Richard Gatewood was listed in the will of his father John Gatewood, dated 14 November 1706. He received the plantation his father now lived on and was named an executor of the will. [Essex County, Virginia, Deed Book 12, page 328.]

On 10 January 1707, Amy Gatewood, Richard Gatewood, John Burnett and Francis Shackelford were bound £500 sterling for Amy and Richard’s executorship of the estate of John Gatewood. [Essex County, Virginia, Deed Book 12, page 329.]

In 1717, Richard Gatewood received payments from the estate of Robert Bizwell. [Essex County, Virginia, Wills, Inventories and Settlements of Estates No. 3, 1717–1721, pages 70–71, as abstracted by John Frederick Dorman.]

Richard Gatewood received a bequest in the 20 September 1720 will of his stepfather Joseph Baker. He was mentioned but not named, being one of the children of Joseph’s wife Amy. Richard was to receive a gold ring of the value and cost of twenty shillings. The will was proved on 15 November 1720. [Essex County, Virginia, Will Book 3, pages 220–223.]

On 16 May 1721, Amy Baker of Southfarnham Parish, Essex County, gave land to her son Richard. For the natural love, good will and effection I bear towards my loving son Richard Gatewood, 50 acres upon the lower side of a great swamp which goes into a little creek that comes out of Horskins Creek on the south side of the said creek… Signed Amy her X mark Baker. Witnesses: Ephraim Paget, John Fargeson, James Gatewood. [Essex County, Virginia, Deed Book 16, page 296, as abstracted by John Frederick Dorman.]

On 18 July 1721, an inventory of the estate of Thomas Pettit was made by James Griffing, David Berrick, and Richard Gatewood. [Essex County, Virginia, Wills, Inventories and Settlements of Estates No. 3, 1717–1721, pages 280–282, as abstracted by John Frederick Dorman.]

Richard Gatewood was mentioned in the 28 April 1728 will of his father-in-law Henry Reeves. [Essex County, Virginia, Will Book 4, pages 342–344.]

On 18 September 1728, an inventory and appraisal of the estate of Martin Nalle was made by David Scott, Richd. Gatewood, and Thomas Burnett, and returned by Mary Nalle and ordered recorded on 19 November 1728. [Essex County, Virginia, Will Book 4, pages 274a–275a.]

On 11 July 1729, John Ennis and Betty Ennis acknowledged receipt of Nine pounds forteen shillings & One penny from Mary Nall out of the Estate of Martin Nall Decd. Signed Jno. his + mark Ennis, Betty Ennis. Witnesses: David Scott, Richd. Jones, Richd. Gatewood. Ordered recorded on 15 July 1729. [Essex County, Virginia, Will Book 4, page 301.]

On 11 July 1729, Thomas Dillard and Winifred Dillard acknowledged receipt of Nine pounds fourteen Shillings and One penny from Mary Nall out of the Estait of Martin Nall Decd. Signed Thos Dillard, Winifred her + mark Dillard. Witnesses: David Scott, Richd. Jones, Richard Gatewood. Ordered recorded on 15 July 1729. [Essex County, Virginia, Will Book 4, page 301.]

The division of the estate of Mr Henry Reeves decd was made on 19 May 1730, delivered to the severall legatees according to his will. Lists accounts for The Widdows thirds, Mrs Sarah Reeves, Mr John Reeves, Mr Samuel Reeves, Mr George Reeves, Mr Richard Gatewood, Mrs Eliz: Reeves, Mrs Ann Reeves. Also dated 13 June 1730. Made by Pr Godfrey, James Jones, James Griffing. Adjustments made. Ordered recorded 18 August 1730. [Essex County, Virginia, Will Book 4, pages 372–384.]

An inventory and appraisal of the estate of Christiana Waggener deceased was made by Thos Gatewood, Richard Gatewood and James Coghill. No total. Ordered recorded 16 June 1730. [Essex County, Virginia, Will Book 4, p. 361.]