Rubuta ci gaba ga wannan sakin layi - Sherman ya yi ritaya daga rayuwar jama'a bayan ya yi murabus a matsayin Sakataren Harkokin Waje. Ban da wata rana, Sherman ya shafe shekaru arba'in da biyu, watanni hudu, da kwanaki ashirin da biyu a aikin gwamnati. Ya ba da 'yan tambayoyi inda ya ƙi yarda da manufofin gwamnati na haɗa Puerto Rico da Philippines
Ka yi haƙuri. Daga baya a wannan shekarar, matarsa, Margaret, ta yi ciwon shanyewar jiki; ta mutu bayan shekara biyu a ranar 5 ga Yuni, 1900. Sherman ya ci gaba da canzawa tsakanin gidaje a Mansfield da Washington. Ya kasance mafi yawa daga siyasa, sai dai wata wasika da ya rubuta yana goyon bayan George K. Nash don Gwamnan Ohio a 1899. Sherman ya mutu a gidansa na Washington a ranar 22 ga Oktoba, 1900, tare da 'yarsa, dangi da abokai. Bayan jana'izar a St. John's Episcopal Church a Washington, an binne shi a Mansfield City Cemetery tare da matarsa.