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- This eldest living child of Robert and Margaretta Wickliffe was named after Margaretta's sister, Sarah Howard. She had married Judge Aaron Kitchell Wooley on October 9, 1827, and (according to her sister, Margaret Wickliffe Preston) had at least fourteen live children by him before he died in 1849. Only eight children lived to adulthood, and most of them lived in some sort of dependency or in poverty.
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Robert Wickliffe Woolley (1828-1905) m. Mary J. Johnston of Louisville
- Margaret Howard Woolley (1830-1898) m. Peter White of Cincinnati
- Charles Wickliffe Woolley (1831-1893) m. Mary Frances Stader of Cincinnati
- Ellen Douglas Woolley (1838-1904) m. John Breckinridge Payne of Lexington
- Benjamin Howard Woolley (1840-1905) never married, died in an asylum
- Daniel Vertner Woolley (1842-1899) m. Leila B. Jacob of Louisville
- Frank Wickliffe Woolley (1845-1891) m. Lucy McCaw of Lexington
- Aaron K. Woolley, Jr. (1847-1885) never married, committed suicide
In 1870 she owned real estate valued at $200,000 and personal property at $14,000. Her remains were moved from the Lexington Cemetery where she was buried on July 31, 1873, to Howard's Grove on October 16, 1874.
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