Some Virginia Winn families: a Holland connection

I’ve been organizing my files, a project I undertake whenever I’m overcome by guilt re: the mess I will leave behind if I’m hit by a bus. I persevere at this Sisyphean task until something mercifully diverts me.

Sorting through random paper yesterday, I ran across information I had collected on a colonial Holland family of Goochland, Hanover, and Amelia Counties, Virginia. My cryptic and somewhat snarky note about them implied that Winn researchers had not noticed the connection between these Hollands and the well-known Winn families of Hanover/Amelia/Lunenburg. I penned that note a couple of decades ago and it is probably no longer true, if it ever was. But it got me out of organizing my files to write this post, for which I am grateful.

The Winn context here is provided by Richard and Phoebe Wilkes Pledger Winn of Hanover County, Virginia. Richard’s family of origin is the subject of much speculation but no apparent evidence. He died about 1750. There is no extant will for him in Hanover, although he probably had one.[1] He did, however, own land and enslaved people located in Amelia which provided an essential link to establishing Richard and Phoebe’s family. Five children — there might be others — are established by excellent circumstantial evidence. I consider them all proved, although you might disagree.[2] I described the evidence in this article, so you may judge for yourself:

Here is a refresher on Richard and Phoebe’s five proved children, birth order unknown, just in case you’re new to them or have forgotten:

  1. Col. John Winn of Amelia County, whose wife was Susannah Irby, daughter of Charles Irby Senior. Col. John died in Amelia in 1781, leaving a will naming his children Richard, Jane, Charles, John, and Susannah.[3]
  1. Col. Thomas Winn of Lunenburg County, who was married twice. His first wife is usually identified as a Miss Bannister, although the only evidence I know is that the couple named a son Bannister Winn. Col. Thomas’s second wife and widow was Sarah, a genuine character who was almost certainly née Bacon.[4] Col. Thomas died in Lunenburg, also in 1781. His eleven children — including which ones were Miss Bannister’s and which were Sarah’s — are conclusively proved by a fabulous chancery lawsuit in Lunenburg.[5] I explained the lawsuit in this article.
  1. Daniel Winn, also of Lunenburg. His wife was probably Sarah Tench, about whom I know nothing except that she was a daughter of Henry Tench. Daniel died in Lunenburg in 1799 leaving nine sons and one daughter. His will named only his son Joseph, although his other children are established by gift deeds and a web of other convincing evidence.[6] His children are identified and the evidence concerning them described in this post.
  1. Susanna Winn, who married John Irby (also a child of Charles Irby Sr.) in Amelia in 1757. John Irby died in 1763, and his will identifies their young children as Charles, Lucey, and John Irby.[7] Susannah and two of the Irby children witnessed her brother Col. Thomas’s Lunenburg will.
  1. Phoebe Winn. And here, at last, is the Winn-Holland connection. Phoebe’s husband was Michael Holland Jr., son of Michael Holland Sr. of Hanover and Goochland Counties. Michael Jr. died in Amelia County in late 1762 or early 1763. Their only proved children were Joseph and Mary Holland. Both were established by a deposition concerning Michael’s estate.[8] Joseph is also proved in a deed in which he sold some of his father’s land. His mother Phoebe, identified as such in the deed, released her dower interest.[9]

And with that, I will add a brief chart for the family of Michael Holland Sr. of Hanover and Goochland, along with a few notes which (I hope) will help you track these guys if you wish.

See you on down the road.

Robin

1 Michael Holland Sr., wife Judith _______. They apparently lived in Hanover, although a will was probated in Goochland.[10] He amassed an enormous amount of land in Louisa, Goochland, and Hanover Counties, much of it on Licking Hole or Lickinghole Swamp or Creek. He died in early 1746/47.

