Tag Archives: Anthony Holland

Anthony Holland, MD to KY, 1790s: Update

Today’s post is written by guest blogger Christian Butler, who has Holland roots in Maryland. Christian is an attorney and a native born Californian currently living in Virginia. He’s been researching his family history since 2018.

Christian has done such excellent and detailed work uncovering new clues to prove the children of Anthony Holland, who left Maryland and migrated to Kentucky in the late 1700s, that I asked him to share his findings with everyone.

There have been several posts written in the past by me, so if you are related to Anthony Holland and would like to read them, go to the home page of Empty Branches on the Family Tree and scroll down the categories on the left hand side until you come to Hollen (the spelling used by my husband’s family.)

I found Linda’s blog posts regarding the family of Anthony Holland who died in Scott County, Kentucky in 1799 while digging into some DNA matches who appeared to have roots in the same part of Kentucky.  My paternal grandmother’s family is from Frederick County, Maryland, and her second great grandmother was Rebecca Moxley (born about 1805, died after 1870).  Rebecca’s parents were William Moxley 1760-1845 and Elizabeth HOLLAND.

No one seems to know who Elizabeth’s parents were, so she has been a brick wall for me. In most family trees she has a birthdate based on confusion with a different Elizabeth Holland who was born in Massachusetts, parents based on that Massachusetts Elizabeth, and a death date based on confusion with an Elizabeth who married a different Moxley. Based on census age ranges she was born sometime in the 1760s and she must have died between 1840 (when she appears to be in William Moxley’s household in the census) and 1845 (when William Moxley wrote his will with no mention of a wife). She married William in Baltimore County, Maryland in 1785.  The DNA matches I was investigating happen to be shared matches with other known descendants of William Moxley and Rebecca Holland.

In hopes of establishing whether these DNA matches were descended from Anthony Holland, and ideally identifying the parents of my Elizabeth Holland, I started pulling some threads suggested by Linda’s posts about Anthony’s children.  This led to some breakthroughs about several of these children, as follows:

ANNA HOLLAND

Anna was clearly the youngest of Anthony’s children, as the only unmarried daughter and apparently the only child who was still a minor (in the Scott County will books a bond by Shadrach Penn as Anna’s guardian appears a few pages after Anthony’s will). So she was probably born between 1779 and the early 1780s. It turns out that she married Stephen George Rossell (also spelled Roszell, Roselle, etc.), probably in 1800. Their children (in order of birth) were Fountain, George Holland (presumably named after Anna’s youngest brother), Anthony Holland (presumably named after Anna’s father), Asenath, Elizabeth, Nehemiah (named after Stephen’s father), and Josiah, born between about 1800 and maybe 1812 or 1813. Stephen also had an older son named Elliott, I presume from a previous marriage.

Stephen seems to be listed in the 1800 tax list (as “Stephen Raizel”) and the 1810 census in Scott County. He died in Scott County on 3 Dec 1813 (an inquest is recorded in the will books and states his date of death) and Anna was appointed guardian of the children with Shadrach Penn (husband of Margaret Holland) as security. Then Anna died in 1821, and a brother-in-law of Stephen was appointed guardian of the boys while Shadrach Penn was appointed guardian of the girls.  There are numerous entries in the county court order books of Scott County pertaining to the guardianship of the children, apprenticeships for the boys. Shadrach Penn also gave consent to Elizabeth Rossell’s marriage to Andrew Slade in Woodford County in 1827 (she was still a minor).  The identity and approximate ages and birth order of all of Anna’s children can be determined from the guardianship entries in the county court order books, though there is some uncertainty due to the poor state of the record books (being reconstructed from fire-damaged originals, with some entries out of sequence).

It turns out that several of my DNA matches are descended from Stephen Rossell and Anna Holland, including several descendants of Anthony Holland Roselle, one each from Fountain and George, and a few from Asenath (who married Robert White in Jessamine County in 1826).

WILLIAM HOLLAND

Linda has a couple of posts investigating the William Holland who died in Harrison County, Kentucky in 1814, and concluding that he was most likely Anthony’s son William. I think that’s a good call. I have a DNA match in my Kentucky Holland cluster who is descended from Eliza Holland (who married Sebert Pate), daughter of William’s son Anthony.

