Clearly there are several places for confusion of even documentation concerning O'Bryans (Bryans)

I have these five Eleanors:

ELEANOR BRYANT (BRYAN, etc)

1. Eleanor d/o Henry Bryan of William (see will proved 3 Feb, 1763)
MARYLAND PROBATE RECORDS, CALENDAR OF WILLS, VOL 12, 1759-1764. p. 176, FTM CD 206
Bryan, Henry, St. Mary's Co. 17 Jul, 1761 3 Feb, 1763
Wife Monica Bryan, land which I bought of Henry Miles; at her decease to dau. Eleanor Bryan.
To dau. Eleanor Bryan, land lying in and near Beaver Dam Mannor; if she dies without issue, to my 2 bros. Ignatius and John Bryan.
Dau.-in-law Monica Shirecliff.
To son-in-law Thomas Shircliff, all my pt. of land, Green's Plot, 17 A., provided he will pay dau. Eleanor Bryan, 6 lbs. and 12 s. sterl. in 2 years. To bro. Ignatius Bryan, some clothing.
Extx. wife.
Wit: Robert Cole, Robert and Peter Mattingly. 31.867

This Eleanor is not married by Jul 1761 so she can not be wife of Samuel or mother to his children.
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2. Eleanor who married Philip Miles
NSDAR Patriot Index
MILES , Philip
Birth: MD Circa 1730
Rank: PS
Service: MD
Death: KY Before (ante) 10 Feb 1789
Patriot Pensioned: No
Widow Pensioned: No
Children Pensioned: No
Heirs Pensioned: No
Spouse: (1) Eleanor O'Bryan

NELSON COUNTY, KENTUCKY WILLS AND ESTATES 1785-1807,Charles M. Franklin,1985, Heritage House, Indianapolis, IN, p. 42
Lists Philip Miles as having a court record in Book A p. 616 Nelson County, Kentucky that indicated he is deceased. The record is not included in the book by Franklin listed above. JB

"Settlement for Philip Mills decd. 8 Feb., 1802-widow's dower to Ellanor Miles" source ABSTRACTS OF NELSON CO,WILLS 1785-1820 by Nelson Co. Hist. Soc. From Linda Anderson June 11, 2002.

Abstracts of Wills, 1785-1820, Nelson Co., Kentucky, publ. by Nelson Co.,Genealogical Society, Bardstown, no date,p. 23, Will Book

A, p. 616, 8 Feb., 1802. Settlement of the accounts of Philip Miles decd., by Michael Campbell and Atkinson Hill. Widow's dower to Ellanor Miles. Total £459/92/3. Courtesy Bob Moore

This source has no support that Eleanor (who married Philip) is an OBryan? What was the orginal DAR source?
If so, she might be daughter of Henry. (See will below).
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3. Eleanor d/o Matthias O'Brien and prob. Eliza.
O'BRYAN ELEANOR, dau. of Mathias, born 5, November 1666
O'BRYAN ELIZABETH, wife of Mathias, died 6th May 1670.
O'BRYAN WILLIAM, son of Mathias & Magdalen of Mattawoman, b.Mar.6,1672.

Obryan, Ellinor, surviving heir of Matthias Obryan. Indendure (Indenture?), 10 Aug 1703, to Mary Connell, wife of Dennis Connell, for love and affection, then to William, Elizabeth, Mary and Angellica Connell, children of Mary Connell. Two tracts, Fernes on the s. side of Mattawoman, cont. 300 acres and Howland, 200 acres." (Edward Ronsheim's book, Title?.)

"Byrn, James and Elizabeth his wife and William Connell (planter), conveyed on 27 April 1714, a parcel of land formerly conveyed from Eleanor Obryan, dec'd to Mary Connell, mother of William Connell and Elizabeht Byrn; two tracts: Freshes nr. head of Mattawoman Creek cont. 300 acres; also Clahammond cont. 200 acres."

If I read this right, Eleanor is the surviving heir 1703, and she is unmarried and dec'd by 1714? , then this Eleanor, Mathias Obrien and William can't be related to my Eleanor Abell and the assumption that follows on the link posted:
"594. Philip O'Bryan He was the son of 1188. Mathias O'Bryan." can't be correct unless there is other evidence of another child who married, died and had children before 1703. Matthias' son William must not have survived with heirs. So it is probably NOT the same William Brian below:
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4. Eleanor d/o William Brian supposedly of Brian O'Bryan. I have nothing to tie any children or a wife to Brian O'Bryan.

