Benjamin Gaither was born on 20 February 1681/82 Anne Arundel Co, MD. He married Sarah Burgess, daughter of Capt. Edward Burgess and Sarah Chew, on 8 September 1709 All Hallows Parish, Anne Arundel Co, MD. They had perhaps 11 children: Benjamin, Elizabeth, John, Edward (qv), Samuel, Ruth, Joseph, Henry, Sarah, William, Anne, Mary, Cassandra .. Benjamin Gaither died before 31 August 1741 Anne Arundel Co, MD.
Benjamin Gaither and Sarah Burgess were living in Anne Arundel Co. MD in 1714 when their son Edward was born. Edward died in Maryland in 1777. It appears that Eleanor came to NC with at least some of her children around 1780. She died in NC in 1792.

On Thursday, November 15, 1753, "Benjamin Gaither has a stray at his plantation in Prince George's County."

Benjamin's Will:
In the Name of God Amen the Twenty Sixth Day of March in the Year of our
Lord one thousand Seven hundred & forty One I Benjamin Gaither of Ann
Arundel County do make this my Last Will & Testament in manner and form
following my will and meaning is that the same shall be Imployed and
bestowed as hereafter by this will is Expressed and first I do make
renounce frustrate and make void all wills by me formerly made and Declare
and appoint this my Last Will and Testament.
Imprimis I Give and bequeath to my well beloved wife Sarah Gaither the
Mannor House wheron I now Dwell During her life & no Longer.
Item I give and bequeath unto my son Benjamin Gaither and his Heirs
forever all that whole Tract of Land called Polecat Hill Lying in the
fork of Polecat in Ann Arundel County with half the Orchard During his
Mothers Life and the other half at her Decease also half of a Tract of
Land called Turkey Neck lying in Ann Arundel County in the fork of
Patuxon to him his part adjoyning to the aforesaid Polecat HIll.
Item I give and bequeath unto my son John Gaither and his Heirs forever of
that Tract of Land Called Bite Biter whereon he now Dwells and to have
the whole Tract Equally divd betwixt him & his brother Samuel in Goodness
and acres.
I give and bequeath unto my Son Edward Gaither and his Heirs
forever three hundred and fifty Acres of Land where he now dwells being
part of a Tract of Land Called Benjamins Lott lying in Prince Georges
County.
Item I give and bequeath unto my Son Samuel Gaither and his Heirs
forever the remainig part of that Tract of Land Called Bite the Biter and
the Plantation where Peter Pinkston did Live to be Equally Divided in
Quantity of Acres and Goodness Betwixt him & his brother John that will
together ----- Tract Equally Divided.
Item I Give and bequeath unto my Son Henry Gaither and his Heirs
forever three Hundred and fifty acres of Land called Gaithers Chance
Lying in Prince Georges County and to begin at the beginning Tree and
to Inherit this Land at the age of twenty one years.
Item I Give and bequeath unto my Son William Gaither and his Heirs
forever Two hundred acres of Land called Gaithers Fancie whereon I now
Dwell with half the orchard and the remaining part of the orchard and
House at his Mother's Decease and Also the Addition to Gaithers Fancie
Containing on hundred and Eighty Acres of Land as also the half of a
Tract of Land Being part of a Tract of Called Turkey Neck lying in Ann
A. County in the fork of Patuxon and to Enjoy the Land at the Age of
Twenty one Years.
Item I give to my Daughter Elizabeth Daviss and her Heirs forever the
Lower part of a tract of Land Called Benjamins Lott lying in Prince
Georges County containing one Hundred & Sixty Acres.
Item I give and bequeath unto my Daughters Sarah Gaither, Ann Gaither,
Mary Gaither, Cassandra Gaither and their Heirs forever the remaining part
of that Tract of Land Called Gaithers Chance lying in Prince Georges County
Containing Seven hundred and Ten Acres to be Equally Divided amongst
those four in Quantity of Acres and Goods and to Inherit the Land and
------ at the Day of their Marriage or at the age of One & Twenty.
Item I Give and bequeath unto my Son Benjamin one negro Girl called Jemima.
Item I Give and bequeath unto my Son John Gaither one Negro called Peter?
which he hath now in his Possession.
Item I Give and bequeath unto my Son Edward Gaither one Good Negro
between the age of fifteen & Twenty five.
Item I Give and bequeath unto my Son Samuel Gaither one Good Negro
between the age of fifteen and Twenty five.
Item I Give and bequeath unto my Son Henry Gaither one good Negro
between the age of fifteen & Twenty five.
Item I Give and bequeath unto my Son William Gaither one good Negro
between the age of fifteen & Twenty five.
Item I Give and bequeath unto my Daughter Elizabeth Daviss one Negro
Called Jack which is now in her Possession.
Item I Give and bequeath unto my Daughter Sarah Gaither one Good Negro
between the age of fifteen & Twenty five.
Itme I Give and bequeath unto my daughter Ann Gaither one good Negro
between the age of fifteen & Twenty five.
Itme I Give and bequeath unto my daughter Mary Gaither one Good Negro
between the Age of fifteen & Twenty five.
Item I give and bequeath unto my Daughter Cassandra Gaither one good
Negro between the age of fifteen & Twenty five.
Item In case any of my Children should Depart this Life before they
come to their Personal Estate or Land that theirs is Equally to be
Divided amongst the rest of my Children.
Item for my Moveable Estate Except the above mentioned Negroes after
my Worldly Debts are paid the rest is to be Equally Divided amongst all
my Children.
Item My will and Meaning is that what my Eldest Children has Received
or may Receive in my Lifetime shall be Deemed as part of my Estate and
part of their Portions.
Item I do appoint my wellbeloved Wife Sarah Gaither, Benjamin Gaither,
Edward Gaither, Samuel Gaither, Henry Gaither & William Gaither my Sons
to be Executors of this my Last Will & Testament as Witness my hand and
Seal the Day and Year aforesaid.
Signed Sealed in the presence of us Benja Gaither
John Thompson
Thomas Davis
Francis Davis
The will was proved on 31 Aug. 1741.