This is my working hypothesis - the way I see it as of this moment!!

 Edward Drew  1662/6 - 1749 Southampton Co will proved
         on 1683 tithable list
       married Frances Newitt
     daughter of William Newitt will 1713 and wife Elizabeth Jones will prob 1719

Children of Edward Drew and Frances Newitt:
1. Thomas Drew bef 1713 - 
                 conveyed land 3 Nov 1756 in Edgecombe Co NC [later Halifax Co] to sons
       married unknown [Reddick?]
2. Newitt Drew bef 1713 - will Southampton Co VA 1775
      married Mary Purcell 
3. Ann Drew ca 1715 -
     married Benjamin Lane of Halifax Co NC
4. Mary Drew
        married John Harris d 1764 SH Co VA
5. unknown
        married Simon Turner will prob 10 Oct 1767 SH VA
        a. William Turner bef 1745 -
        b. Frances Drew bef 1745 -
        c. Mary
              married bef 1745 Henry Harris

Will of Edward Drew 24 Nov 1745 - prob 8 Mar 1746 SH Co NC
son Newitt; grandson Newitt Harris, son of my daughter Mary Harris; grandson Thomas Harris; grandson Drew Harris; grandson Nathan Harris; granddaughters Ann and Martha Harris; daughter Mary, wife of John Harris; grandson William Turner; granddaughter Frances Drew; grandson Edward Drew, son of Newitt Drew; granddaughter Mary Harris, wife of Henry Harris; grandson Joseph Lane; granddaughter Faith Lane, daughter of Benjamin Lane; daughter Ann Lane; son Thomas Drew. EX Newitt Drew. 
WITS: Thomas Pursell, John Bavon?, James Ridley

Tithables - Lawn Ck Parish:
1675 Ri Drew, Tho Drew
Surrey T 1678
 Mr Ri Drew, Tho Drew, Wm Drew
1679 Mrs Drew 4, 
     Tho Drew
1683 Tho Drew
     Edward Drew
1684 Jno Drew
1685 Jno Drew
1686 Jno Drew
    Tho & Edw Drew
    Tho & Joseph Lane & John Drew
1688 Tho, Edward & John Drew
1689 Tho Lane Sen & Jos Lane
    Tho and John Drew
      Edward Drew
1690 Edward Drew
    Tho & John Drew
    Tho Lane Sr & Jo Lane, Jno Lane
1691 Tho Drew, Ri Drew
   Edward Drew
    Tho Lane
    John Drew
1692 Tho Drew
 John Drew
 Tho Lane, Rich Drew
1693 Edward Drew
    John Drew
    Tho Drew
1694 Jno Drew
1695 Mr Thos Lane
      John Drew
     Mr Thos Drew
      Edward Drew
      Jno Drew
1696 Edw Drew
       John Drew
       Thos Drew, Wm Drew
1697 Tho Drew, Wm Drew
     Edward Drew
     John Drew
1698 Edward Drew
1699 Edward Drew
    John Drew
     Mr Tho Drew, Wm Drew
1700 Edward Drew
      John Drew
1701 Mr Thos Drew, Tho Drew Jr
      Edward Drew
      John Drew
1702 Mr Thos Drew, Wm Drew, Tho Drew Jr
        John Drew, Benja Drew
1703 Edward Drew, Rich Lane
    Mr Tho Drew, Wm Drew
        Tho Drew Jr
        Elizabeth Drew

Edward Drew patent 13 Oct 1727 at Doctor's Branch

Will of Richard Drew  4-4-1679 probated 5-6-1679 Surry Co VA
-- to son Edward 400 ac next to Capt. Baker
-- to son John land at Blunts corner
-- to son Richard home plantation
-- to wife Mabel rest of estate for life then to daughter Mabel Drew.
EX. son Thomas