2 John Holland, inherited 800 acres on Lickinghole. Died in 1773. Wife Martha _______. Seven children are named in his Goochland will.[11]

3 John Holland, b. by Oct 1746

3 Judith Holland Parish

3 Hezekiah Holland

3 Martha Holland Graves

3 Nathaniel Holland, inherited land on Little Bird Cr. in Goochland.

3 Lucy Holland

3 Alice Holland Nash

2 Michael Holland Jr., inherited 400 acres in Louisa Co. Born about 1695. Was in Goochland Co. in Aug 1752 when he bought 865 acres from Philip Pledger. Was in Nottoway Parish, Amelia Co., by 28 Mar 1755, when he sold some of that tract. Died in the 4th quarter of 1762 in Amelia County. His wife was Phoebe Winn, sister of Col. John of Amelia, Col. Thomas of Lunenburg, Daniel Winn of Lunenburg, and Susannah Winn Irby of Amelia.

3 Joseph Holland

3 Mary Holland

2 Elizabeth Holland m. Pouncy Anderson; he inherited several tracts from his father-in-law.

2 Richard Holland, inherited a plantation in Louisa Co. and “Meridith’s Branch” in Henrico, where he lived as of Oct 1746, probably 500 acres and 450 acres, respectively.

2 George Holland, inherited 700 acres in Louisa Co., plus another 650 acres, location uncertain. Wife Sarah Ford, daughter of William Ford. Michael Sr. had to leave this large legacy to George Holland to assure that Mr. Ford would give Sarah a legacy.

2 Judith Holland m. Henry Martin, inherited 520 acres on Lickinghole plus 50 acres in Hanover a half-mile below the plantation where Michael Holland Sr. lived.

2 Anne Holland, under age in Oct 1746.

2 Susannah Holland, under age in Oct 1746.

2 Mercy Holland, under age in Oct 1746.

                  [1] There are few Hanover Co. records prior to 1865.

                  [2] Professional genealogical proof standards are relaxed somewhat when burned records result in the loss of primary conclusive evidence, such as Hanover County wills.

                  [3] Amelia Co., VA Will Book 2: 360. Will of John Winn of Amelia County dated 3 Mar 1780, proved 25 Jan 1781. Daughter Susanna when she reaches age 18 or marries, 7 slaves of equal value to those given daughter Jane Epes before her marriage. Son Richard Winn, 2 years after my death, 2 slaves (for support of wife until delivery). Wife Susanna, possession of dwelling house and sufficient maintenance out of my estate. Sons John and Charles Winn, remainder of my estate divided equally 1 year after death. Wife Susanna Winn, executrix, and Truman Epes and Charles Winn, executors. Witnesses: Giles Nance, John Irby, William Gooch, Elisha Winn, Joseph Winn, and Jane Epes. Charles and John qualified as executors.

            [4] Lunenburg Co., VA Deed Book 25: 82, agreement dated 16 Mar 1820 between Edmund Winn (son and executor of Col. Thomas), Sarah Winn (Col. Thomas’s widow), and John Winn Jr. providing that Edmund would build a house for John Jr. on land where Edmund lives. The land belonged to Edmund’s mother Sarah for her lifetime, then descended to Bannister Winn, a son of Col. Thomas. However, John Jr. had bought the remainder interest in the land from Bannister Winn’s heirs. Edmund and his mother Sarah agreed not to deprive John Jr. of use of a certain part of the said tract. Edmund was expressly not bound for his mother’s conduct, only his own. I’m not sure who “John Jr.” is, probably either the son of John Winn m. Ann Stone or the son of Daniel.

            [5] Col. Thomas Winn’s children by his first wife were Mourning, Elizabeth, Thomas, Richard, William, Bannister, and John Winn (who predeceased his father). His children by Sarah Bacon were Keturah, Henrietta Maria (AKA Marie), Edmund, and Washington.

                  [6] Lunenburg Co., VA Will Book 4: 264, will of Daniel Winn dated 23 Apr 1789, proved 14 Feb 1799. After payment of debts, remaining estate to son Joseph, other children already provided for. Daniel’s children were Marticia (wife of Cornelius Crenshaw Jr.), Joseph, John, Thomas, Elisha, Alexander, Orsamus, William, James, and Galanus.

