Individual Details

One database gave Robert's birth as 1719 in Cub Creek, Lunenburg VA which was not open to settlement that early. Another gave his birth as 9 Jul 1732 in Lancaster Co PA. Robert is supposed to have been the first child born in America and the family came in 1727, so if this is so he certainly wasn't born in 1719. That also seems too much younger than his siblings. I think it possible he is a grandchild of the immigrant, not a son. There is definitely need for more thorough research on this family. There was a Robert mentioned in the will of John Caldwell - confusion also exists regarding the son James.

Robert Caldwell and wife Mary Logan were first cousins, once removed - their common grandparents being Joseph Caldwell and Jane McGhie.

Robert Caldwell said to have been in Albemarle Co VA. They moved to Cub Creek Charlotte Co VA about 1741/42 [this would have been Lunenburg at the time, Charlotte was not formed until 1764 and he would have been only a child unless he was born much earlier, which I suspect]. He was on a tax list in Mercer Co KY in 1795 with 18 slaves, 19 horses and 67 head of cattle. He died there 30 Jul 1806 and willed his plantation to son James; to his son Robert he gave 200 acres of improved land or its value. WB 3, p.190, Mercer Co KY

http://boylekygenealogy.org/boylekygenealogy/Articles/JohnCaldwell/default.aspx
This Robert was the founder of Caldwell’s Station on Town Fork of Salt River, between Perryville Road and Lebanon Road about 5 miles from Danville in Mercer County (now Boyle) in Kentucky. He married Mary Logan, daughter of David Logan and Martha Dudgeon. Robert and Samuel McDowell represented the Concord (Danville) Presbyterian Church at the very first Presbyterian Conference in Kentucky, held at Cane Run Meeting House near Harrodsburg on 12 July 1785.

http://familytreemaker.genealogy.com/users/s/c/o/Mery-B-Scott/WEBSITE-0001/UHP-0936.html
Will of Robert Caldwell --
In the name of God amen I Robert Caldwell of Mercer County State of Kentucky being in good health sound in mind and memory not knowing how soon my change may come do ordain this to be my last will and Testament and in the first place I do humbly resighn my immortal soul to god that gave it & my body to the ground to be decently buried by my Exec and in ... & certain hopes of the ressurection at the last day and as for my estate I dispose of it in the way and manner following in the first place my will is that all my Just debts be speedily & punctually paid and the remainder to be divided as followeth My will is that my wife keep possession household living and all the house & kitchen furniture during her life and if she hath a desire to give any of said furniture to any of her children or grand children or great grand children she may do it without being acountable to any person for so doing and that she have her pick of any 3 of the negro not willed away
I will to my son James the plantation and Exe. of land I now live on and a negro boy named Ben the said land and negro to him and his heirs forever
I will to my daughter Elizabeth two negro girls (to wit) Rose and Sillah and a horse as good as the sorrel I sold of hers and her mair, Primrose, Sixty pound in money or 200 acres of land out of Wallom (?) bond to her and her heirs forever.
I will to my daughter Jean 60 L (pounds) or 200 acres of the land due from Wallom bond to her & her heirs forever
My will is that my son Robt have 200 acres of said land or the value thereof to him & his heirs forever and that all my estate not mentioned in this will be Equaly divided amongst all my children
Mercer Sc.August County court 1806
The foregoing instrument of writing was produced in court as the last will & Testament of Robert Caldwell deceased and proven to be wholly written by the said Deceased by the oaths of David Knox ...... Mitchell & George Caldwell ... ..... proven to have been declared by the Decedent to be his last will & Testament on the 30th day of July 1806 at his own house it being in his last ..... the day of his death by the oaths of Gabriel Slaughter ((unable to read further))



http://files.usgwarchives.net/ky/logan/deeds/c434001.txt
Date: 31 January 2003
Submitted by: Katie Haensel
http://www.genrecords.net/emailregistry/vols/00004.html#0000773

