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Roslyn Workman Winn, born November 23, 1924, in Mount Vernon, New York, passed away peacefully on Sunday, June 29th at the age of 100 1/2. Last November, she celebrated her centennial in Tallahassee, surrounded by four generations of family who gathered from across the country to honor this remarkable milestone. Roslyn married her teenage sweetheart, the late Senator Sherman S. Winn, her beloved husband of 64 years, at the Waldorf Astoria Hotel in New York. Their marriage was rooted in a deep commitment to family, charitable giving, and dedicated public service. In 1956, the couple relocated from New York to Miami-Dade County, where Roslyn raised their four children. A devoted and loving wife, she unwaveringly supported her husband's career in public service, which included serving as Mayor of North Miami (1965-1969), Florida state representative (1970-1972), state senator (1972-1980), and later as a Miami-Dade County commissioner. Roslyn was the cherished matriarch of her family, emphasizing the importance of family bonds, kindness, generosity, and serving others. Values deeply rooted in her faith and shared vision with her husband. Reflecting on her legacy, her son, Stephen R. Winn, observed, "She was the glue that held the family together, raising her children with love while balancing a challenging schedule in support of a remarkable life of service." Together with her husband, Roslyn was a founding member of Beth Moshe Congregation in North Miami. She actively participated in numerous charitable causes and was an active member of Hadassah, a Jewish women's organization supporting medical care, research, education, advocacy, and the empowerment of women and youth globally. Additionally, she contributed to a variety of meaningful initiatives, including cancer research and awareness, establishing an organ transplant program at the University of Miami, assisting families in need, and promoting tourism in Florida. In 1965, she and her husband established the Sherman S. Winn Scholarship Fund, benefiting students pursuing studies in hotel & restaurant management. Roslyn attended Ohio State University and maintained an active real estate license in Florida for more than 40 years. She built a successful career primarily through the Balmoral Condo Corporation in Bal Harbour. She founded Roslyn Winn Real Estate, Inc. in 1980. Known for her professionalism, integrity, and personal warmth, Roslyn became a trusted advisor to clients and colleagues alike. Roslyn was preceded in death by her parents, Meyer and Estelle Workman; her husband, Senator Sherman S. Winn; daughters Patricia Lee Winn, Jacqueline "Jackie" Friedman, and Susan Winn Cypen; grandchildren Jodie and Matthew Huberman; and nephew Hank Luckower. She is survived by her son, Stephen R. Winn and his wife Judy; grandchildren Michelle Winn Larson (Brad), great-grandsons Ayden and Roen Larson; Leslie Winn Sokol, great-grandchildren Maiya, Sander, Kate, and Lawson Sokol; Jason Winn (Laura), great-grandchildren John Knight, A.J., and Henry Sherman Winn; grandson Adam Ehrlich (Cathleen), great-granddaughters Sarah and Ellie Ehrlich of Roseville, California; grandson Ethan Ehrlich (Carolina), great-grandchildren Sebastian and Kay Kay Ehrlich of Davis, California; and granddaughter Lori Huberman and great-grandson Michael Israel of Miami, Florida. A graveside service will be held on Sunday, July 6, 2025, at 11:00 am at Mount Sinai Memorial Park: 1125 NW 137th St., Miami, FL. In lieu of flowers, please make donations in memory of Roslyn Workman Winn to the Patricia Winn Emergency Fund at “The Advocacy Network on Disabilities,” 7990 SW 117 Ave., Ste. 135, Miami, FL 33183. Rocky Bevis of Bevis Funeral Home (850-385-2193 or www.bevisfh.com) is assisting the family with their arrangements.

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Roslyn Workman Winn

November 23, 1924 - June 29, 2025