            [7] Amelia Co., VA Will Book 2X: 45, will of John Irby dated 28 Jan and proved 27 Oct 1763. Witnesses Thomas Wilkinson, William Fitzgerald, Mary Irby, and Henrietta Maria Irby. Executors Susannah Irby, “her brother John Winn,” and my brother Charles Irby. Wife Susanna Irby, 15 slaves and personal estate until the eldest child is 21 or wife remarries, then an equal division between my wife and children Charles Irby, Lucey Irby, and John Irby. Sons John and Charles, 560-acre tract where I live divided equally when son Charles comes of age or marries. Wife to have manor house and 1/3rd of land for life.

            [8] The deposition suggests that Michael Holland may have had more than two children, although I can only prove two.Amelia Co., VA Deed Book 8: 314, deposition signed 3 Jan 1764 by John Nance repeating Michael Holland’s stated intent to give his daughter Mary two enslaved women and his son Joseph two enslaved men, and identifying Michael Holland’s wife’s brother as Mr. Winn. Holland also said his family was so large that he “wished his children could go for themselves.”

                  [9] Amelia Co., VA Deed Book 9: 105, deed dated 26 Feb 1767 from Joseph Holland of Nottoway Parish, Amelia, to Charles Irby, same, 118 acres in Raleigh Parish adjacent Winn’s line et al. Phoebe, the mother of Joseph Holland, released dower.

            [10] Michael Sr.’s Hanover will, if any, is probably lost. Benjamin B. Weisiger, III, Goochland County, Virginia Wills and Deeds 1742-1749 (Richmond: 1984) 222, will of Michael Holland dated 10 Oct 1746, proved 17 Mar 1746/47. Wife Judith, 800 acres in Louisa County and 800 acres on Lickinghole Cr. Son John Holland, 800 acres on Lickinghole. Son Michael, 400 acres in Louisa bought from Craddock. Son-in-law Pouncy Anderson, 900 acres on Lickinghole and 200A bought from William Owen and other land. Son Richard, the plantation in Louisa County and “Meridith’s Branch” in Henrico where he now lives, 500 acres and 450 acres. Son George, 700 acres in Louisa County and other land. Son-in-law Henry Martin, 520 acres on Lickinghole plus 50 acres in Hanover, 1/2 mile below the plantation where Michael Sr. lived. Daughters Anne, Susannah and Mercy when of age or married. Daughters Elizabeth Anderson and Judith Martin. Grandson John Holland, the son of John, 500 acres in Orange County.  Executors Henry Martin, Pouncy Anderson and Richard Holland. Witness John Martin, John Parrish, John Sandland.

            [11] Goochland Deed & Will Book 10: 378, will of John Holland dated 7 Jun and proved Sep 1773. Wife Martha. Children John Holland, Judith Parish, Hezikiah Holland (female), Martha Graves, Nathaniel Holland, Lucy Holland, and Alice Nash. Son Nathaniel inherited land on Little Bird Cr.

 

QUERY: (1) WHO WAS JOHN WINN d. AMELIA COUNTY 1781 and (2) WAS HE RELATED TO THE LUNENBURG WINNS?

— ANONYMOUS

Hooray! A query via email …

Answer #1: the circumstantial evidence is that Lt. Col. John Winn of Amelia County, Virginia (hereafter “Col. John”)[1] was a son of Richard Winn of Hanover County. Richard’s wife and perhaps John’s mother was Phebe, widow of a Mr. Pledger.

Answer #2: Yes, Amelia John was related to the Winn families of Lunenburg County.

Well. I suppose an explanation and some evidence is in order. Alternatively, we could avoid a lot of footnotes if readers would just accept my version of the facts as readily as people accept unsourced family trees on Ancestry.