William was married to an Amelia by the time he wrote his will, but I think it likely that this William is the same who married Ann Weyman in Montgomery County, Maryland in 1781. There are a number of William Hollands in Maryland in the 1790 census, but the one who best fits this William’s known children (2 males under 16 who could be Aaron and Anthony, 2 females who could be Mary and Rachel) is listed in Montgomery County—just a couple households away from Shadrach Penn. There are other Weymans/Waymans nearby. But even nearer—a few households above Shadrach Penn—is my William Moxley.

The only problem with this theory is that Linda has Aaron Holland listed as born in 1780, and according to his age range in some censuses he may have been born earlier than that. If that’s true, William must have had *another* marriage before Ann Weyman.

Regarding William’s daughter Rebecca, Linda’s post on his family says that he was married to a Mr. McCall. There is a Rebecca McCall living next to William’s son Anthony in the 1850 census, and McCalls living with Anthony and later his widow Elizabeth (Hogg) in the 1850 census and beyond. My understanding is that Elizabeth Hogg was married previously and Rebecca McCall is her daughter-in-law from her first marriage (that’s why she’s living with a Hogg in 1860). William Holland’s Rebecca married Thomas Barton. How do I know that? We’ll get to that in a moment.

RUTH HOLLAND

Ruth is listed as “Ruth Plummer” in Anthony’s will, but the identity of her husband was unknown.  Linda’s post on the siblings of Ephraim Holland mentions how George, Joseph, and William Plummer are in the 1800 Scott County tax list, and that William Plummer was still living in 1850 (with his son Philemon) and was born in Maryland and the right age to be Ruth Holland’s husband.  Ruth’s husband was actually Joseph Plummer, who may have been William’s brother.  I know this because….

HENRY HOLLAND

Henry turned out to be the key tying almost everything above together.  In Linda’s post about Ephraim Holland’s siblings she writes: “There is a Henry Holland in Washington County, Kentucky in 1810, but he is over 45 so too old to be this Henry.”  But in another post she discusses the 1783 will of John Scrivener witnessed by Anthony, Ephraim, and Henry Holland (which could support Henry being born no later than 1762, consistent with an age over 45 in 1810).  So I decided to dig into that Henry Holland further, and that really paid off.

Henry Holland is listed in the 1800 tax list for Washington County, and also in Washington County in the 1810 and 1820 census.  There is a younger male in his household in both censuses, but he must have died without issue, because I dug into the Washington County land and probate records on FamilySearch and (fortunately for us) there was a ton of information about heirs that would not have been there if he had had surviving children.

The Washington County probate records I’ve found don’t directly address Henry’s heirs. They indicate that Henry died around 1821 and his widow Ann died around 1824. The administrators of Henry’s estate were his widow and Richard Ray, and a lot of Rays are listed as purchasers in the record of his estate sale. This suggests that he might be the Henry Holland who married Nancy Ray in Anne Arundel County in 1784, and is listed in the 1790 census in Ann Arundel County. I don’t know if Ann is a second wife or Ann might be a middle name, but my hunch is that either Nancy and Ann are the same or Ann was maybe a sister of Nancy considering that she administered Henry’s estate together with Richard Ray. In the 1790 census Henry appears near some Rays and near some Warfields (one of the other witnesses to John Scrivener’s will was a Warfield).

The Washington County deed books, however, were far more helpful.  They have a number of deeds and powers of attorney from the 1820s by the heirs of Henry Holland to a Benedict Downs. One was an 1826 deed from Joseph and Ruth Plummer of Lincoln County, Missouri. Before that there was an 1824 power of attorney from Philemon Plummer of Daviess County, Kentucky, on behalf of his parents Joseph Plummer and Ruth Holland (explicitly stated) of Lincoln County, Missouri. It appears that Joseph and Ruth moved from Scott County to Ohio County, Kentucky (listed in the 1820 census and a couple of their children were married in Ohio County around this time) then moved to Missouri in the early 1820s. Based on Joseph’s census records it looks like Ruth was born in the 1770s and died between 1830 and 1840, while Joseph died between 1840 and 1850 (some trees list an 1839 date of death, but that was actually his son Joseph Jr.—who as it turns out was killed by Philemon Plummer). Note that both Joseph and Ruth and the William Plummer who Linda found had sons named Philemon. It looks like Joseph and William may have been brothers and had either a father or older brother named Philemon.

The next thing I found in the deed books was a power of attorney from Uriah Holland and Thomas and Rebecca Barton. These (Uriah and Rebecca) were children of Henry’s brother William d. 1814, discussed above. The Washington County records say they were of Pike County, Missouri—other records I’ve found for them are from Pike County, Illinois, but the counties border each other. So that explains what became of William Holland’s daughter Rebecca!