WILLIAM BRIAN
The Maryland Calendar Of Wills Compiled And Edited By Jane Baldwin (Jane Baldwin Cotton) Wills From 1738 To 1743 Volume VIII. Family LinePublications Westminster, Maryland 1988; p. 43 Brian, William, St Mary's Co., 21st Sept., 1734; 7th Aug., 1739.
To son Henry, ex., and hrs., the part of dwelling plantation "WilliamsIndeavor" lying on S. side of freshet leading into Brittans Bay, also that part of "Locust Thicket" lying on S. side of freshet in Beaver Dam Manor and 20 A. "Black Oke Levill."
" son William and hrs., parts of "Williams Indeavor" and "LocustThickett" lying on N. side of freshet.
" son Ignatious and hrs. personalty and property in event of death of Henry or William without " daus. Henerita, Elener, Mary and Elizabeth personalty. Test: Sara Riggbe, Ann Britt, Peter Ford. 22. 89.

Then there is this another will transcript from with a different dates?

Will of William BRIAN (BRYAN) (1733); St. Mary’s County, Maryland (O'Bryan?)This file was contributed by Donald Drury <drury@btl.net>.
Names:
8 children
son Henry Brian
son William Brian
son Ignatius Brian
son John Brian
four daughters, viz Henerita, Elenor, Mary and Elizabeth Brians
no wife mentioned
Witnesses:
Sara + Riggba
Ann Britt
Peter Ford
Transcript:

Will of WILLIAM BRIAN. Dated September 23, 1733, St. Mary's Co., Maryland

In the name of God Amen. I William Brian of St. Mary's Co. in the province of Maryland being sick and weak of body but of sound and perfect memory, thanks be to God for it, and calling to remembrance that all flesh must dye, when it shall
please God to call so make and constitute this my last will and testament in manner and form following, revoking & annulling all former will or wills heretofore by me made whatsoever & first I bequeath my soul to God that gave it and my body to the earth from whence it was taken, theb to be entered in Christian burial in such manner as my Executor hereafter named shall think fit and as for such Temporal Estate as almighty God has pleased to bestow on me. I do hereby dispose of in manner and form following, and First give and bequeath unto my son Henry Brian all that part of my dwelling plantation that lies on the south side of the fresh(__) that lead into Brittons Bay, being part of a tract of 50 acres of land called William______ to him and his heirs forever, Item: I bequeath to my son Henry Brian aforesaid that
body____acres to my Plantation to him and his heirs forever. Item: I bequeath unto my son Henry Brian aforesaid that part of that tract of land that lies on the south side of the said fresh that it is called the Locust Thicket, lying in the ___________. I give and bequeath to my son William Brian that part of my plantation that lies on the north side of the fresh aforesaid called bt the name William ______ to him and his heirs forever. Item: I give and bequeath to my Ignatius Brian one cow and calf. Item I give and bequeath unto Ignatius Brian one lott of wedges. Item: I give and bequeath unto my son John Brian a cow and calf. Item: I give and
bequeath unto my son John Brian my next best____. Item: I give and bequeath unto my son John Brian one lot of wedges. Item: I give and bequeath unto my four daughters, viz Henerita, Elenor, Mary and Elizabeth Brians, each a feather bed and furniture, My will is that if Henry Brian or William Brian should die without any lawful begotten heirs of their own bodies, that my land should fall to my son Ignatius Brian, to him and his heirs forever, and if Ignatius Brian should die without any lawful begotten heirs then to my son John Brian to him and his heirs forever. I will and desire that my remaining part of my estate should be equally divided amongst my eight children. Lastly I do make and constitute and appoint my well beloved son Henry Brian to be whole and sole Executor of this my last will and testament. IN WITNESS WHEREOF I have hereunto set my hand and seal this 23rd. day of September, in the year of our Lord 1733.

William + Brian ( seal )

Signed sealed and acknowledged to be last Will and Testament of William Brian in
presence of us.

Sara + Riggba
Ann Britt
Peter Ford

----------------
Abstracts of the Inventories Of The Prerogative Court Libers 24-28 1738-1744 V. L. Skinner, Jr. Brookeville, Maryland 20833 August 1990, p. 12
William Brion 24.265 SM £67.17.2 Aug 8 1739 Sep 27 1739
Appraisers: Samuel Abell, James Brown.
Next of kin: Richard Winstt, Henry Winstt.
Administrator/Executor: Henry Bryane.
Courtesy Norma Thompson 12/14/2001

Abstracts of the Administration Accounts of the Prerogative Court of Maryland Libers 16-20 1737-1744 V. L Skinner, Jr. p. 67
William Bryan 18.55 A SM £67.17.2 £10.2.1 Aug 18 1740
Sureties: Peter Ford, Nicholas Mills.
Received from: Robert Ford.
Payments to: John Cartwright.
Executor: Henry Bryan.
Courtesy Norma Thompson 12/14/2001