No?

I thought not.

For Answer #1, we need to look at records involving Richard Winn of Hanover County. They establish that (1) Richard married Phebe ___ Pledger,[2] (2) he owned land in Amelia County, (3) he didn’t live in Amelia but paid taxes on some enslaved people there, and (4) Col. John subsequently acquired Richard’s tract and the enslaved people, evidently via inheritance.

(1) A 1733 Hanover County lease and release proves Richard Winn’s wife was Phebe, the widow of a Mr. Pledger.[3] We don’t know when Richard and Phebe married, so we can’t be certain that Phebe was the mother of Richard’s children.

(2) In 1744, Richard Winn of Hanover County bought 388 acres in Amelia County in the fork below the Little Nottoway River and Lazaritta Creek.[4] Richard had tithable (taxable) people on that tract in at least 1746, 1748, and 1749, even though he didn’t live in Amelia.[5] In 1749, John Wilke or Wilkes, perhaps Richard’s overseer, was one of his taxables. The two other taxable people with Wilkes were enslaved persons named Harry and Flowrey? The latter name is difficult to read on the film. Turns out it is “Flora,” perhaps pronounced “Flory,” see item (3).

(3) In 1751, the Amelia tax list includes an entry for John (rather than Richard) Winn, with taxables Joseph Wilkes, Harry, Flora, and Jean. Col. John Winn had apparently acquired the tract along with the enslaved people from Richard. There is no Amelia deed for any such purchase. That raises the inference that Col. John acquired the tract and enslaved people via inheritance. Records in Hanover are largely lost, so there is probably no will to be found there.

However, there is other evidence linking Col. John to Hanover. His eldest son Richard Winn[6]  was a Revolutionary War soldier whose widow Jane Pincham Winn applied for a pension for his service. Her application file includes the information that Richard’s father was Col. John Winn (identified by that title) who was born in Hanover County, Virginia.[7]

Other facts for the record … Col. John married Susanna Irby, daughter of Charles Irby Sr., in 1754.[8] John was probably born in the early 1720s and died in January 1781.[9] Col. John’s sister Susanna Winn married John Irby (Susanna Irby Winn’s brother) in 1757.[10] Are we dizzy yet? John and Susannah Winn Irby had children named Charles, Lucey, and John. Another sister, Phebe Winn, was the wife of Michael Holland.[11] The Winns and Irbys of Amelia County played a significant role in proving the Amelia-Lunenburg Winn family connection.

Which brings is to Answer #2, Col. John’s relationship to the Lunenburg Winn families.

The Winn DNA project results table does not include a group identified as descendants of Col. John Winn of Amelia. However, there is a group  designated “Richard Winn … m. Phebe Pledger, Hanover Co. VA.” If you accept that Col. John was a son of Richard of Hanover  with wife Phebe, then the Y-DNA evidence will convince you that Col. John shared a common Winn ancestor with Col. Thomas Winn, Daniel Winn, and John Winn (wife Ann Stone), all of Lunenburg.

Of course, Y-DNA doesn’t identify the nature of their relationships. However, there is compelling circumstantial paper evidence that Col. John of Amelia and Col. Thomas of Lunenburg were brothers. The evidence that Daniel Winn of Lunenberg was another brother is also convincing. I identify five people as children of Richard and (perhaps) Phebe Pledger Winn of Hanover, not necessarily in birth order:

Col. John Winn of Amelia (wife Susanna Irby, daughter of Charles Irby Sr.)

Col. Thomas Winn of Lunenburg (two wives, possibly Miss Bannister and perhaps Sarah Bacon)

Susanna Winn of Amelia (husband John Irby, son of Charles Irby Sr.)