Next, there is a deed to Benedict Downs from Thomas H. Waters transferring the interest he had acquired in the lands of Henry Holland from Fountain Roszell, George Roszell, and Robert and Asenath White, heirs of Stephen Roszell (Anna Holland Roszell/Rossell was dead by this time).  Separately, I found a power of attorney from Anthony Roszell and Andrew and Elizabeth Slade, also heirs of Stephen Roszell, to Thomas H. Waters authorizing him to represent them in regard to their interest in Henry Holland’s estate.

There was one more discovery waiting for me in Washington County’s deed books.  And that related to….

ELIZABETH HOLLAND

Anthony’s daughter Elizabeth is listed as “Elizabeth Mosby” in his will.  However, Scott County, Kentucky had a courthouse fire in the 1830s so documents before that time are sparse. Practically all marriage records were lost and the land and probate records that exist were copied from fire-damaged documents, so there are lots of gaps and ellipses. I wondered whether it was possible that “Mosby” was a mistranscription of something else–like, say, “Moxley.”

So I returned to the Washington County land records and checked the deed index for surnames beginning with M to see if I could find any Mosbys or Moxleys there. Lo and behold, there was an instrument from William and Elizabeth Moxley of Montgomery County, Maryland to Thomas H Waters (the same man who was party to the documents involving the Rossell children), identifying Elizabeth as a sister of Henry Holland with a one-sixth interest in his estate. So at this point I consider my brick wall broken—my Elizabeth Holland was Anthony Holland’s daughter!

CONCLUDING THOUGHTS

I think the above provides solid evidence of who the husbands of Anthony Holland’s daughters Ruth, Anna, and Elizabeth were, and confirms what happened to his sons William and Henry.  One of the documents involving Joseph and Ruth Plummer appears to state that they had a one-fifth interest in Henry Holland’s estate, while the Moxley deed and one of the Rossell deeds refer to one-sixth interests.  Going by the majority, this suggests that by the time Henry Holland’s estate was administered he had six siblings who were still living or had living heirs.

Of Anthony’s (known or theorized) children, the ones not covered by the Washington County records pertaining to Henry Holland’s estate are Ephraim, Margaret, Francis, and George.  Margaret was still alive at the time and Ephraim is known to have had surviving children, and together with Ruth, Anna, Elizabeth, and William they account for the six siblings who were still living or left living heirs.  The two left over are George and Francis.  Most likely Francis died before Anthony (if he was Anthony’s son at all) and George not long afterward, but I think we can be fairly confident that neither left surviving children.

In the 1790 census Anthony Holland is listed in Ann Arundel County, next to Rebecca Scrivener (widow of John Scrivener whose will he witnessed). His household has 3 males over 16, 1 male under 16, and 3 females. Putting all the above together (and considering information in Linda’s other blog posts), here are my thoughts about his family:

William may have been the oldest son, as he married in 1781 if not earlier. Ephraim and Henry (who witnessed John Scrivener’s will together with Anthony) were probably next, and George was probably the youngest son (I’m guessing he). William and Henry were listed separately in the 1790 census, so my hunch is that Ephraim and Francis were Anthony’s sons over 16 living with him in 1790 (Francis probably dying by 1799), and George was the male under 16 (probably born about 1775-1777, so of age in 1799 when he was named as one of Anthony’s executors).

The three females listed in his household were most likely his wife and Ruth and Anna, as Anna was still a minor in 1799 and Ruth probably didn’t marry until the family moved to Scott County KY (I’ve found no Maryland marriage record for her and her children were probably born starting in late 1790s). Margaret was married to Shadrach Penn and Elizabeth to William Moxley by that time, and living near their brother William in Montgomery County.

Holland Family Facts – Anne Arundel County, MD in the 17th & 18th Centuries

Much like my husband’s elusive Larrison family, clues abound indicating family relationships among the Hollands who settled in Anne Arundel County, Maryland by the mid 1600s. Also like the Larrisons, there may not be any documentary evidence to prove certain relationships, but hypotheses can be developed.

This post is going to be slightly different than most of what I write. That’s because one of my favorite finds in search engines is a page where someone has compiled many facts related to one person or family, which is a huge help to other researchers.

