Col Southey Littleton was born between 1642-1646 in Northampton, Colony of Virginia. 
Southey Littleton, of "Nandua," took up much land in Somerset Co Md. by patents.  Col. Southey Littleton was a member of the court martial which indicted the insurgents of Bacon's Rebellion.  In 1679; he was sent to New York with Col. Wm. Kendall, as a special Commissioner to confer with Gov. Andros on Indian uprisings. He died in Albany NY in 1679; his will executed Sept. 1679 is recorded in Accomack Co, Va. 
In some sources, Southey Littleton is said to have married (2) Elizabeth Bowman. Note: This marriage is not certain and would have been short lived. The marriage would have occurred after 1677 and ended prior to 1679. There is no mention of a wife in Col Southy Littleton;s will so the assumption is that any spouse would have predeceased him. This leaves a very short window of time for a remarriage making a second marriage unlikely. J.C. Wise indicates in his book, Ye kingdome of Accawmacke or The Eastern Shore of Virginia in the seventeenth century, that "one" of Maj Edmind Bowman's daughters married Col Southey Littleton. There is no mention of a second wife.
The Virginia Magazine of History and Biography, Volume 18 indicates that Southey Littleton married (1) Sarah and then (2) Elizabeth Bowman  while yet another source indicates that Southey Littleton's spouse was Elizabeth Sarah, or Sarah Elizabeth, indicating that Sarah and Elizabeth are one person and not two.  It would seem that given the short period of time between Sarah Bowman Littleton's proposed death date (1677) and the death of Southey Littleton (1679) would make a second marriage unlikely, In addition, there is no evidence that Maj Bowman had a daughter named Elisabeth. 
The available evidence indicates that Southey had but one spouse, that being Sarah Bowman, daughter of Maj Edmund Bowman. There is no verifiable evidence for a second marriage.
September 16, 1679 Abstract of Will
Colonel SOUTHEY LITTLETON, Virginia, September 16,1679.
"I, Southey Littleton, of Virginia, being sicke and weake." Leaves to eldest son, Nathaniel, a tract of land upon Magathlie Bay, in Northampton County, Virginia, containing 1,050 acre?, for life and then to his heirs male. To daughter Esther, a neck of land at Pingstiog, called Kings neck, bounded by Swanrihott creek, and the two main branches that make the Kings neck, to the head of said branches, and then by two parallel lines to the land of Captain John Robins. To grand son, Southey Littleton, my plantation at Nandove in Ackomac County containing 2,270 acres. To John Rust 200 acres in Somerset Co., Maryland, where he now lives, and all the rest of the lands in the neck to his daughter Gertruyd Littleton. To Francis Wilkins 300 acres in Somerset Co., Maryland, bounded between the necks of John Rust and Kings neck. The rest of the neck up to Captain Robins line to his daughter, Elizabeth Littleton. All the rest of the land at Grange neck in Somerset Co. to his son, Bowman. To daughter, Sarah, 600 acres at Pock a neck, in Acomack Co. To Nathaniel Tunnell all my land at Ackocomson in Acomack Co., Virginia. To Wm. White, planter, 155 acres in Acomack at the head of the branches of Pungstiog. Rest of estate to his four daughters. He desires his daughter Esther to be left at his sister Robin. Sarah with Mrs. Bridget Foxcroft. Elizabeth with Mrs. Anne Jenifer, and Gertruyd with Mr. Richard Baylevs. His son Southey is to be left for four years with his nurse, Nicholas Taylor's wife. Makes Mr. Thomas P. Clark, Colonel Wm. Kendall, Major Edmund Bowman, Captain John Rolins, Captain Daniel Jenifer and Mr. Richard Bayley executors. Done at Albany upon Hudsons river September 16, 1<>79. Witnesses, John Willett, Thomas Eayres, Robert Livingston, Sec. 
John of Gaunt, Duke of Lancaster continues through many generations to Sir. Edward Littleton, Knt. of Hensley, co. Salop, and his son Nathaniel Littleton, b. Hopton Castle, co. Salop, baptised 22 Dec 1605; d. Northampton Va. Oct-Dec 1654, mar. c!638 Ann Southey, b. Somerset Eng c!620; d. Northampton Co VA, will prob. 28 Oct 1656.  
On 1 Jan 2018 at 00:45 GMT Rand Prouse wrote:
On 1 Jan 2018 at 00:39 GMT Rand Prouse wrote:
The names of the individuals are correct, but Sarah is supported by research and will be used as her name. The place of death has been documented as Albany, New York based on the Will of Southey Littleton dated Sept 16, 1679.
On 29 Dec 2017 at 21:14 GMT David Douglass wrote:
Southey is 14 degrees from Geoffrey Chaucer, 19 degrees from AJ Jacobs, 14 degrees from Michelle Ladner and 16 degrees from Queen Elizabeth II Windsor on our single family tree. Login to find your connection.