Charles County Land Record Book G#3, 1756-1761; Page 359. Lease. Mar 28, 1759 from James Edelen of Prince Georges County, Gentleman, to Nathaniel Holley (Halley) of CC, planter, the lease of all those parts of tracts of lands called Hopewell, Smallwoods Meader, and Friendship, being all the lands the sd James Edelen purchased of William Smallwood, lying in CC, containing and laid out for about 90 acres. To have and to hold to sd Nathaniel Halley from today during three natural lives, viz, the life of the afd Nathaniel Holley, Mary Halley, his wife, and William Halley, their son, paying yearly to sd James Edelen a rent of 950 lbs of crop tobacco in cask on each May 10. If the rent is 19 days late, and no sufficient distress upon the premises can be found whereby the same may be levied, then sd Edelen may reenter and have again the sd demised messuage and premises. If Mary or William Halley die in the lifetime of sd Edelen, Edelen will execute another lease for three lives. Nathaniel Halley, within 3 years, will plant 100 apple trees. Nathaniel Halley will not cut or sell any timber more than for the use of the plantation, and not to have any under tenant without the consent of sd Edelen. Signed - James Edelen. Wit - T Hepburn, Wm Elson. Recorded Aug 15, 1759.
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Mar. 15, 1774 - Prince Georges County, Md. Land Records. The following deposition was given at a land commission for "Charley" owned by Thomas Hanson Marshall. The deposition was taken by the commissioners at the land, being on the south side of a road that leads out of Pomonkey Neck to Piscataway, between plantation of Mrs. Elizabeth Beall's and Susanna Dyar's and near to John Emmerson Jr.'s fence.
Nathaniel Halley, aged 44 years or thereabouts [so b. ca. 1730], declares that about 20 years ago or thereabouts Malcom McBean showed me a tree and said it was the last or corner tree of Mr. John Beall's land; the tree appeared to be about one foot or fifteen inches through; it was either a gray or red oak; sometime after, he this deponent saw some persons surveying and he went to them; it was Mr. Hodskins, George Parker and Edward Cole as they were running a line and stopping at the end of their number of perches, then Mr. Parker rode over for Mr. Beall; after sometime Mr. Parker and Mr. Beall came together to the place where they had stopped; then Mr. Beall took Mr. Thomas Marshall aside; after some time Mr. Parker was called to them; in a little time after they all came to the said tree, then went on surveying down into the Neck; sometime afterwards he was in company with Mr. George Parker riding to Portobacco; he this deponent asked Mr. Parker what passed between him, Mr. John Beall and Mr. Thomas Marshall about the tree; he told this deponent Mr. BeallPsi reason for not showing him the tree when he first came was he did not choose? to show him the tree till he asked Mr. Marshal/ whether it would not be of prejudice to him or not, and that Mr. Marshall said it would not then Mr. John Beall showed Mr. Parker the said tree and told him it was his last corner tree.
Source: Prince George's County, Md. Land Records, Liber BE No. 3, pp, 399-400.
Mar. 1778 - Nathaniel Haly [sic] is in the Census of Pomonkey Hundred, Charles County, Md.
Source: Charles County, M. Court and Land Records, Liber X No. 3, p 637.

Mar. 1778 - Nathaniel Hally takes the Oath of Allegiance to Maryland in Charles Co. before the Hon. John Dent. (signs his name)
Source: Charles Co-, Md. Court and Land Records, Liber No. 3, p. 645.

FAIRFAX COUNTY, VA - CENSUS - Taxlist of 1782
Name of Head of Family White Black
LIST OF RICHARD CHICHESTER
Hally, Nathaniel 7 10

Virginia 1783 Personal Property Tax or 1783 Land Tax List
Fairfax County, Hally Nathaniel - 1, 1, 4, 6 List of Richard Chichester

Sep_ 1783 - Nathaniel Halley was an Assistant Inspector at the Colchester Warehouse in Colchester County, Va.
Source; Sprouse, Edith M., "Colchester: Colonial Port on the Potomac," p. 167.

1787 - Nathaniel Hally is in the 1787 Tax List of Loudoun County, Va., as follows: no white males 16-21, 4 blacks above 16, 3 blacks under 16, 5 horsesimules, 15 cattle.
Source: Schreiner-Yantis, Netti, and Love, Florene S., "The 1787 Census of Virginia," p. 60.
Comment: Nathaniel's sons Thomas (p. 60) and William (p. 61) are also on this tax list.

1790 - Nathaniel purchased land on the border of Fairfax and Loudoun Counties, Va. Source: Hawley, Laura, "Hawley, Halley, Holley," p. 2.

1791 Aug 29 The Estate of Nathaniel Halley dec'd in account with William Halley admin. Fairfax County, Virginia
Will Books, Vol J1-M1, 1806-1822, p 291(image 619) ancestry.com
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Genealogical Abstracts from 18th-century Virginia Newspapers
By Robert Kirk Headley, p. 148
HALLEY, Nathaniel, dec'd, e.a.w., Mary HALLEY, his admx., William HALLEY, his admr. (VGAxA 13 Jan 91)

Contributed by Ralph D. Smith
Oct. 14, 1777 - Prince George's County, Md. Orphan's Court. Agnes Thompson, administratrix of Robert Thompson, late of said County, deceased, gives security for the balance of said deceased's estate; Matthew Wigfield is approved of by the Court, Bond taken .... Area Thompson and Matthew Wigfield of Prince George's County are bound unto Mary Holley in the sum of 18/3/2 to be paid to the said Mary Holley.
The condition of this obligation is that, Whereas the Commissary General has transmitted to the Justices of the Orphan's Court of Prince George's County the balance remaining due on the estate of Robert Thompson, late of said county, deceased, which appeared to be 18/3/2, if therefore the above bound Agnes Thompson shall well and truly pay unto Mary the wife of Nathaniel Holley her respective part of the said deceased's estate then the above obligation to be void, else to remain in full force. Signed Agnes Thompson ("A" her mark), Matthew Wigfield.
Source: Prince George's County, Md. Orphans Court Proceedings, 1777-1790, p. 2. (NSA Microfilm Roll CR 34,667, part 2)
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Robert Thompson 7.65 D PG £36.6.4 Dec 11 1776
Distribution to: Agnes Thompson (administratrix), Mary Holly wife of Nathaniel Holly.
Administratrix: Miss Agnes Thompson
Note: Agnes and Mary Holly received equal shares in the estate of Robert Thompson

Kentucky, Wills and Probate Records, 1774-1989, Montgomery
Wills, Estate Inventories, Appraisements, and Accounts, Vol A-C, 1797-1828
Will Book C, p 315, image 727, ancestry.com
Kentucky Probate Records, 1727-1990, Montgomery
Will records, Index, 1823-1828, Vol. C, p 315, image 192, familysearch.org
July 5, 1827 Elizabeth Holley
Sister Jerusha Barker, Nephew Silas Barker, Nephew Thomas Barker
Witness J. W. Hood, W. N. Lane proved Oct Court 1827
(note: W. N. Lane (Willoughby Newton Lane, son of William Smith Lane, is the husband of Elizabeth 'Betsey' Barker, daughter of Thomas Barker and Jerusha 'Holley' Halley Barker