NOTE: There were other Hollands early in Maryland in other counties, but the Hollands in this record collection were all residents of Anne Arundel County.

Since I’m not sure proof of parentage for Anthony Holland, which is my goal, exists, I have compiled marriage, probate and land facts about the earliest Hollands in Baltimore and then soon in Anne Arundel County, Maryland.

Many of Anthony Holland’s FAN club were Quakers, such as Mordecai Price. It isn’t known whether Anthony was also a Quaker.

The preferred Holland neighborhood in Anne Arundel County was Herring Creek Hundred, one of five hundreds (land areas) existing in 1707 and was the hundred sitting in the southernmost portion of the county.

1. Francis Holland transported himself, wife Mary, son Francis and Mary Blackwell to Anne Arundel County in 1661. He likely is Francis, next, with Margaret being a later wife.

2. Francis Holland Sr. wrote his will on 7 April 1683 and it was probated the following year on 12 August 1684. He named his wife, Margaret, son Francis Holland Jr. and daughter Margaret, who married Col. William Holland, most likely a cousin of some degree. Francis Sr. have 190 acres called Holland’s Hills surveyed on 7 August 1663. Francis Jr. inherited two lots in Herringtowne, described as part of the addition “Cortes Bennit and Hollands Hills.” Francis Jr. may not have been married at this time or else a newlywed because his father stipulated that the land should go to his daughter if Francis Jr. had no heirs.

3. Thomas Parsons wrote his will on 11 October 1683 and it was proved on 31 May 1684. He named daughter Isabel Holland, who was married to Anthony Holland.

4. George Holland was “in service” (indentured?) by 1674. He wrote his will on 19 February 1683 and it was proved on 22 June 1685. He left bequests to Thomas, son of John Larkin (300 acres of “Holland’s Delight” and to Otho Holland, the residue of his estate. Otho’s wife, Mehitable, was John Larkin’s daughter. Otho Holland sold 97 acres on Middle River in Anne Arundel County to John Skinner on 13 January 1684. (NOTE: My own observation is that this Holland group did not remain in Anne Arundel County and I don’t think that they were related to my Anthony Holland extended family. DNA evidence seems to support my observation.)

6. Anthony Holland, who reportedly was transported from Virginia to Maryland in 1650, wrote his will on 12 February 1702 and it was proved on 2 August 1703. He named (second) wife Isabel and two sets of children: sons John, Benjamin, Anthony, Thomas (16 years old on 20th January last), Richard (16 on 1 March 1703), daughter Elizabeth, wife of Richard Gott, Jacob (16 years old on 2 May 1706), Capele (16 on 10 June 1708), daughter Susanna (16 on 24 April 1710), Abraham (16 on 13 June 1714) and to Judith Deavour, no relationship stated, personalty.

7. Thomas and Elizabeth Woodfield (called Gott, daughter and heir of Anthony Holland, deceased) sold 100 acres of 580 total acres to Thomas Macnemara on 13 March 1717.

8. On 16 July 1724, Richard and Sarah Gott of Baltimore sold 120 acres for £8 to Jacob Holland.

9. Jacob Holland (born 2 May 1690) married Margaret Medkiff, daughter of John and Lydia. Jacob and Margaret had the following children: Lydia, born 8 September 1715 and married Gideon Howard about 1733, Benjamin, born 11 September 1718, Ruth, born 11 September 1718, Rebecca, born 4 May 1720. It is thought that my husband’s Anthony Holland who migrated to Kentucky was a younger, unrecorded child. It is also thought that Anthony’s first wife was Mary Howard, who he married c1759. This is a puzzle piece that fits, but can’t be proven as fact.

10. Rebeckah Holland married Oliver Cherry on 5 July 1718. She was likely born in the 1690s, but her parentage is unknown and no further information has been found about this couple.

LAND ENTRIES

1. Locust Neck, undated, surveyed for Mordecai Price. Possessors: Mordecai Price, 116 acres, Mordecai Price, 18 acres held by him in right for Anthony Holland’s orphan. Conveyances: 4 March 1714 Jacob Holland from John Holland

2. Carter, surveyed 28 October 1651 for Richard Bennett near Herring Creek Bay. Possessor: Col. William Holland, 100 acres, in right of his wife, the sister of Francis Holland the son) Conveyance: 28 September 1719, William and Margaret Holland to Francis Holland Jr.