Grandchildren of Edward Drew and Frances Newitt:
Children of Thomas Drew bef 1713 - and wife [Reddick?]
                 conveyed land 3 Nov 1756 in Edgecombe Co NC [later Halifax Co] to sons
 1. Newitt Drew ca 1740 -    [ left area  nfi]
6/136  3 Nov 1756 Thomas Drew, Sr. of Edgecombe to Newit Drew my son 172 acres on SS Little Swamp near Coneto, Negroes, houseold goods, etc. Wit. William Tucker, William Williams
10/68  Mar 1765 Newet (X) Drew and wife Ann Drew to James Downing. For 40 pounds, 172 acres adj. Bay Branch and Little Swamp. Wit. John Hudnall, Amos Huall, Elizabeth Hudnall
Patent Book 22  24 May 1773 Patent to Newet Drew for 300 acres in Duplin County on the west side of the Six Runs below the mouth of Rowan, adj. Thomas Pugh, Rowan’s Marsh, Jacob Fryer, Charles Gavin, the said Six Runs, and a branch
    
 2. Thomas Drew bef 1736 - ca 1812
6/136  30 Nov 1756 Thomas Drew, Sr. of Edgecombe to Thomas Drew my son 250 acres where he now lives.  Wit. William Tucker, William Williams
7/265  12 June 1761 James Hogun to Thomas Drew of Halifax Co. For 9 pounds, 8 shillings, 5 pence. 250 acres on west side of Little Swamp. 
 Wit. Henry Dawson, Michael Smalley, Rob. Cotton.
7/270  12 June 1761 Thomas (X) Drew of Halifax Co. to James Cain of same. For 4 pounds, 14 shillings, 2 ½ pence. 120 acres on west side of Little Swamp adj. James Hogun, Thomas Drew. 
Wit. Henry Dawson, Michael Smalley, Robt. Cotton.
1782 Tax List, District 3 Thomas Drew, 350 acres
1784 Tax List, District 3 Thomas Drew, 222 acres Deep Creek, 150 acres Martin County
1785 Tax List, District 3 Thomas Drew, 350 acres
1786 Tax List, District 3 Thomas Drew, no acres, Thomas Drew, 370 acres
1787 Tax List, District 3 Thomas Drew, 352 acres, Thomas Drew, 162 acres
1788 Tax List, District 3 Thomas Drew, 352 acres, Thomas Drew, 162 acres
1790 Tax List, District 3 Thomas Drew, 352 acres
17/72  28 July 1788 Martha Applewhite to Thomas Drew. For 40 pounds, 50 acres on south side of Deep Creek, adj. Whitehead, Thomas Merritt. Wit. William Bynum, Nathan Spier, Elijah Wilkins
17/94 28 July 1788 Martha Applewhite to Thomas Drew. For 40 pounds, 120 acres on south side of Deep Creek, adj. Old House Branch, Thomas Merritt, Joseph Whitehead.  Wit. Wm Bynum, Elijah Walker, Nathan Spear.
17/788  27 Dec 1794 James Cain to his son Joseph Cain, both of Halifax Co. For love, good will, and affection, 125 acres on west side of Little Swamp adj. Great Branch. The said land measures 250 acres which said Cain had purchased from Thomas Drew, but never ran the dividing line. 
Wit. Samuel Gainer, Mary Gainer
17/826 31 Dec 1794 Francis (X) Wall and wife Mary to Thomas Drew. For 50 pounds, 187 acres that Wall had obtained 28 Oct 1782, adj. Thomas Drew and William Gainer. Wit. John Doles, Joshua Drew
18/203 6 Feb 1797 Whitmell Hill of Martin Co. to Thomas Drew For $400, 250 acres adj. Gum Branch, Little Swamp. Wit. Thomas B. Hill, Benjamin Braswell
        a. Joshua Drew 
17/351 28 Aug 1780 Thomas (X) Drew to his son Joshua Drew, for love, good will, and affection. 125 acres that was part of 250 acres said Thomas Drew had purchased from James Hogun, and half had already been sold to James Lane, on west side of Little Swamp adj. Great Branch.
 Wit. Lemuel Hogan, Solomon Drew
1782 Tax List, District 3 Joshua Drew, 125 acres
1784 Tax List, District 3 Joshua Drew, 125 acres Little Swamp
1785 Tax List, District 3 Joshua Drew, 125 acres
1786 Tax List, District 3 Joshua Drew, 125 acres
