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Phoebie Littlefield O'Leary May 22, 1933 - July 12, 2022

Born: Monday May 22, 1933

Died: Tuesday Jul 12, 2022

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Phoebie Littlefield O’Leary (89) of Eden, North Carolina, passed away Tuesday evening July 12, 2022 at UNC Rockingham Hospital. She was born in Landrum, South Carolina on May 22, 1933 to the late Coke Mann and Minnie Littlefield.

A funeral service will be held 11am Saturday, July 16, 2022 at Leaksville United Methodist Church, 603 Henry St, Eden, NC 27288, with burial to follow at Roselawn Memorial Gardens in Reidsville. A visitation will be held one hour prior to the service, from 10-11am, at Leaksville United Methodist Church.

She graduated from Landrum High School and attended Winthrop College in Rock Hill, South Carolina. After College, she met the love of her life Dr. Joseph A. O’Leary, Jr. and they were married on January 12, 1955 at Landrum First Baptist Church. Shortly after they married, Dr. O’Leary moved his dental practice to Eden, North Carolina

Phoebie’ s career consisted of helping her husband manage the dental practice along with raising three lively boys and participating in many community activities including; the Junior League, Garden Club, Eden Library volunteer, and a past chair of the Piedmont Lung Association. Phoebie has been a long time member of Leaksville United Methodist Church where she served on various committees including the bereavement committee. She loved her church and her church family.

Phoebie’s life centered on family including many extended family members. Her first grandchild called her “Mue” and she held that name throughout the rest of her life. She was a mother and mentor to her immediate family and to so many other people who knew her.

Phoebie is survived by; sons, Joey O’Leary (Billie Ridgeway) of Eden, Tim O’Leary ( Jeanie) of Eden, and Pat O’Leary (Donica) of Raleigh; grandchildren, Nicholas O’Leary, West Hartford, CT, Jennifer Capral (Josh) of Cromwell, CT, Joseph O’Leary of Raleigh, NC, Erin Stevens (Dillon) of Mayodan, NC, John O’Leary of Kill Devil Hills NC,  step-grandchildren Todd Wilson of Emerald Isle, NC, Chelsea and Elton Evans of Eden, NC, and Brooke Langevin of San Diego, CA; four great grandchildren; Sister, Betty Little, Landrum, SC.

In addition to her parents, Phoebie was preceded in death by her loving husband of 50 years, Dr. Joseph A. O’Leary Jr. and eleven siblings.

A special thanks to all of her caregivers at Brookdale Assisted Living in Eden

In lieu of flowers, memorial contributions can be made to the Leakesville Methodist Church bereavement fund.

Online condolences may be left for the family at

Dear Pat, Tim and Joey,

Your mother, Phoebie, was a ray of sunshine to all that knew her.  So very saddened to hear of your loss!  She brought such joy to my uncle, Mitchell, and his siblings and other members of his family.  We adored her; such a gentle soul.  May the Lord give you strength and comfort during such a difficult time.  She was proud of her sons and loved you dearly.  God bless each of you.  She will be missed!

In His Love,
Paula Montenegro 
Paula Montenegro
Dear Tim and Joey,So sorry for your loss.Our hearts go out the family.Archie & Debbie Smart
Joey  I am sorry to hear of your mother passing you are in my prayers 

David Wilmoth 
David Wilmoth
It was an honor and a pleasure to assist Mrs. Phobie during her time at Brookdale, Eden. The classiest and prettiest woman! I enjoyed my time with her, watering her plants, and teasing her about golf! My life was made better by having her in it. My deepest condolences to her family. 
Tina Simoes
I am so sorry to read this. You and your family are in my thoughts and prayers. 
Sylvia McCrory
Joey,  Sad to hear of your Mother's passing, I remember her from  Dr O'Leary's dental office, she was always so nice. May God give you comfort and peace knowing she is in heaven with your father. Prayers for all of your family !
Rose Collins
Rose Collins
Sorry sorry for the loss of your love one., wonderful lady always kind.Praying for family.
Chiquila Parrish
Condolences for your loss. She will be missed.
We are keeping your family in our thoughts and prayers.
Anne. Pitt and Bridget Beam
Bridget Truman
Phoebie was the quinessential Southern Lady. Her home was always warm and inviting,full of delicious food and great conversation. All the years I have known Phoebie, I never saw a wrinkle in her clothes or a hair out of place. She always put family first and steered through life with the most positive attitude ever. Boys, I know that you will miss her terribly, but know, hers was a life well lived.She enjoyed her life and influenced so many others. Rest in peace, you sweet soul.
Beth Rogers
We Ballengef nephews of Phoebie are saddened by her death and extend our deepest sympathy to her sons Joey, Tim, and Patrick, to their families and to her sister Betty.   While we grieve Phoebie's death, we feel gratitude for her good life, for the blessing she was to her family, her relatives, and to people of her varied communities.  Phoebie was a wonderful person to know through the years; it was a joy to be in her presence.  Distance, age, and circumstances will prevent our being present for the memorial service,  prevent our being able to offer personal words to Phoebie's sons.  However, we are one with you in mourning this parting and in being thankful for all she meant to you and to us.
With Love and Sympathy,
Isam, Jack, and Ray Ballenger
Isam Ballenger
So sorry for your loss. Although we did not know Phoebie, her granddaughter Erin is married to our grandson Dillon. We extend our deepest sympathy to all the family. 
William (Bill) and Rose Pepper
Mr. and Mrs. William Pepper
It was so hard to hear this. I'm so sorry. Phoebie was a very special lady. I spent many days at the house on Wilson street with Tim and the family, we grew up together. I know the family has had a great loss but heaven has a new angle. Many prayers to all.
Andy Atkins
Dear Joey and family, 
I am truly sorry for your great loss. Your mother was so kind and caring for others as a devoted Christian ought to be. She loved her family and friends, always serving others.
Your friend, Mike Brame 
Michael Brame
We were so sorry to hear about the passing of your mother. We are thinking of you, and send condolences to you and your family.
David and Luisa Price
Tommy and I are sending our Deepest Condolences and Prayers for O'Leary Family. 
.  Lost my Dad on Father's day so I know exactly how y'all feel. 
 My God give you comfort when you need it the most.
Remember the good times that what's important now.

Marsha Edwards
Marsha Edwards
Joey, Tim and Pat, I am sorry for your loss. Phoebie was always very kind to Bob and I. I have nothing but fond memories. Condolences to you and your family. May the Lord give you all strength in body, mind and spirit. 
James (Oatmeal) O’Neal
So sorry for your loss. I got to know Phoebie while I worked at Brookdale last year as a visitor screener. She was one of the sweetest ladies I ever met enjoyed talking with her. Prayers and love to your family🙏❤️ With love, Debbie Booth
Debbie Booth
Dear Joey, Tim & Pat,
We are deeply saddened of the loss of your Mother.
Words cannot express our heartfelt sympathy.
Remembering the kindness and love she showed to everyone she met.
Please accept our deepest condolences during this time of sadness. Our thoughts and prayers for this very special family.
Ricky & Teresa Nance
Ricky Nance
It was my honor to have had the chance to know and spend some time with Mrs. O'Leary and members of her family over several years. She was always very kind and most gracious when I was in her company. Her son John (Pat) and I attended college together and have been friends since that time. My deepest sympathies to Joey, Tim and John along with the other members of her family, but I know Mrs. O'Leary had a full and joyous life!
Rick Rees
Joey, Tim, and Pat,
I am so sorry for your loss.  May your memories bring you peace.
Rob Hunnings
Piedmont, SC
Rob Hunnings

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