3. Bennetts Island, on Herring Creek Bay, surveyed 28 October 1651 for Richard Bennett. Possessor: Col. William Holland, 275 acres, in right of his wife the sister of Francis Holland. Conveyance: William and Margaret Holland to Francis Holland Jr. on 28 September 1719.

4. Ram Gott Swamp, on the north side of Herring Creek, was surveyed on 18 November 1659. At a later time (undated) owners included Richard Gott (300 acres), John Cheshire (200 acres) Samuel Harison (33 acres) and Mordicay Price (100 acres).

5. Greenwood, on the north side of Broad Creek running out of Herring Creek, surveyed on 12 July 1663, included later owners: Benjamin Capell (100 acres), Mordecai Rice (sic) (50 acres for Anthony Holland’s orphans). On 29 December 1721, Capel Holland sold land to Jacob Holland and on 31 January 1722, Jacob Holland sold the land to Samuel Chew.

6. Hollands Hills, surveyed 7 August 1663 for Francis Holland on westward of Herring Creek Bay near land of Carter Bennett.

7.Souldier Delight, 100 acres) was surveyed on 28 December 1670 for Lionel Pawly. Possessor (undated): Col. William Holland

8. Addition, 95 acres surveyed 6 March 1671 for Francis Holland. Possessor: Col. William Holland, in right of his wife the sister of Francis, son of the said Francis Holland. Coneyance: William and Margaret Holland to Francis Holland Jr. 28 September 1719.

9. Hollands Range, 120 acres, surveyed 12 July 1677 for Anthony Holland in Herring Creek Swamp. Possessor: Benjamin Holland Conveyances: John Holland to Jacob Holland, 4 March 1714, no quantity stated; Benjamin Holland to Samuel Guychard, 1 April 1717, 100 acres.

10. Hollands Addition, 47 acres, surveyed for Francis Holland lying near Herring Creek on 16 October 1687. Possessor: Col. William Holland, in right for his wife, sister of Francis Holland, the son).

There you have it, the facts connecting various Hollands who settled in Anne Arundel County, Maryland by the 1650s. Was the earliest Anthony related in any way to Francis Holland or was it mere coincidence that they both settled on Herring Creek? Y-DNA would settle that question, so patience may be a necessary virtue.

 

More Bread Crumbs on the Anthony Holland Trail

Multiple Anthony Hollands have muddied the waters as I have tried to determine whether there was one generation or two between Anthony who left a will in 1702 in Anne Arundel County, Maryland and Anthony Holland who died in 1799 in Scott County, Kentucky.

Part of the problem is a lack of fixed birth years for either man. The senior Anthony patented land in 1670, so it is safe to assume that he was at least 21 years old at the time so born no later than 1649. Anthony could have been quite a bit older, but likely was not, given that birth estimates for children by his first wife are in the 1670s.

The biggest difficulty, though, is not with when this Anthony was born, but when my husband’s Anthony was born. I found a few crumbs in Anne Arundel County land deeds that have added new details to my knowledge of this family.

My research goal right now is to identify the parents of Anthony Holland who migrated to Kentucky. I would also love to determine whether my husband Dave’s Anthony was the grandson or great grandson of the first Anthony.

First, here is a recap of the first Anthony’s children, the first four by his first (unknown) wife, the others were children of Isabella Parsons, his second wife:

Eliza, born about 1672; married to Richard Gott, about 1691, based on the birth of son Richard on 2 May 1692
John
, born about 1674; married Ann Spicer, 11 December 1701, Anne Arundel County, MD
Benjamin, born about 1676; married Mary Wilson, 6 January 1703, Anne Arundel County, MD
Anthony, born about 1678; died after his father’s 1702 will

Thomas, born 20 January 1686; married Margaret Waters, 3 April 1712, Anne Arundel County, MD; recorded Quaker marriage
Richard, born 1 March 1687; died after his father’s 1702 will. No marriage record has been found for him and he is not mentioned in Benjamin Capell’s 1711 will.
Jacob, born 2 May 1690; married Margaret Medcalf, 11 Nov 1714, Anne Arundel County, MD
Capell, born 10 June 1692; married Katherine Eldridge, 27 May 1718, Anne Arundel County, MD
Susanna, born 24 April 1694; died after 20 August 1711, when Benjamin Capell’s will was probated and she was mentioned, unmarried at that time;  possibly the Susanna who married John Sunderland, 9 September 1731, Anne Arundel County, MD
Abraham, born 13 June 1698; died after his father’s 1702 will, but probably before April 1715.

