Robert E. Winters – 85, of Middleton and formerly of North Reading and Somerville, passed away at his home on Friday, December 5, 2025. He was the loving husband of the late Kathryn J. (Repucci) Winters.
Born in Somerville, MA on June 22, 1940, he was the son of the late Henry E. Winters.
Bob worked as a parts coordinator for the MBTA for many years and was a member of Local 25.
Bob loved his son and belated wife more than words can describe, he loved his country and always kept a positive outlook on life, he was non judge mental and he always put other’s needs before his own, especially his family and close friends.
He was the President of Pop Warner Football and was a little League Coach in North Reading and he loved Kitty’s Restaurant. Bob loved traveling in New England, he loved Fox News, scratch tickets and especially his Grand Marquis.
Family members include his loving son, Robert J. Winters and his companion Nicole Calantonio; his brother Bill Elwell; his late sisters, Barbara Nash and Joan Gogos. Also survived by many nieces and nephews.
Visitation will be held on Saturday, December 13 from 10:00 AM to Noon, at the Croswell Funeral Home, 19 Bow Street, North Reading. In lieu of flowers memorial donations may be made in his memory to St. Jude Children’s Hospital, Wounded Warriors, Tunnels To Towers or the Pine Street Inn.
www.croswellfuneralhome.com

My friend Bob. We worked for North Suburban Transportation for years, driving a bus here in No. Reading. I liked Bob very much. I stopped by his old house many times on River St (?), thinking he still lived there, but I never caught anyone at home. Bob was really a special guy. We would chat about different topics. I thought about him often. Thank you for being my friend Bob. See ya’ someday ~ Lorraine ( Snow)
Truly a wonderful person and role model. I will forever be grateful to both of your parents, Bobby. Your Dad’s presence will be missed by an entire community. My deepest sympathies
Stacie
Uncle Bobby you were a one of a kind guy! I will miss our chats and how often you would tell me, “I am proud of you” ! We never got to go to Vegas! See you again! I love you more than you could imagine!❤️
Bobby, I am so sad that you are gone. You were like a father to me. We shared so many great times together. You were so kind and loving and always made me feel so special. Sitting by the pool getting so much sun was great. You were such a good cook and I loved every meal you made. Sharing many cups of coffee was so special. Going to Kitty’s, your favorite restaurant was always a great time. Taking long rides in your big car was always and adventure. Sitting on the balcony watching the sunset when you were always looking for rainbows was amazing. Bobby, I love you and I miss you terribly. Enjoy heaven and I will see you again one day. Love Chrissy
I’ve never before seen such a love between a father and son like the bond that I have watched over the past 2 years
Not only was he Bobby’s father but he was his brother and best friend ♥️ after being by his and his sons side 24/7 for the past 5 -6 weeks straight he has gone to be with our lord and he has been reunited with his beloved wife.
I’ve never been happier to have the pleasure/privilege of knowing this man who not only left me shaking my head one minute then hysterically laughing the next. Bobby & I were beside him every step of the way on his final journey, giving both comfort and care has been one of the most rewarding things I’ve ever done in my life.
Not only did the days turn into nights, nights into days, the days turned into weeks, time stood still and it also moved faster. In the past 2 years I became ever so close with Bobby’s father. Already I miss all the stories he told me. He shared his entire life with me around the clock. ️ my most memorable moments were our 3am conversations, when he needed me to just listen or just hold his hand I was right there to ensure he was safe and comfortable but most of all Bobby and I made sure 1000% that he was never alone and we guided him the the best way we could to overcome his fears.
Mr. Winters has made such an impact in my life. This experience with him and Bobby is something I will never forget.
He truly was one of the most amazing people I have ever met in my life, not only did he touch my life but I know now he has touched more people live than I can count.
So sorry to hear about your loss.Thoughts and hugs to you buddy.Everytime I visited N.Reading I would bump into your dad or you guys would vist we would have good long conversations.I will miss those times . Peace be with you Bobby and family.
HI Bob,
I am so sorry to hear about your father’s passing. I know how much he meant to you, and deeply you cared for each other through all these years of illness.
The love, strength, and devotion you both showed is truly inspiring. I hope you can take comfort in knowing how proud he must have been of you, and that his love will always stay with you. God Bless you Bob !!!
Katrina Lift Fitness
Bob,
I am very sorry to hear about your dad’s passing. Your love and devotion to him spoke for itself. Sending prayers and wishing you comfort and strength throughout this difficult time.
Take care of yourself.
God Bless,
Rhonda
Uncle Bob always had the best stories of growing up in Somerville. He was a great uncle to me, funny, kind, caring and he loved his family more than anything. I miss the bday parties and holidays. My wife and I would always look forward to seeing them at that time. Thank u Uncle Bob for always being there for me and especially my mom.
Love always..
John Gogos
Bob,
So sorry about the passing of your father. He was a very nice man and always had a smile, a kind word, and a joke or funny story to share with everyone. I enjoyed my conversations with him at Ironwood on the Green. May his memory be eternal.
Sorry for losing Bob. He will be missed. I always called him Grandpa. Truly Great person.