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Keith C. Lester

13 August , 194128 October , 2019

Keith C. Lester, 78, of Monroe, passed away on Monday, October 28, 2019, after battling Alzheimer’s disease.

Born and raised in Springfield, VT, Keith left the green mountains for Boston to attend Northeastern University. He was a brother of the Nu Epsilon Zeta Fraternity of which he remained active as an alumni advisor. Keith married his high school sweetheart, Phyllis Koledo, and lived in Massachusetts, Maine, and Fairfield before settling in Monroe in 1969. Keith was a financial analyst at Norden Systems and then Eaton Corporation towards the end of his career.

Keith was active in the Monroe Jaycees and served on the Monroe Town Council. He coached many seasons of various youth sports and was the president of Monroe Pop Warner football. He could also be found on autumn Saturdays in the WMNR radio booth calling Masuk High School football games. As his children left for college, Keith turned his attention towards mentoring underprivileged kids in Norwalk. Although Keith was a lover of all sports, his passion was skiing. He preferred a subzero blizzard to a sunny day at the beach and spent countless days of winter carving turns at Okemo Mountain. For twenty-three years, he, ”worked,” as a ski ambassador there. He was very proud of having taught his children and grandchildren how to love his sport of choice.

Keith was predeceased by his beloved wife, Phyllis K. Lester, and he is survived by his three children, Michael J. Lester and his wife, Karen, Melissa L. Whelahan and her husband, Dan, and Melanie L. Araya and her husband Rick. Also, his nine grandchildren, Megan Lester, Kelly Lester, Jack Lester, Ryan Whelahan, Heather Whelahan, Heidi Whelahan, Katia Araya, Grace Araya and Alice Araya. He is also survived by his brother, Timothy Lester, of Walpole, NH, and several nieces and nephews. He was predeceased by his mother, Thelma Beardsley Lester and his father, Clayton F. Lester, of Springfield, VT and his grandson, John S. Araya.

We will miss his compassion, kindness, sense of humor, smile, infectious laugh, and sincere love of life, family, friends, relatives, and mankind.

Calling hours will be Friday, November 29, 2019 from 9:00 to 10:30 a.m. in Spadaccino and Leo P. Gallagher & Son Community Funeral Home, 315 Monroe Turnpike, Monroe. A funeral mass will be celebrated at 11:00 a.m., following the calling hours, at St. Stephen’s Roman Catholic Church, 6948 Main Street, Trumbull, CT.

In lieu of flowers, donations can be made to the Fisher Center for Alzheimer’s Research Foundation, https://www.alzinfo.org/.


  • Calling Hours Friday, 29 November , 2019
  • Funeral Mass Friday, 29 November , 2019


Keith C. Lester

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Tim Lester

27 November 2019

To my dear brother Kit (Keith),
In a little less than two days, your loving family is going to celebrate your life at your Parish, and send you off into the hands of God. I was blessed to be your younger brother. We certainly had some good times over the years. I will always cherish every time you and Phyllis, and Mary Therese and I would get together whenever we did. We both watched our children grow into wonderful adults. You were blessed with nine exceptional grandchildren whose lives I follow closely with pride. There are so many great memories from times we spent at Okemo, skiing and hanging out at the Condo. Among my best memories of you I will cherish since your passing is the accolades I have received from the many friends of yours I did know, and just as special, from those I did not know until now. All of them concurred what a special person you were. You were loved by so many, and what better legacy to leave behind?
There is a hole in my heart now that you are gone. I look forward to being reunited with you and Mom and Dad when my time comes.
Love, Tim

Debbie, Bryan and Michelle Crouch

26 November 2019

Dear Mike, Missy and Melanie, words cannot express the loss of our dear neighbor. Your Dad was a wonderful, kind and caring man who loved and was very proud of his family. We hope it brings you some comfort and peace knowing that he is reunited with your Mom. Keith will be deeply missed. Our hearts are breaking for you.

Cathy Konnik (Scoppe)

19 November 2019

Mr. Lester as I will always call him, was a wonderful father and neighbor Dad. I remember how important his family was to him and what a good man. Peace

Carol Ann Smith Young

12 November 2019

My fiancé Mike and I palled around with Kit and his Phyllis...and we were both married in July and August of 1964. They even spent the last weekend of our honeymoon on Cape Cod with us! We all ended up in Fairfield and Bethel CT and spent many good times together. I last
saw them at an SHS Alumni weekend, and sadly they are both now gone. I became
acquainted with Kit’s younger brother Tim who gave me the sad news of Kit’s illness. Tim visited Kit and told him of our correspondence and received a smile when he heard my name. I will cherish that smile for the rest of my life. Kit and Phyllis, together again, watching over their beloved family and friends. R I P.

Peg O'Leary (Monteleone)

10 November 2019

I have many happy memories of time spent with Keith and Phylis and their children. Picnics, sports, dances, parades, gourmet club, school and town events, etc. Keith was a good man. He gave of himself freely. In the spring I am reminded of Keith when crocus come to life in my side yard. He gave small bags of bulbs, as he walked door to door, asking for votes for the town council. They have spread fair as wide over the years, much as Keith spread himself to enrich others lives.
My condolences to his children and grandchildren.

Jack Adams

7 November 2019

I drove a bus at Okemo Mt for 20 years and Keith rode with me many days coming and going. A fine man and will be missed. I no longer drive bus and am retired. I has great time with the folks who rode with me and miss them all.

Eileen McCone

5 November 2019

A fond memory of a wonderful man a true gentleman a good friend. You will rest with your wife and look over all your family.

Kathy Leber

29 October 2019

I worked with Keith as a Mountain Ambassador at Okemo Mountain. He was a gem of a guy...always talking about his kids, grandkids and their skiing, and Phyllis, the obvious love of his life. In recent years I only saw him occasionally, but it was always a treat to chat with him for a bit.
My heart goes out to his entire family....we shall all miss that sweet man.

Susan and Jack Farley

29 October 2019

Dear Keith: Susan and I were both very sorry to learn of your passing. You are now in a much better place and, even better yet, reunited with Phyllis. We both wish you and your family and friends all the best in this the most sad and somber of times.
Respectfully, Sue and Jack Farley