Anne Arundel Co. Wills, Original Will G-29, Hall of Records, Annapolis, MD.
Anne Arundel Co. Deed, Liber R B NO. 1,f.493, Hall of Records, Annapolis, MD.
Frederick Co. Deeds, 1G NO. 3,f.263, Hall of Records, Annapolis, MD.
History of  Western Maryland, 1968, P.517
The Register of the Kentucky State Historical Society, 1924, Vol. 22, P. 258
Frederick Co. Accounts, Liber GM NO. 1,ff.464-465, Hall of Records, Annapolis, MD.

REF F509232 S/N 00270-0 MFID 02568142

Genealogical History of the Gassaway Family by Rutherford & Rutherford (c) 1990, p. 11 & 19.
  Benjamin Gassaway was an heir to the plantation Talbot's Resolution Manor that had been handed down through the Lawrence family.  His father's will reads in part:  "I give and bequeath to my three Sons Benjamin, Richard & Robert Gassaway all my Tract or Parcell of Land Call'd Talbot's Resolution manner Containing three Hundred Acares more or Less, Equally to be Divided between them, Each to Have one Hundred Acres, only my son Benjamin to have his first Choyce after being Divided...
  In a deed of gift dated 19 September 1747, Robert Shipley conveyed 72 acres of Sary's Dowry to his "daughter, Sarah Gassaway now wife of Nicholas Gassaway of Anne Arundel County and heirs of her body lawfully begotten" and then to her son Benjamin Gassaway.  This land was a portion of Shipley's Choice that was
surveyed on the Severn River in Anne Arundel County for Adam Shipley 30 March 1681.
  Benjamin Gassaway was conveyed Windsor's Forrest of 100 acres of land and Look Sharpe of 100 acres of land about 1769 from Samuel Mansell which he sold to Ephraim Warfield.
  Benjamin Gassaway died intestate in Frederick County, Maryland.  Ruth Gassaway, as administratrix of his estate, presented a final account in court in the amount of L69:14:10 on the 15 May 1793.
  Ruth Gassaway was dismissed from the Baptist Church of Jesus Christ congregation in Fredericktown, Maryland, and was admitted as a member of Cooper's Run Baptist Church in Bourbon County, Kentucky, in 1797 by letter from the church in Fredericktown.
  Benjamin Gassaway's brother Richard Gassaway migrated from Maryland to Shelby County, Kentucky, and his sons are accounted for in his will.  The only other Gassaways in Kentucky at this period of time were Samuel, James H.,  Benjamin and Nicholas who settled in Barren County having migrated from Maryland with Ruth Gassaway, widow of Benjamin Gassaway, about 1797.

Barren Co Deeds, Book L, P 454, Courthouse, Glasgow, KY Abstract of Will Books 1 & 2, Barren Co., KY, 1798-1829, P. 66 Genealogical History of the Gassaway Family, Compiled By William Kenneth Rutherford and Anna Clay (Zimmerman) Rutherford, 1981 (Privately Printed PO BOX 85, Lexington, Missouri 64067

Genealogical History of the Gassaway Family by Rutherford & Rutherford (c) 1990 p. 19 & 39.
Benjamin Gassaway was one of the three brothers who migrated from Frederick County, Virginia, to Barren County, Kentucky, about 1797 with Ruth, their mother.

LAND   He settled in Barren County, Kentucky, and the name of Benjamin Gassaway was listed continuously on the Barren County tax list from 1799 through 1833.  The amount of land taxed was usually 212 acres on the South Fork of Beaver Creek. From 1804 to 1829 he bought and sold lots in Glasgow, Kentucky.  In 1823 Benjamin sold 112 acres of land on the South Fork of Beaver Creek to Samuel Gassaway, and in 1829 he conveyed 200 acres of land to George P. Gassaway;.

MILITARY:  Benjamin served as a sergeant in the 19th Regiment of Infantry.  He was awarded 160 acres of military bounty land in the Territory of Illinois and he deposited warrant no. 1532 in the General Land office 6 May 1812.  On the same day he and his wife, Nancy, sold the tract of land to Claiborne Simms.  Benjamin Gassaway was enumerated on the Barren County censuses from 1810 through 1850.

Benjamin Gassaway's sons Elisha and James were based on census records and George Porter Gassaway was accounted for by one of his descendants.  Lorana Gassaway, the widow of David Lessenberry, was cited in the settlement of the estate of David Lessenberry 21 August 1820 in Barren County, Kentucky.  The other children of Benjamin were enumerated in his household on the 1850 census in Barren County, Kentucky. 

!SOURCES: (104) Barren Co. Deeds, Book L, p. 454, Courthouse, Glasgow, KY.  (105)