Phebe Winn of Amelia (husband Michael Holland)

Daniel Winn of Lunenburg (wife Sarah, possibly Sarah Tench)

The key to the family relationship between Col. John and  Col. Thomas is Thomas’s Lunenburg will.[12]

Most importantly, Thomas named John Winn of Amelia (expressly described as “of Amelia”) an executor along with his wife Sarah, son William, and Lyddal Bacon. IMO, that is sufficient evidence standing alone that Col. Thomas and Col. John were siblings. The most loved, trusted, and capable members of the testator’s family were usually designated executors. Further, an out-of-county executor was not the norm, because he would necessarily have to travel to administer the estate. Col. Thomas surely named John of Amelia executor out of affection without any expectation that he would perform estate administration duties.

The witnesses to Col. Thomas’s will, who are traditionally also close family members, provide additional evidence that he and Col. John were siblings. Here are the people who witnessed Col. Thomas’s will:

… Members of the Amelia County Irby family, including Susannah Irby, Charles Irby, and Lucy Irby. Susannah was Susannah Winn Irby, proved sister of Col. John. Charles and Lucy Irby were Susannah’s children.[13] Keep in mind that the Irbys had to make a trip across the Nottoway to witness Col. Thomas’s will. One had to witness the will when and where the testator executed it.

… the Winn witnesses were John Winn Jr. and John Winn. As you know if you follow this blog, Lunenburg was awash with Winns named John. That means my opinion is ripe for second-guessing. Because Col. John Winn of Amelia was named executor, I believe that he and his son John Jr. were witnesses.[14]

I have saved the low-hanging (read: easy) fruit for last. Namely, whether Daniel Winn was also a sibling of Col. John, Col. Thomas, Susanna Winn Irby, and Phebe Winn Holland. I will refrain from reciting the many connections between Col. Thomas and Daniel in the Lunenburg deed records. Instead, I offer the following two items.

Naomi Giles Chadwick’s book, Winn – Daniel and His 9 Sons, states without any citation to county records that Col. Thomas testified in a deposition that Joseph Winn, son of Daniel, was his nephew. I haven’t found that deposition. If true, then Daniel Winn and Col. Thomas Winn were brothers.

There is one more will “factoid.” Joseph Winn and Elisha Winn, sons of Daniel Winn, witnessed Col. John Winn’s Amelia County will. All of the other witnesses (with the possible exception of Giles Nance) were Col. John’s close relatives. And, of course, Joseph and Elisha made the trip across the Nottoway to witness their Uncle John’s will.

With that, I’ll move on. More Winns are tugging at my sleeve.

See you on down the road.

Robin

[1] John Winn was commissioned a Lt. Col. in the Amelia County militia on 23 May 1771. Lloyd Bockstruck, Virginia’s Colonial Soldiers (Baltimore: Genealogical Publishing Co., 1988). My Air Force Academy graduate husband tells me that a Lieutenant Colonel is addressed as Colonel. I am doing that in this article.

[2] I am glossing over Phebe Winn’s maiden name in order to avoid a sidetrack into lengthy proof. I believe she was née Wilkes.

[3] Rosalie Edith Davis, Hanover County, Virginia Court Records 1733-1735: Deeds, Wills and Inventories (1979) 13-14, lease and release from Richard Winn and wife Phebe of Hanover to John Winn, 517 acres with a plantation on Chickahominy Swamp.

[4] Amelia Co., VA Deed Book 2: 82-83, lease and release from Stith Hardaway to Richard Winn of Hanover, 388 acres. The tract was then in Amelia but is now in Nottoway County, about 6 miles north of Effing Creek/Falls Creek/Hounds Creek where the Lunenburg Winns lived.

[5] FHL Film #1,902,616 has Amelia County tax lists including those for 1746, 1748, 1749, and 1751. Two of the tax lists identify his property as “Richard Winn list” or “Richard Wyn’s Quarter,” which means the taxpayer didn’t reside in the county.

[6] Amelia Co., VA Deed Book 15: 6, deed dated 24 Sep 1778 from John Winn of Amelia to his son Richard of same, for love and affection, 400 acres on the south side of John Winn’s mill pond, part of the tract belonging to the late Col. Irby adjacent John Winn and Charles Irby.

