A description of him reads "bald, bald as a peeled egg"
From _Cavaliers and Pioneers_, Vol. III, p. 419, extract of Patent Book No. 14:
Isaac Winston, Gent., 1736 acs. (O. & N. L.), Hanover Co; on both sides of Beverdam Cr; adj. Robert Netherland, Joseph Terrell, Richard Bullock, Junr., & John Watley; 28 Sept. 1732, p. 471. 1200 acs. part granted Alexander Cock, 17 Aug. 1725, & by several conveyances recorded in Hanover Court, made over to sd. Winston; 400 acs. part granted John Syme, Gent., 24 Feb. 1729, who conveyed to sd. Winston, 136 acs. never before patented. 15 Shill.