DEED BOOK D, PP.213-14 [Washington Co? Where? probably KY]
P.213
This Indenture made this 8th day of February in the year of our Lord
eighteen Hundred and thirteen between David Caldwell of St. Genevieve
district, Phillips Caldwell of Upper Louisiana, John Cook of Warren County,
Samuel Caldwell of Logan County, Henry Palmer of Mercer County, Robert
Caldwell of Madison County, the Heirs of John Caldwell Dec'd of Livingston
County, the Heirs of Robert Logan Dec'd and Samuel Grundy of Washington
County, all of the said Counties being in the State of Kentucky and Heirs
and representatives of Robert Caldwell Dec'd. by William Caldwell of
Washington County & State of Kentucky aforesaid their attorney in fact, and
Graves Wapshot & Jane his wife of said County of Washington on the one part
and Isaac Williams of said County on the other part. Witnesseth. That the
Heirs and representatives aforesaid by William Caldwell their Attorney in
fact aforesaid, and Graves Wapshot & Jane his wife for a valuable
consideration to them in hand paid by the said Isaac Williams, the Receipt
which is hereby acknowledged, have bargained, sold and Conveyed and do by
there presents Bargain, sell and Convey unto him the said Isaac Williams
and his Heirs forever, a certain tract or parcel of Land (which was formerly
sold, and intended to have been Conveyed unto the said Graves Wapshot, but
as the Courses and distances Contained in said Conveyance included Land
not sold and excluded some of the Land actually sold to rectify the error
therein,and to invest said Williams as purchaser from Wapshot, with the
title of the Land sold we make this Conveyance)situated lying and being
in said County of Washington on the waters of Cartwrights creek including
the plantation where said Williams now lives, being part of Barney ____s
preemption Containing two hundred acres by survey to be the same more or
less and bounded and follows to wit:
Beginning at the hickory tree and running thence North 60 degrees
_______________________ [Typist note: the rest of this line, inserted perhaps
after the original copy of the document had been written is in very small
handwriting and difficulty to read] a hickory John Mathews corner, thence
with his line North fifteen degrees West one hundred and thirteen poles to
a Dogwood and Sugar tree another of Mathews corners thence. North sixty
degrees East fiftysix poles to a beech and aspen on Ray's line and North
fifteen degrees West thirty two poles to a Red Bud Sugar tree
and Hickory Thomas Hamiltons Corner, thence, North seventy seven degrees
West one hundred and ninetyfour poles to an Elm Hickory and Whiteoak on
Parkers line, thence South fifteen degrees East three Hundred and four poles
to the Beginning: Together with all and singular the appurtenances
thereunto belonging or in anywise appertaining to have and to hold the Land
and to hold the Land and premises aforesaid unto him the said Isaac
Williams and his Heirs ____________forever, we the Heirs and
Representatives aforesaid by William Caldwell our said attorney & Graves
Wapshot & Jane his wife for ourselves and our Heirs _____ from the Claim or
deed and of all and each person or persons whatsoever unto him the said
Isaac Williams & his Heirs ____ the Land premises will warrant and forever
defend. In the testimony we have hereunto set our hand and affixed our seal
the day & year first written above.
John Cook (seal)
Samuel Caldwell (seal)
Henry Palmer (seal)
Robert Caldwell (seal)
Samuel Grundy (seal)
Wm. T. Caldwell (seal)
Attorney in fact for the above mentioned Heirs and representatives of
Robert Caldwell, Dec'd
Graves Wapshot (seal)
Washington County Sct . I, John Reed Clerk of the county Court for the
County aforesaid do hereby certify that on the say of the date herof This
Indenture was acknowledged before me in my office by the within named Wm. T.
Caldwell as attorney in fact for the named John Cook, Samuel Caldwell, Henry
Palmer, Robert Caldwell and Samuel Grundy as part of the Heirs &
Representatives of Robert Caldwell Dec, & by Graves Wapshot to be their Act
& Deed and thereupon admitted to Record In Testimony I have hereunto set my
hand this 8th day of February 1813.


Disputed SAR Connection:
31 Dec 1965. George Willis Caldwell was accepted into the Arkansas Society of the Sons of the American Revolution re his ancestor Robert Caldwell. George was at time age 64. He shows Robert Caldwell, dying 30 Jul 1806 in Danville, KY, which is in Boyle Co. That Robert had a son named Robert is not disputed but the data in the application seems questionable on several points.
He has that Robert Caldwell, born 7 Oct 1762 in Prince Edward Co VA, married Hannah Willis. This younger Robert died 1837 in Adair Co KY. George then descends through a son of Robert and Hannah, named Willis Caldwell who married Dicey Mann Caldwell [surely a cousin]. The source listed is Adair Co Court records, Book 1, p. 449, June 17 1838. And a Family Bible list.
Robert Caldwell is said to have served as a private in Capt. Heaberd Smallwood's Company, Col. Wm Grayson's Regt., Continental Troops. Enlisted 25 Jun 1777 for 3 years. The Company Muster Roll for Mar of 1778, dated 3 Apr 1788, shows he had been discharged. He is said to have moved to Kentucky in 1781, and settled in Boyle Co, four miles from Danville. He also took part in an expedition against the Shawnee under George Rogers Clark, enlisting 22 Oct 1782 and discharged 24 Nov 1782. He served 34 days with Capt. Andrew Kincead's Co of the Lincoln Militia and also served under Capt. Wm McBride's Co, from Lincoln Co. He was in service at the Falls of the Ohio. Enlisted 20 Apr, discharged 20 May 1782.

