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In loving memory of
Anna Barry
  • October 22, 1934
  • -
  • November 22, 2021

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Obituary

Anna Marie Barry (D’Errico) – October 22, 1934 – November 22, 2021

Lady Lake, FL – Anna Barry loved God, life and all her family and friends in it. She died peacefully at home on Monday, November 22, 2021, surrounded by love and family. Anna was 87.

Anna Marie Barry, lovingly known to most family members as ‘Annie’ was born October 22, 1934, in Worcester, MA and a daughter of Italian immigrants Matteo and Isabella (Piccinino) D’Errico.

Anna grew up in Shrewsbury, MA and in 1953 Anna married Richard ‘Dick’ Barry, and they went on to spend 68 years together. The two of them raised three wonderful children, Richard Jr., Joseph and Dawn. Anna and Dick moved to Standish, ME in 1979 and spent many years there enjoying the ocean, beaches, country dancing and many friends. In 2002, they retired to The Villages in Lady Lake, FL, where Anna spent time swimming, tap dancing, walking, and being a friend to anyone who crossed her path. Anna was a great cook and baker and often shared her feasts with friends and family, with her homemade spaghetti and meatballs, pizza, Italian cookies, and frittata being just some of her favorites. Through the years Anna took pride in meticulously maintaining her home and taking care of her family.

Anna was an amazing mother and grandmother. She lovingly spent many hours making homemade knitted and crocheted blankets, slippers, hats, mittens, scarfs, crafts, painting, ceramics and more for her friends and family. She made many, many prayer shawls throughout the years for loved ones and far more for people she didn’t even know.

Through the years she attended concerts and plays, sporting events, graduations, and any ceremonies that her family and friends were a part of. She especially enjoyed the title of Grammy that was lovingly bestowed upon her by her six grandchildren Andrew, Keith, Connor, Jay, Reed and Matthew, and her two great-grandchildren Elizabeth and Charlotte. As she scoured the newspaper and any publications, she found anything with positive, religious, and uplifting phrases or messaging, clipped it, and would put it in the mail along with her beautifully handwritten letters or cards. She made a sweet box of memories for all her loved ones without ever realizing it with those clippings, letters, little notes and cards. She loved stationary, stickers, pretty writing paper and envelopes. Anna never needed a reason to send someone a loving card or letter – it was just who she was.

Anna was a talented crafter and for years contributed several of her items to the annual Christmas fair at St. Anne’s Catholic Church in Gorham, ME and St. Mark The Evangelist Roman Catholic Church in Summerfield, FL. She also blessed her family with many quilts, aprons, homemade Christmas stockings, ornaments, and special items she created. Anna was an avid reader, fiercely patriotic and loved Italian music.

Anna could often be found enjoying prayerful time at St. Mark’s “Our Lady of Lourdes Prayer Garden and Grotto” up until her final days. She was grateful and thankful for her time on earth and always gave thanks to God. Anna attended the formal Dedication and Blessing of the Grotto on Sunday, February 10, 2019, and purchased a Family Brick to be included in its walkway.

Anna held a few positions throughout her life and spent her last working years winning sales awards as a Lead Lobby Host at The Villages Sales Offices at Lake Sumter Landing in the Town Center. greeting potential and new residents. She loved talking to people and no one was ever a stranger to Anna. She smiled and lit up a room.

Anna is predeceased by her parents Matteo and Isabella (Piccinino) D’Errico.

Anna is survived by her loving husband of 68 years, Richard Barry, her children Richard Barry Jr. (Caroline), Joseph Barry, and Dawn Knight (Edward Fertig), six grandchildren, two great-grandchildren, her sister, Mary Wigglesworth, and many nieces and nephews.

Anna loved all things Maine, outdoors and animals: walking, being by the beach, sunshine, tending to her yard, flowers, butterflies, puffy white clouds and vacations (camping) in York Beach, ME and Sandy Point Beach in Providence, RI. True to her Italian heritage Anna was a fantastic cook. She took their refrigerator with her to Heaven to cook for the angels.

In death Anna joins her siblings Julio, Andrew, Michael, Matteo, Vincent (Jim) D’Errico, and Josephine Ceffalo.

Family and friends will honor and remember Anna’s life by gathering at St. Mark The Evangelist Roman Catholic Church at 7081 SE Hwy 42, Summerfield, FL 34491 at Thursday, December 16, 2021 10:00 am.

At a later date, family and friends will honor, remember and celebrate Anna’s life by gathering at Saint Anne’s Roman Catholic Church, 130 Boston Turnpike, Shrewsbury, MA 01545 where her Funeral Mass will be celebrated. Burial will be in Mountain View Cemetery also in Shrewsbury, MA.

In lieu of flowers and sympathy, please consider a Memorial to St. Jude Children’s Research Hospital on behalf of Anna. This charity was an especially important part of Anna’s life.  Arrangements entrusted with BALDWIN BROTHERS Funeral & Cremation Society-Spanish Springs, 352-480-5959.  Sentiments may be left online at www.baldwincremation.com.


