Robert Milton Gregory

Robert Milton Gregory, a beloved member of the Baltimore community, passed away peacefully at home on September 24, 2026, surrounded by his family and friends. Born on October 16, 1945, in Baltimore, Maryland, Robert was a beacon of love, humor, and kindness throughout his 80 years. The son of Willie James Gregory, Sr., and Lottie Lee Gregory, Robert was a cherished sibling to his predeceased brothers and sisters: Willie James Gregory, Jr., Ann Delores Daugherty, Hilton Gregory, Harry (Tony) Gregory, and Martha (Pinkie) Crowder. He is lovingly remembered by his surviving family, including his lifelong partner Joyce, daughter Robin Gregory, and sons Robert Gregory, Jr., Anthony Gregory, and Curtis Gregory. Robert was predeceased by his son, John Gregory, and their reunion in heaven brings comfort to the family left behind. Robert received his education from Baltimore City High Schools and went on to have a fulfilling career. Known for his vivacious spirit, Robert cherished every moment spent with his family and friends, filling the room with laughter and joy. A true family historian, he delighted in sharing stories, preserving the family's rich heritage and history. His hearty laughter and humorous anecdotes will be dearly missed by all who knew him. A man of deep faith, Robert accepted Jesus Christ as his Lord and Savior, and his family finds solace in the knowledge that he has now made heaven his home. A celebration of Robert's life will take place on October 17, 2026, at the Wylie Funeral Home, located at 701 N. Mount Street, Baltimore, Maryland 21217. Friends and family are invited to gather, share stories, and honor the memory of a man who brought so much joy to those around him. In lieu of flowers, the family kindly requests that donations be made to a charity of one's choice, reflecting Robert's generous spirit and his commitment to helping others. The Gregory family wishes to extend their heartfelt gratitude to all who offered support during this difficult time. Whether you sang a song, sent flowers, shared kind words, or simply held them in your thoughts, your gestures of love and compassion have been deeply appreciated. Whatever you did to console their hearts, they thank you sincerely for playing a part in honoring Robert's beautiful life.