William Flagg

William Bryan Flagg

Saturday, February 18th, 1950 - Friday, February 28th, 2020
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ENFIELD - William Bryan Flagg, 70, of Enfield and formerly Somers CT, left this earth on February 28, 2020 surrounded by his loving family. He is survived by his 3 children: Christina Pieper (Flagg) and her husband, Carl Pieper of Enfield, CT, Katharine Barnaby (Flagg) and her husband, Lenny Barnaby of Enfield, CT, William Flagg Jr. and his wife, Julianna Flagg (Samson) of West Hartford, CT, 6 grandchildren, Michael Pieper, Kristopher Pieper, Lucia Micelotta, Aaliyah Barnaby, Grayson Barnaby, Lina Flagg, and many other relatives and friends. Bill was formerly married to Marihonor Flagg (Scott) of Enfield, CT (formerly Somers, CT) and remained close friends. Bill was also predeceased by his former wife, Diana Flagg (Reeves).

Bill was born in Boston, MA and grew up in both Bristol, CT in his early years and moved to Enfield, CT at 18 with only a 9th grade education. Bill met 3 lifelong friends while working at Dexter’s (Bill Norris, Herb Davidson, and Dennis Jubrey). Bill excelled as far as he could go at Dexter’s without a High School Diploma, so he went on to earn his GED at Fermi. Soon after, with the encouragement of his best friend Roman Fedo, Bill enrolled in Real Estate School with Roman to utilize their salesman skills and started their careers selling houses. Bill received his Real Estate License in 1972, followed by his Broker’s license where he then went on to build and own his real estate company, Flagg Associates. Bill remained in the business for 45 years. Bill was among the most honest and due-diligent Brokers in the field and was considered the go-to guy for anything Real Estate.

His children viewed him as a celebrity and was stopped everywhere he went. Bill was fun, compassionate, witty, had amazing sense of humor and always liked to make people laugh. He was patriotic, had a love for history, law, golf, the Red Sox and the New England Patriots. He loved fishing, nature, and flowers (especially his famous hydrangeas that he grew himself). He loved the beach and being at Watch Hill, music of all sorts (especially Elvis), singing, and playing the piano which he taught himself with no formal training. But Bill’s biggest love was for his family, children and grandchildren. He never missed any school, sports, or milestones in his kids’ lives, taught them how to fish and swim, and live life with honesty and integrity.

Some of his favorite quotes were, “do it right the first time,” “measure twice and only cut once,” and, “Don’t sweat the small stuff”, Above all that, the meaning of kindness and empathy was instilled in his kids. All that being said, one thing he couldn’t teach was how to live without him.

The funeral will be Saturday, March 14, 2020 at 3pm at the Browne Memorial Chapels, 43 Shaker Road, Enfield. Calling hours will precede the service on Saturday from 1-3pm.
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Service Details

  • Visitation

    Saturday, March 14th, 2020 | 1:00pm - 3:00pm
    Saturday, March 14th, 2020 1:00pm - 3:00pm
    Browne Memorial Funeral Chapels
    43 Shaker Road
    ENFIELD, CT 06082
    Get Directions: View Map | Text | Email
  • Service

    Saturday, February 29th, 2020 | 3:00pm
    Saturday, February 29th, 2020 3:00pm
    Browne Memorial Funeral Chapels
    43 Shaker Road
    ENFIELD, CT 06082
    Get Directions: View Map | Text | Email


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Mom, Dave, Robin, Jess, Dave and Jolie, Love, your TSP family., and other have sent flowers to the family of William Bryan Flagg.
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Jean Magnificent

Posted at 09:08am
My deepest heartfelt condolences to Bill's family. I have know Bill, seems like forever, thru real estate. He was always happy and smiling. He will be missed. Prayers and Angels by your sides. Jean Magnificent


Posted at 05:41am
We will miss Bill’s loving and giving spirit. He was such an important part of our family. Such a wonderful very proud and supportive of his children. We love you,Bill. Rest In Peace. Dave, Robin, Jess, Dave and Jolie

Mom, Dave, Robin, Jess, Dave and Jolie

Posted at 05:01am
"William Flagg" will remain in our hearts forever.
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Mom, Dave, Robin, Jess, Dave and Jolie purchased the Sweet Sincerity and planted a memorial tree for the family of William Flagg. Send Flowers


Jerry taylor

Posted at 10:43pm
Billy we’ll miss going to car shows together you playing piano and singing you entertained us. I’m so Thankful I recorded some what and you knew any song that was mentioned. You had wit and wisdom and gave good hugs. We’re going to miss you so much. But I know you be watching down on those you cared about. Love you Billy your sister in Law Gloria And your brother in Law Jerry Rest in Peace❤️

Francis Tetrault

Posted at 09:11am
To the family of Bill
We are so very sorry to hear about Bill passing. He was always such a wonderful man. We could always call him if we had a Real Estate question and he would answer it. He will be missed. RIP Bill
Francis and Nancy Tetrault

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