph of Leominster. He is also survived by his uncles Lionel Cress and Donald Cress, both of Nova Scotia, his sisters Beatrice MacDonald of Dunstable and Anne Wentzel of Leominster and many nieces and nephews. He was the brother of the late Lisa Carell and Louise Hart.

Services for Leonard will be private.

In lieu of flowers memorial contributions may be made to the following fund, which supports Benchmark Assisted Living associates in times of hardship:
One Company Fund
201 Jones Street, Suite 300
Waltham, MA 02451


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