DOB:  October 23, 1838 DOD:  July 1, 1909 Age at Enlistment: 22 Date of Enlistment:  May 9, 1861 Place of Enlistment:  Franklin, TN Rank at Enlistment:  Private Rank at Discharge:  Private Casualty:  None Comments:  Robert was born and raised in Brentwood, TN at the family plantation of Pleasant View off of modern day Concord Road.  The house is still standing and part of the Governor’s Club.  His brothers Meredith and Thomas also served in the Williamson Grays.  His older brother William served in the 55th Tennessee Infantry.  The 1860 Census shows Robert was teaching school.  It is uncertain which school he was teaching at.  He enlisted at the company’s formation but was sick beginning in August 1861.  On December 15, 1861 he was discharged for disability at Huntersville, VA.  His obituary in the Tennessean Newspaper in 1909 states he was a member of “Morgan’s Band” but no evidence has been found to support this claim.  William Pollard mentions Robert gave him a ride home from Nashville after the war ended. Following the war he married Fannie Davis around 1878 based on the 1900 Census and the couple never had children.  Robert moved to Nashville in 1869, and opened a shoe store with his brother Thomas called T.E. Winstead & Co. across the street from the Maxwell House Hotel in Nashville on Cherry Street [now called 4th Avenue] in 1869.  It appears this partnership lasted until around 1888 when Robert no longer appears in the Nashville City Directory as working with his brother.  Robert switched careers and decided to become a real estate agent in 1888.  Thomas continued running his shoe store until his death.  According to his obituary he was working for Caldwell & Chapman at the time of his death.  Robert lived in the Maxwell House Hotel for about five years after moving to Nashville.  He started living with his brother Thomas (which lasted until about 1900).  In 1909, Robert died from Heart Failure.  He is buried in Mount Olivet Cemetery next to his wife.  List of Addresses where Thomas lived according to Nashville City Directory: 1869 Moves to Nashville - Lives in Maxwell House Hotel 1876 73 S High 1878 22 S. Cherry 1885 153 N Summer (Store is at 154 Church) 1888 216 Sycamore – Robert no longer with the shoe store 1889 216 Sycamore – Blair, Matthews, & Winstead 1890 216 Syacmore – Real Estate 1894  216 Sycamore – Salesman 1896 426 N Summer – Solicitor 1898 422 Park Place 1900 129 N Vine 1905 114 9th Av. S. - Lived here until his death

Top:  Robert’s grave at Mount Olivet Cemetery. Right:  Ads for T.E. Winstead & Brothers from Newspapers

Pleasant Hill Plantation, Robert’s childhood home in Brentwood, TN