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Charles T. McCaffrey

Charles Theodore McCaffrey, 95, died Thursday, Nov. 4, 2021, at The Birches of Concord, NH. He was born on April 19, 1926, in West Medford, MA to the late Edward J. and Agnes McCarthy McCaffrey. He was one of three children including a sister, Marion, and a twin brother, Edward.

Charlie attended and graduated from Medford High School and enlisted in the U.S. Navy in 1944. He proudly served on a PT boat in the Pacific during World War II and in his later years he was seldom seen without his PT hat. One of his most memorable events was attending an Honor Flight trip on April 8, 2017, to Washington, D.C. with the Honor Flights in Florida.
Following his return from the war, Charlie married Jean Oldford and they resided in Bedford, MA for over 65 years. They had a daughter, Susan. Charlie worked as a sales manager at Bedford Minuteman Volkswagen for many years and Jean owned the St. Paul's Nursery School in Bedford. He was a member of the Lexington Minutemen, American Legion Post 221, and PT Boats Inc. Upon retirement, they spent winters on Hutchinson Island in Stuart, FL. Jean died in 2003 and Charlie then spent six months in Florida and six months in Bedford. He loved to sit by the pool at Fairway Villas in Stuart and soak up the sun. He was dubbed “the mayor” of Fairway Villas, always making sure everyone was following the rules.
Charlie is predeceased by his wife, Jean; his parents; his sister, Marion; and his brother, Edward. He is survived by his only child, Susan, who resides in Belmont, NH, and his sister-in-law, Nancy Fletcher, who lives in Westford, MA. He will be greatly missed by Susan, Connie Pipe, his many friends in both Bedford, MA and Stuart, FL, and especially the Driscoll family and Tim French.
A private burial will take place at a later date and celebrations of life will be held in both Bedford and Stuart also at a later date. In lieu of flowers, donations can be made in his name to Honor Flight, Box L-4016, Columbus, OH, 43260-4016 or an online donation to Honor Flight Make A Donation page. The Cremation Society of NH is assisting the family with arrangements. To view an online memorial, leave a message of condolence, or for more information please go to www.csnh.com.

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My brother Jim worked with Charlie for years at minuteman VW. They remained friends for years. He would stop by often to say hello to Jim and Chuck McKenna in Gilford. He will be missed. Him & Jim are in heaven together now.

Gail Roberts Jan 14 2022 11:20 AM

My Condolences to Charlie's daughter Susan. I 've known Charlie for over 40 years. Many great times. I really loved the visits by Charlie when he stopped by the Toyota Dealership and talk about the old times. He will be missed a lot. PT143!!!" RUMDUM"

Dave Anderson Nov 16 2021 3:38 PM

Charlie was the bright light at the Birches. Always smiling and wearing his hat proudly. Every morning he would sit out side of the nurses office and greet them lovingly. Charlie hardly let a pretty girl pass him by without a huge smile and a kind word. He will be missed by all of us and my heart goes out to the family and friends. Our angel is now in heaven telling war stories and seeing his lovely wife.

Dayle Wollert Nov 10 2021 5:27 PM

We will miss Charlie, our neighbor in Bedford for the past 55 years. Our sincere condolences to his family and friends.

Leo & Aline Cierpial Nov 10 2021 2:32 PM

We loved having Charlie as our good friend from Fairway Villas. He always had great stories to share and we have so many fun memories of him. We will surely miss him and his wonderful laugh! May he Rest In Peace. ❤️

Cheryl and George Nov 9 2021 11:27 AM

I loved him so! Thank you for sharing him with us.

Sue O'Donnell Nov 8 2021 6:58 PM

Diane Cohen lit a candle for Charles T. McCaffrey

Diane Cohen Nov 8 2021 3:52 PM

Charlie it was and honor to know you. Peace to you and Sue on the new chapter of life. Peace and Love

Patti Chilton Nov 8 2021 2:23 PM