Next, I am going to focus just on the sons, but knowing the daughters is important because of land deeds that have been found. We have:

John – had one known son, William plus several daughters
Benjamin – left no descendants and his brother, Jacob, inherited his estate
Anthony – named in a few land deeds in the 1730s and 1740s, but left no will. Wife and children are unknown.

Thomas – no known sons, one known daughter
Richard – apparently lost at sea years before; see deed abstract under Abraham
Jacob – no known sons, two known daughters
Capelltwo known sons from land records, Abraham and William
Abraham – died young with proof found in this abstract:

AnthonyHollandHeirsLandDeed1714Pg114Crop

DeedCrop2

Now, the list of possibilities to connect Anthony the first with my husband’s Anthony can be narrowed down even more, assuming that there are no identified sons lurking in the background.

The new scaled back list consists only of John (son William), Anthony (unknown children) and Capell (sons Abraham and William). It doesn’t look like any of the Holland brothers named a son Anthony, so I am going to assume for the moment that Anthony survived and had an unidentified family.

This Anthony is also going to be the focus of my research in the hopes that I can determine if he lived a long life or died young without issue. The most tantalizing bits of information I have uncovered are the will of John Scrivener written in 1783 and probated in 1789 and one entry in the Anne Arundel rent roll records. First – the rent roll:

RentRolls1677
Anne Arundel Rent Roll

Notice that there was a conveyance and re-survey from Anthony Holland and wife AND John Scrivener and wife to John Wilmot, Jr. on 12 December 1707. This can only be the 1703 Anthony’s son. There is a further entry again from Anthony Holland and wife AND John Scrivener and wife dated 12 Oct 1764.

The Maryland State Archives helped with the details:

John Scrivener, schoolmaster, of AA Co., in 1764 conveyed to Anthony Holland 39 acres of Disappointment (part of Brown’s Enlargement) and 4 acres of Brown’s Enlargement ({AALR BB#3:278). In 1764, his wife Rebecca joined him, and Anthony Holland and wife Mary, in selling 264 acres of Harness’ Range to John Wilmot (AALR BB#3:335).

NOTE: I found a mention in a book about Anne Arundel County that one Anthony Holland might have married a Mary Howard, daughter of Gideon Howard.

Further –

In 1783 John Scrivener was listed as owning 125 a., pt. Birkheads Advise, in Lyons Creek Hundred (1783 AL:3). He was also listed as owning 183 a., part Disappointment, and 6 a. Brown’s Enlargement, in Upper Fork & Bear Ground Hundred:5 (1783 AL).

Here is the will of John Scrivener, written in 1783 and probated in 1789:

JohnScrivenerWill1783Pg1

JohnScrivenerWill1783Pg2

John Scrivener’s Will, 1783

This will is important because it places the births of both Ephraim and John Holland no later than 1762 and possibly a bit earlier. Ephraim was listed above Henry, so perhaps we can assume he was older and born no later than about 1760.

This, in turn, would place the middle Anthony’s year of birth no later than about 1735 and possibly quite a bit earlier. I am thinking right now that these three Anthonys were grandfather, father and son, but it still needs to be proven.

It is also very important because not one, but three Hollands witnessed this will. My question is whether the three men of legal majority were just handy as nearby neighbors or if there was a familial relationship there. It is possible that Ephraim or Henry Howard married a Scrivener or that the two families were just very good friends.

The fourth witness was Vachel Warfield. John Scrivener’s daughter, Elizabeth, married Absolem Warfield.

Lastly, I found two land deeds, one for Joseph Nicholson dated 1738 that mentioned his property was bounded by that of Anthony Holland. The second deed was for Nathan Todd, dated 1745, that also mentioned Anthony Holland as owning a bordering property.

There is one more clue. In 1791, preparing to migrate to Kentucky, Anthony Holland sold off his land, which included property called Far Enough, but re-surveyed and now the whole called Brown’s Enlargement.

AnthonyHollandBrownsEnlargementCrop
Portion of the 1791 Land Deed

Did Anthony Holland who went to Kentucky buy up the rest of Brown’s Enlargement from John Scrivener’s sons, William, Benjamin and John, who inherited the property after the death of their mother?

I still have no firm answers. This puzzle will take more rounds of intensive research, but at this moment, my belief that Anthony 1, 2 and 3 are three consecutive direct generations is getting stronger.