Here are notes on a william Fleming, who I do no believe is the same one you are looking for.
Death; William Flemming; Marriages and Deaths from the Carlisle Gazette and the Western Repository of Knowledge, Cumberland County, Pennsylvania, 1786-1800
Given Name: William
Date: 18 8 1798
Place: Cumberland Co., PA
Remarks: Aug 22, 1798: Died 18th instant, in his 72nd year.
Residence;William Fleming; resident of Middleton by 1750 according to annlas of the Buffalo Valley, p. 15.
1753 Tax list; William Flemming; Middleton Twp., Cumberland, PA.
SAR; William Fleming, seargent in Cumberland Co. Militia. Birth and death dates for Mary Parker don't match other sources.SAR; William Fleming1736-1802 (that's actually the date the will was proved);same dates are listed in the DAR Patriot Index;
pROBATE; William Fleming; FLEMING, WILLIAM, Middleton. August 1798. February 27, 1802. Sons James and John. Daus. Sarah wife of Richard Crain, Susannah wife of Paul Randolph, Rebecca, and Nancy widow of Charles Gregg. Grandsons Alexander Gregg, a minor. Dau. Anna wife of William Lyon. Daus. Elizabeth wife of William Crain and Mary wife of William Denny. Exs: Sons James Fleming and John Fleming. Wit: Ichabod Randolph, Martin Bower, Jacob Wetzel. F. 270-273.
William Fleming gave to his two sons, James and John, all of his personal estate to be divided equally with the following exceptions:
1. John is to have "something illegible" which he now calls his own.
2. He bequeaths his Negro Jacob and his Negro girl Doll to John
3. He bequeaths his Negro man called Frank to James
4. He bequeaths his Negro boy named Isaac to his daughter Sarah, the wife of Richard Crain plus three pounds lawful money of Pennsylvania
5. I bequeath to my daughter Susannah, the wife of Paul Randolph, my Negro girl named Violet also three pounds lmoP
6. I bequeath my Negro girl named Nance to my daughter Rebecca (she's the one who married Robert Elliott and moved to Venango County) and a clothe case of drawers now in the house and the sum of three pounds lmoP
7. I order and will that my Negro girl Dinah will live with and be the servant of my two daughters, Nancy Gregg, (widow) and Rebecca (unmarried) while they remain single and in the house with their brother John, unmarried.If and when the two herein named daughters marry, Dinah shall remain with John.
8. If Nancy remarries, she may take with her the articles that she brought to her
father's home when she was widowed at the death of Charles Gregg.
9. If any of Nancy's property is worn out at the time of a second marriage, John shall
replace it and also give her her bed and bedding.
10. I bequeath to my grandson, Alexander Gregg (an orphan) twenty pounds to be paid to him when he reaches 21 years of age.James and John will each pay him ten
11. I give and bequeath to my daughter Anne, the wife of William Lyon three pounds.
12. I give and bequeath to my daughter Margaret, the wife of George Crain, three pounds and my Negro girl Charlotte,
13. I give and bequeath to my daughter Elizabeth, the wife of William Crain, the sum of three pounds.
14. I give and bequeath to my daughter Mary, the wife of William Denny, the sum of three pounds lmoP.
15. I give and bequeath to my daughter, Nancy Gregg, the sum of three pounds.
16. Finally, I give and bequeath to my two sons, James Fleming and John Fleming, the two plantations and tracts of land situate in Middleton Township...their heirs, etc.
17. My plantation on which I now live I order to be appraised by four men of whom each of my said sons shall hire.
18. The other plantation on which my son James now lives I order also to be appraised by the same four men (then a clause that is unclear).
19. I give and bequeath unto my daughter Rebecca upon her marriage a good horse,
saddle and bridle, two cows, six sheep, a chest of drawers, six chairs, half a dozen
china cups and saucers, six silver spoons, two teapots, a coffee pot, sugar dish,
cream jug, butter boat, a tea table, a dining table, one good feather bed and bedding to be provided at the common expense of my two sons, John and James, share and share alike.
20. Then he names his sons as executors of his will and dates it August of 1798.
If you would like the will, I can mail it to you.He had eight blacks in the home at the time of his death.
I'm wondering if all eight daughters fared as well as Rebecca did at the time of their marriages.This William Fleming was a very wealthy man and it's obvious that his wifedied before he did.
The will was proved Feb 1802.
World Connect Project-Ashmun Family
iii.MARY PARKER, b. 1748, in Cumberland county, PA, m. WILLIAM FLEMING, b. Cumberland county, PA.Their children were:
ANN, m. [William] LYON
NANCY, m. first CHARLES GREGG and they had a son Alexander who married Mary Miller; NANCY then married Robert Clarke.
JAMES, m. first FRANCIS RANDOLPH, and their children were: William, m. Rachel Moore; Ann, m Ichabod Randolph then Joseph Shrom; JAMES then married MARGARET CLARK and their children were John, m. Martha coyle; and Margaret-Parker, m. William B. Murray.
JOHN m. MARGARET FLEMING
MARY, m. (???) DENNY
REBECCA m. ROBERT ELLIOT
SUSANNA m. PAUL RANDOLPH
SARAH m. RICHARD CRAIN
MARGARET m. GEORGE CRAIN
ELIZABETH m. WILLIAM CRAIN
Cumberland Co., PA Will extracts
April 9, 17504 August 1750
Son George Robeson, a child unborn.
Dau. Janet and Samuel Wilson, David Porvins, Martha Porvins, James
Porvins. Exs: James Fleming and wife Mary Robeson.
Wit: Archibald Kennedy, William Fleming. A. 4.
Probate;FLEMING, WILLIAM, Middleton; abstract of will;
August 1798. February 27, 1802.
Sons James and John.
Daus. Sarah wife of Richard Crain, Susannah wife of Paul Randolph,
Rebecca, and Nancy widow of Charles Gregg.
Grandsons Alexander Gregg, a minor.
Dau. Anna wife of William Lyon.
Daus. Elizabeth wife of William Crain and Mary wife of William Denny.
Exs:Sons James Fleming and John Fleming.
Wit:Ichabod Randolph, Martin Bower, Jacob Wetzel.F. 270-273.