On 20 February 1837, John P Armstrong, Washington H Purkins and Leonard Henley were bound in the penalty of $5,000 for John P Armstrong’s administration of the estate of Hundley Moody, deceased. [Essex County, Virginia, Will Book 24, pages 97–98.]

On 14 March 1845, Leonard Henley certified a deed from Johnson Games and Elizabeth C. M. his wife of the County of Essex to Silas Conely. [Essex County, Virginia, Deed Book 48, pages 362–363.]

1850 U.S. Census, Essex County, Virginia
Page 91B
Henley, Leonard, 40, male, physician, $6,000 real estate, born in Virginia
Henley, Martha, 30, female, born in Virginia
Henley, Thomas, 16, male, born in Virginia, attended school
Henley, Sarah, 14, female, born in Virginia, attended school
Henley, Leonard, 9, male, born in Virginia, attended school
Henley, Christian, 5, female, born in Virginia

On 19 December 1850, an inventory of the estate of William Beazley deceased, Henry J. Beazley, administrator, was taken by Elzer Fogg, Mace Clements and Leonard Henley. Ordered recorded 16 June 1851. [Essex County, Virginia, Will Book 27, pages 67–68.]

On 20 December 1850, Leonard Henley purchased for $12.00 at the estate sale of William Beazley a pair of brass andirons and shovel and tongs, and a young red ox. [Essex County, Virginia, Will Book 27, pages 68–69.]

On 10 January 1851, Elizabeth Beazley and John R. Beazley of the first part sold to Leonard Henley of the second part, all of the County of Essex. For $10, Elizabeth and John sold 1/2 acre of land in the County of Essex supposed to contain one half acre adjacent the lands of Leonard Henley purchased of Mary M. Crow and being also contiguous to the fork near the residence of the late Wm Beazley, it being a part of the tract held by the said Beazley during his lifetime. Signed Elizabeth her x mark Beazley, John R. Beazley. Witnesses: Ed: R. Boughan, Caston Boughan. Ordered recorded 20 January 1851. [Essex County, Virginia, Deed Book 50, pages 101–102.]

In the 1851 will of Richard D. Dunn, legacies to his children Martha Jane Brizendine and Milcey Ann Dunn were to be held in trust by Dr. Leonard Henley. [Essex County, Virginia, Will Book 27, pages 114–115.]

Leonard Henley was mentioned in the 12 July 1853 will of James Croxton. He was named executor. [Essex County, Virginia, Will Book 27, pages 579–581.]

On 17 March 1856, Leonard Henley was bound $60,000 for his execution of the last will and testament of James Croxton. There was no security. [Essex County, Virginia, Will Book 27, page 581.]

On 15 September 1857, Thomas Boughan and Mary his wife sold to Thomas Croxton. Thomas Boughan and his wife grant unto the said Croxton land on which the said Boughan at present resides lying in Essex County, all the said Boughan’s slaves, stock of horses, cattle, sheep and hogs, farming implements, the growing crop of corn and all crops grown on the said land until this deed is satisfied. In Trust to secure first Thomas N. Clarke as surety for the said Boughan in a bond due to Leonard Henley Exor of James Croxton decd and secondly to secure payment now due to Joshua L Boughton a merchant of Tappahannock, Essex County, Virginia, by open account. Signed Thomas Boughan, Mary F Boughan. Ordered recorded 19 October 1857. [Essex County, Virginia, Deed Book 51, pages 104–105.]

On 22 December 1858, Henry W. Daingerfield, Leonard Henley and Thomas Croxton of the one part loaned to Thomas Boughan of the second part, one table, 2 stands, 1 sideboard, lot of crockery, 1 Bed, bedstead & furniture, 5 chairs, lot dishes, one saw & pigs bought by said Daingerfield at said Boughan’s sale this day, one small bed, bedstead & furniture, one large bed, bedstead & furniture, and lot of [illegible] &c bought at said sale by said Henley, and one large lot of dishes, one hog, one red hog, one rockaway and harness, one yoke of oxen, one sorrel horse, one other yoke of oxen, one ox cart, yokes and body, one other red hog, one clock, one small oven, and a lot of pot hookage bought at said sale by said Croxton, the grantors retaining their property in said articles and receiving full right to sell the same at any time they see fit, and to take possession of same when they please. Signed H W Daingerfield, Leonard Henley, Th: Croxton. [Essex County, Virginia, Deed Book 51, pages 285–286.]