Richard Bennett resided at Blackwater, in the vicinity of the plantations of Justinian Cooper & Francis England, according to deed records. The Blackwater Bennetts are not closely related to the family of Virginia Governor Richard Bennett around the same time period.
Richard Bennett Sr. was born in 1625 at Mulberry Island, near Lawnes Creek, (later Isle of Wight County, Virginia) and died in Isle of Wight County, Virginia in 1709. His first wife was named Ann. She was probably the mother of all his children.
His wife Ann was most likely the sister of Anthony Barham, but it's not certain. Anthony Barham was married to Elizabeth Pierce, half sister of Richard Bennett, about February, 1625. Elizabeth Pierce Barham, widow of Anthony, married her second husband Richard Jackson and had 2 daughters Mary & Sarah Jackson.
Richard was the son of Thomas Bennett and wife Mrs. Alice Pierce (Pearce), Widow of Thomas Pierce of Mulberry Island. He was their only child of record.
Thomas Pierce was killed in the Massacre of 1622 at Martin's Hundred. Thomas's wife and daughter Alice and Elizabeth Pierce were thought to have been killed in the Indian massacre, but they survived.
In 1624 Elizabeth Pierce, daughter of Alice & Thomas Pierce, chose her "father-in-law (stepfather) Thomas Bennett, as the Administrator of her estate.
Thomas Bennett represented Mulberry Island in the House of Burgesses in 1632. He was deceased prior to 1641. (Boddie)
After Ann's death, Richard Bennett married Sarah Lewis, Widow of Daniel Lewis who died in Isle of Wight County in 1697/8. . After the death of Richard Bennett, SR in 1709, Sarah married her third husband, Robert Lancaster. He died in 1720, and Sarah made her will in 1722 as Sarah Lancaster, which was proved in 1723 Isle of Wight County.
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Will Of Richard Bennett Sr.
(Isle of Wight County, Virginia)
In the Name of God Amen. I Rich'd Bennett Sen'r now being in perfect mind & Memory Blessed be the Lord for it I Do appoint this for to be my last Will & Testament, Disannulling & making void all former Wills by me made. I bequeath my Soul to almighty God what gave it me & my Body to the Earth for to be Decently buried at the Discression of my Loving wife & Debts I owe to be paid & my Will in forme following-
I Do give & bequeath to my loving wife Sarah Bennett one Copper still, one gray mare & her increase & one horse and one Negro man named Jack to her Disposeing for Ever.
I Do likewise make my loving wife whole and sole exec’et of this my last Will & Testament.
I do give and bequeath to Mary Throp Daughter of Dan'l Lewis five head of cattle.
I do give & bequeath unto John Mangum two head of cattle.
I do give & bequeath to James Coffield two head of cattle-ltem.
I do give and bequeath unto my two sons Richard & James Bennett & Sml??3 Lewis & Martha Lewis the half of the rest of the ____ of my estate there after for to be Equally Divided by these men I have appointed & shall nominate.
I Do order that my Standard be divided between my two sons Richard & James Bennett by these four men Tho Throp, Peter Deberry Robt Byskay & George Barlow & for to see this my last Will performed.
I do give and bequeath to my loving wife Sarah Bennett my plantation in Blackwater during her naturalle life & then for to returne to James Bennett son of Rich'd Bennett & the heirs of his body lawfully begotten.
I Desire that no Inventory shall be taken nor no Letter of Administration but for all things for to stand as this be nor any Security for to be given in witness my hand this fourth day of December in the year 1709.
Testice Tho. Thropp Richard Bennett (seal)
William X George (mark)
Mary Cornos
At a court held for Isle ofhis Wight County, 20th day of Feb: 17[09]5
John X Mangum (mark)
This last Will & testament of RichardBennett was presented in Court by Sarah Bennett his said wife Exexct who made oath ofto & being proved in Court by the oathes of Wm George Mary Cornos & John Mangum three of the witnesses thereto is admitted to record-- Test H. Lightfoot C. Court
Richard Bennett 
- d.1564