In 1813, Robert Caldwell, son of the Robert who married Mary Logan, was living in Madison Co KY, as proved by the above deed. Adair Co was formed from Green Co in 1801. Danville today is in Boyle Co KY, but that county was not formed until 1842 - out of Mercer and Lincoln counties. All of this seems logical.
The problem is this:
Robert Caldwell, the younger is also said in other databases to have married Fanny Irvine in Lincoln Co KY on 14 Dec 1782. Robert was a Senator of Kentucky, representing Madison Co KY, in 1801. And he is said to have died about 1848 still in Madison Co.

The Robert Caldwell who married Hannah Willis is, instead, a son of David Caldwell, and a first cousin to the Robert who married Francis Irvine.

The descendants of David Caldwell, b. 1708 or 9 in Ireland and who came with his father John 1727, did live in Mercer Co KY. David married Mary Dudgeon, likely a cousin. Dicey Mann Caldwell was, I believe, a granddaughter of David & Mary through their son John Cleveland Caldwell who married Jane Neeley. This John said born 11 Jun 1750, Lunenberg. It would seem that all these Caldwells are certainly related, but men of the same name have been scrambled.

As far as the Revolutionary service is concerned - I have found no trace. There was certainly such a unit as Grayson's Regiment.
Serving as an aide-de-camp to George Washington, Grayson rose to the rank of lieutenant colonel. In 1777, he recruited a regiment for the Continental Army known as Grayson's Regiment [said to be from Prince William Co], and served as its colonel through the Philadelphia campaign. In 1778, he served on a commission dealing with war prisoners, and in 1779 he resigned his military commission to serve on the Congressional Board of War. In 1781 he returned to Dumfries to practice law. Like many Continental Army officers, he was an original member of the Society of the Cincinnati.
His wife was Eleanor Smallwood.
There was also a Robert Caldwell who served in Pennsylvania, later applying for a pension, but he cannot be this man.

There is also an old NSDAR Lineage Book with reference to the service of Robert Caldwell. Member #141206, Isabel Zanon Caldwell, born in Boyle Co KY. Traces to Robert Caldwell (1732-1806) served as a private in Capt James Knox's Co, Col. Daniel Morgan's rifle regt, Continental troops. Born Lancaster Co, PA, died Danville, KY. Also Member #126130. The lineage through son James and his 2nd marriage to Phebe Henderson seems sound - but I suspect the service to be questionable.


He is said to be buried Caldwell-Irvine Cemetery, Danville, Boyle Co, KY.
Find A Grave Memorial# 46565744
Boyle County was formed from Mercer and Lincoln in 1842.
FindAGrave says:
Cemetery notes and/or description:
The Cemetery is now on The Keith Tarter farm. This cemetery is no longer receiving burials.
Five miles southwest of Danville on KY 34, Lebanon Road, turn right onto Irvine Road, then 3/4 of a mile on the right.
Records for this cemetery are found in the book Boyle County, Kentucky, Cemetery Records, 1792-1992, compiled by the Boyle County Genealogical Association, 1992, revised and enlarged 2008.

Birth	9 Jul 1732	Lancaster County, Pennsylvania
Marriage	1 Jan 1755	Virginia - MARY Logan
Death	30 Jul 1806	Mercer County, Kentucky

Spouse	MARY Logan (1738 - 1815)
Child	MARGARET P. CALDWELL (1755 - 1844)
Child	John CALDWELL (1758 - 1804)
Child	David CALDWELL (1760 - )
Child	William Thomas Caldwell (1762 - 1827)
Child	Robert CALDWELL (1764 - 1848)
Child	Phillips CALDWELL (1767 - )
Child	Jean\Jane CALDWELL (1770 - )
Child	Samuel CALDWELL (1771 - 1835)
Child	Mary Logan/Steele CALDWELL (1773 - )
Child	Elizabeth CALDWELL (1776 - 1807)
Child	James Logan CALDWELL (1778 - 1850)
Child	Richard CALDWELL (1781 - )

Father	John CALDWELL (1683 - 1750)
Mother	Margaret Phillips (1685 - 1748)
Sibling	William Findley CALDWELL (1704 - 1761)
Sibling	Thomas CALDWELL (1706 - 1747)
Sibling	David CALDWELL (1709 - 1765)
Sibling	Margaret CALDWELL (1712 - 1750)
Sibling	John CALDWELL (1715 - )
Sibling	Living