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  1. kristen sak says:
    07 Jan 2023
    Oh, my dear sweet soul sister , I had not heard from you in awhile, and I feared the worst. I looked it up and my fears were confirmed. If your family, or you, read this, know that I am grieving. How I've missed your cards, your advice, your love. We were neighbors across the street from each other in The Villages. We would often talk about how you missed Maine and I missed Michigan. When my son almost died, you were there for me, no matter how much I tried to push everyone away, including you. But you never gave up. With your love, persistence and wisdom, you were the one I ended up counting on to talk me off the ledge so many times. When we did the show at The Villages and you were my "dressing room changer", we got to be really close. Every year I looked forward to my Easter crosses you made. You never forgot Lydia and would always ask me to give her a "pat". We were sad together and happy together many times through the years. I can't believe you're gone, and I didn't get to say goodbye. I'll just say farewell for now, and I am betting , in heaven, you are sitting in a pile of autumn leaves, with the sun shining down on you, then in the snow, watching in awe, as God bathes you in the beautiful snowfall. I LOVE YOU, MY DEAR SWEET FRIEND, AND YOU WILL ALWAYS BE IN MY HEART.

  2. Dawn Knight says:
    20 Jul 2022
    I love and miss you and Dad, Mom. I love you very much. love, Dawn

  3. Dawn Knight lit a candle:
    20 Jul 2022
    Lit since July 20, 2022 at 7:09:47 PM

  4. Joseph Barry lit a candle:
    27 Jun 2022
    Lit since June 27, 2022 at 6:29:48 AM

  5. Joseph Barry says:
    27 Jun 2022
    Just letting you know I think about you everyday. Missing your beautiful smile and loving words.

  6. Joseph Barry posted an image:
    11 Apr 2022
    Mom and Dad
    Mom and Dad

  7. Joseph Barry lit a candle:
    11 Apr 2022
    Lit since April 11, 2022 at 4:23:32 AM

  8. Dawn Knight posted an image:
    28 Feb 2022
    At the beach!
    At the beach!

  9. Dawn Knight posted an image:
    28 Feb 2022
    Beautiful parents.
    Beautiful parents.

  10. Dawn Knight posted an image:
    28 Feb 2022
    Mom and Dad 2018
    Mom and Dad 2018

  11. Joseph Barry lit a candle:
    20 Jan 2022
    Lit since January 20, 2022 at 1:43:02 PM

  12. Joseph Barry says:
    20 Jan 2022
    Mom, I miss you every minute of everyday. You live in my heart. The hardest part is having the feeling that I have to call you to tell you how hard all this is and I realize in a instant that I can't do that. You always made me feel better about things. I love you. Someday we will see each other again and I may hug you and never ever let you go...

  13. Joseph Barry posted an image:
    20 Jan 2022
    Maine Trip
    Maine Trip

  14. Joseph Barry posted an image:
    20 Jan 2022
    Soul Sister Barbi   with love.
    Soul Sister Barbi with love.

  15. Joseph Barry posted an image:
    20 Jan 2022
    Barbi on Maine Trip
    Barbi on Maine Trip

  16. Joseph Barry posted an image:
    20 Jan 2022
    Maine
    Maine

  17. Joseph Barry says:
    20 Jan 2022
    POSTED FOR SOUL SISTER BARBI WOOD: Since there are so many memories of my Dear Sweet, Beautiful Soul Sister, I have to say I Loved sharing with Anna everything that warmed her heart, brought her joy, laughter and Love:-) I Loved her Beautiful smile and could feel her Loving spirit in every word she spoke, and every note she wrote and I miss her Dearly....We shared "everything Maine" throughout our precious Friend/Sistership which always brought us so much Joy together:-)
    Anna, I will see you again at the Ocean In Maine:-)
    Barbi XOXO

  18. Dawn Knight lit a candle:
    20 Dec 2021
    Lit since December 20, 2021 at 12:41:36 AM

  19. Dawn Knight says:
    20 Dec 2021
    I miss you everyday, Mom, but I know your sun shines bright on all of us! I love you!

  20. Joseph Barry posted an image:
    14 Dec 2021
    Anna meaning
    Anna meaning

  21. Joseph Barry posted an image:
    14 Dec 2021
    Young Mom!
    Young Mom!

  22. Joseph Barry lit a candle:
    14 Dec 2021
    Lit since December 14, 2021 at 12:38:37 AM

  23. Todd, Amanda and Tegan says:
    14 Dec 2021
    You were the heart of The Villages Sales Lobby, providing loving care to friends and strangers alike. Tegan will always remember running around the table with you. :-) You will be missed until we meet again.

  24. Soul Sister Barbi says:
    13 Dec 2021
    I miss you, Dear Soul Sister Anna, and will see you again at the Ocean
    I Love You,
    Soul Sister Barbi ❤️

  25. Soul Sister Barbi says:
    13 Dec 2021
    I miss you, My Dear Soul Sister, Anna, and will see you again at the Ocean I Love You,
    Soul Sister Barbi ❤️

  26. Soul Sister Barbi lit a candle:
    13 Dec 2021
    Lit since December 13, 2021 at 12:23:36 PM

  27. Matt says:
    13 Dec 2021
    Love you Grammy!!! Your light continues to radiate everywhere we go. I know you are looking down upon everyone and patting your heart with love. Until we meet again, I love you ❤️

  28. Jay says:
    13 Dec 2021
    We will love and miss you always, Grammy. <3

  29. Matt lit a candle:
    13 Dec 2021
    Lit since December 13, 2021 at 12:26:06 AM

  30. Joseph Barry says:
    13 Dec 2021
    I love and miss you so much Mom. Remember, you are my sunshine.

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