MARYLAND PROBATE RECORDS, PREROGATIVE COURT ABSTRACTS, 1685-1701, p 39 , FTM CD 206
Bryan O'Bryan 10.140 I SM L4.8.0 (No date but all on page 1688)
Appraisers: D. Brown, Robert Foord.
List of debts: William Harding, Robert Frazer

MARYLAND PROBATE RECORDS, PREROGATIVE COURT ABSTRACTS, 1688-1698, p.
14, FTM CD 206
Bryan Obrayon 13A.186 A SM L4.8 Jul 25 1689
Found in the papers of Col. Blackiston.
Payments to: William Farthing, Richard Walker, Thomas Spalding, Richard Browne, John Rey, Robert Ford, Sr.
Administratrix: relict (unnamed), now wife of Richard Winsett.

WINSETT Richard, m. by 25 July 1689, (N), relict and admx of Bryan O'Bryan of SM Co.(INAC 13A:186).
http://www.mdarchives.state.md.us/msa/stagser/s1500/s1527/ht...

MARYLAND PROBATE RECORDS, PREROGATIVE COURT ABSTRACTS, 1688-1698, pp. 79,80, FTM CD #206
p. 79, List of debts for Mr. James Harper Liber 13B, Folios 134-143 20 May 1696
p. 80 ...............Bryan O'Bryan........................

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5. Eleanor supposedly of Philip who married Samuel III Abell

Samuel Abell III (1719-1777) married Eleanor Bryan on 1735 at St. Mary's. DAR says she was the daughter of Phillip O'Bryan. The index lists Eleanor Bryant. (O'Bryan)

Does anyone have the DAR proof or source for this marriage date or parentage? Apparently it was available in 1936 the date of the genealogy chart in my grandfather's possession.

I have this Philip:
PHILIP O'BRIEN (ca 1750 - 1830)
My greatgreatgreatgreat grandfather was Philip O`Bryan, most of my familytree cousins believe he was b.about 1750 Armagh County, Ireland. Philip served in the Maryland Militia with a Michael O`Bryan (looks like a brother) during the American Revolution under a Captain Brown. According to records he was married a couple of times, only wife I know was a Sara Thompson.
Philip`s sons I know are Henery b.1783 m.Mary McAtee b.1784 John b.1779 m.Mary Wathen b.1799 Joseph 1788 m.Mary Vowels b.1790 Benedict b.1792 m.Ellender Gristy b.1787 He supposedly had a couple other boys and girls (names unknown). Don`t know if he is related to the O`Bryans who were in Maryland earlier. Patrick
Millennium addition (2003) of the DAR Patriot index, listed:

Philip b. 1750 Ireleand, died about 1830 Kentucky. Married (1st) Sarah Thompson. He was a Corporal, Gunner, also listed as performing Public
Service. Maryland. [Volume 2, page 1996.]

This Philip can't be father to Eleanor as he is too young.I wonder where birth year Irish immigrant info for DAR came from? The names of sons and intermarriage with Thompsons and Wathens are typical of the Abells and Mills of earlier heritage. I don't have any other Philips.

I am lacking any evidence that Eleanor is daughter of Philip or related to Philip at all.

Inventory of John Bryan 5/1774 has Philip Bryan as exec. Kin is Ignatius Bryan and Elenor "Able.
What was this source? This John is probably brother of Henry and Ignatuis,.

If this is John and Henery and Ignatius, all sons of William (see will), William makes no mention of Philip. Henry makes no mention of a

Philip. Possibly this Philip is a son of John of William, not uncle, not brother.


MARYLAND PROBATE RECORDS, CALENDAR OF WILLS, VOL 12, 1759-1764. p. 176,
FTMCD 206
Bryan, Henry, St. Mary's Co. 17 Jul, 1761 3 Feb, 1763
Wife Monica Bryan, land which I bought of Henry Miles; at her decease to dau. Eleanor Bryan.
To dau. Eleanor Bryan, land lying in and near Beaver Dam Mannor; if she dies without issue, to my 2 bros. Ignatius and John Bryan.
Dau.-in-law Monica Shirecliff.
To son-in-law Thomas Shircliff, all my pt. of land, Green's Plot, 17 A., provided he will pay dau. Eleanor Bryan, 6 lbs. and 12 s. sterl. in 2 years. To bro. Ignatius Bryan, some clothing.
Extx. wife.
Wit: Robert Cole, Robert and Peter Mattingly. 31.867


Is it possible that #4 and #5 are the same? Eleanor who married Samuel would be d/o William, named by her maiden name in his will of 1733 or 1734 who married Samuel 1735.