[7] Virgil D. White, Genealogical Abstracts of Revolutionary War Pension Files Vol. 4 (Waynesboro, TN: National Historical Publishing Co., 1992). Revolutionary War pension application No. W.6558 by Jane Pincham Winn, widow of Richard Winn, Virginia Line. View it here.. If it is correct that Col. John Winn was born in Hanover rather than a predecessor county, then he was born during or after 1721. Hanover was established in 1721 from part of New Kent County.

[8] My notes indicate that, years ago, Ann Avery Hunter somewhere (!?!) cited the accession number at the Virginia Archives for the marriage bond of John Winn and Susanna Irby, daughter of Charles Irby Sr. The bond was dated 4 Apr 1754. I cannot locate the accession number, nor can I recall where I found the reference. I nevertheless trust Ms. Hunter and my woefully incomplete notes on this fact.

[9] For Col. John’s birth date, see Note 7 saying that he was born in Hanover County. I estimated he was born after 1721 when Hanover was created but during the 1720s because he married in 1754, see Note 8. Colonial men (in my observation) typically married about age 25. His will was proved in January 1781, probably very soon after he died as was the norm. See Note 14.

[10] Amelia Co., VA Will Book 2X: 45, will of John Irby dated and proved in 1763. Executors wife Susannah Irby, “her brother John Winn,” and brother Charles Irby. Children Charles Irby, Lucey Irby, and John Irby. See also Kathleen Booth Williams, Marriages of Amelia County, Virginia 1735-1815 (Baltimore: Genealogical Publishing Co., Inc., 1978, originally published Alexandria, VA, 1961), John Irby and Susanna Wynne married 29 Jan 1757, surety John Wynn.

[11] Amelia Co., VA Deed Book 8: 314, deposition of John Nance re Michael Holland’s gift of enslaved people to his children Mary and Joseph. Nance testified that Michael Holland’s wife (unnamed) wanted the gift recorded and asked Nance to have her “brother Winn” take care of it. Nance’s testimony proves only that Mrs. Holland was née Winn. However, Susannah Irby, a proved sister of Col. John, also testified on the gift issue. Id. at 315. Finally, Mrs. Holland’s given name was Phebe. Amelia Deed Book 14: 1774 deed from Pheby Holland, widow of Michael Holland, and his son Joseph and wife Mary to Medkip Tomson of Amelia. That combination of facts convinced me that Phebe Holland was Col. John’s sister.

[12] Lunenburg Will Book 3: 75, FamilySearch.org film #32,380, will of Thomas Winn dated 18 Sep 1779, proved 12 Apr 1781. Thomas named six of his eleven children in his will, see the  article about a chancery suit identifying all of his children.

[13] See Note 10.

[14] Col. John Winn had sons Richard, John, and Charles, and a daughter Jane Winn Epes. Amelia Co., VA Will Book 2: 360, will of Col. John Winn dated Mar 1780, proved Jan 1781. He named his wife Susanna (née Irby, daughter of Charles Irby Sr. and wife Susanna), sons Richard, John, and Charles, and daughter Jane Winn Epes. Executors were his wife, Truman Epes, and Charles Winn. Truman Epes was John’s son-in-law. Witnesses were Giles Nance, John Irby, William Gooch, Elisha Winn, Joseph Winn, and Jane Epes. I have long suspected that John Nance or Giles Nance married a Winn, but cannot prove it. John Irby’s wife was Susanna Winn Irby, sister of Col. John. William Gooch married Henrietta Maria Irby in Nov. 1769; Charles Irby testified that Henrietta was 21 and the daughter of Charles Irby Sr. Kathleen Booth Williams, Marriages of Amelia County, Virginia 1735-1815 (Baltimore: Genealogical Publishing Co., Inc., 1978, originally published Alexandria, VA, 1961).