1787 Tax List, District 3  Joshua Drew, 125 acres
1788 Tax List, District 3  Joshua Drew, 125 acres
1790 Tax List, District 3  Joshua Drew, 125 acres
18/347 18 Dec 1797 Arnold Bradley of Halifax Co. to Joshua Drew. Deed of gift of 55 acres that said Bradley bought from Lemuel Hogan, on west side of Little Swamp. 
Wit. Joel Joyner, Robert Biggs
       b. Solomon Drew
  15/193 28 Oct 1782 State of NC to Solomon Drew. 200 acres adj. Thomas Drew, James Hogun, Richard Webb, Bee Tree Branch, Francis Wall.
1782 Tax List, District 3 Solomon Drew, 200 acres
1784 Tax List, District 3 Solomon Drew, 200 acres Little Swamp
1785 Tax List, District 3 Solomon Drew, 200 acres
1787 Tax List, District 3 Solomon Drew, 200 acres
1788 Tax List, District 3 Solomon Drew, 200 acres
17/161 13 Jan 1789 Solomon Drew to Mariah Biggs. For 20 pounds, 60 acres adj. Thomas Drew, Bee Tree Branch, Robert Biggs, Lemuel Hogan, Benjamin Braswell. Wit. Lemuel Hogun, John Allsbrook
3. John Drew bef 1755 - 1816
6/137 30 Nov 1756 Thomas Drew Sr. of Edgecombe to John Drew my son  500 acres on Cypress Swamp, being the plantation where I now live, after my decease. Wit. William Tucker, William Williams
6/208  16 Aug 1757 John Drew of Edgecombe to John Phillips, Jr. of Edgecombe  For 250 pounds, 276 acres in the fork of Deep creek and Fishing Creek, adj. Cabin Branch. Wit. Samuel Ruffin, Joseph Haire, William Batts
6/319  23 Nov 1757 William Bryan of Edgecombe to John Drew of Edgecombe For 25 pounds, 320 acres on SS Fishing Creek, all houses, etc.  Wit. Samuel Ruffin, Thomas Wills, Mary Wills.
10/170 14 Nov 1767 John Drew of Halifax Co. to John Cotton of Northampton Co. For 56 pounds, 100 acres adj. Cypress Swamp, John Wood. Wit. Stephen Boyt, James Watts.
10/461 8 Apr 1768 John (X) Drew of Halifax Co. to James Smith of same. For 50 pounds, 400 acres where Mary Hancock now lives, on South side of Morattuck River on south side of Cypress Swamp, adj. Cypress Swamp, John Wood. Wit. James Bryant, Jesse Drew
1782 Tax List, District 3 John Drew, 176 acres
1784 Tax List, District 3 John Drew, 166 acres Deep Creek
1785 Tax List, District 3 John Drew, 166 acres
1786 Tax List, District 3 John Drew, 200 acres, John Drew, 166 acres
1787 Tax List, District 3 John Drew, 166 acres
1788 Tax List, District 3 John Drew, 166 acres
1790 Tax List, District 3 John Drew, 100 acres
18/538  4 July 1799 John (X) Drew and Mary (X) Drew of Halifax County to Joel Bryan. For 140 pounds, 160 acres on north east side of Deep Creek, adj. Indian Branch. 
Wit. Carrol Cain, Thomas Watson, William Howell
       married Ferebee [Pheriby] Bell dau of Joshua Bell & Ferebee Norfleet
       married  2nd  ca 1794 Mary ?
        a.  Absela Drew 
               married George Bryant 
        b.  Elizabeth "Betsy" Drew
              married Jonathan Boggan
                                1. Norfleet Drew Boggan
                                2. Blake Boggan
                                3. Holden Wade Boggan
                                 4. Absela Bryant Boggan
                                 5. Newitt Boggan
       c.  Sarah Ruthra Drew
              married a Hopgood or Hobgood
       d.  Thomas B. Drew  rem to GA 1830
                                  1. Thomas Drew
                                  2. John Drew
                                  3. Reddick Drew
                                  4. Blake Drew
       e.  Reddick Drew  
4. Jesse Drew ca 1742 -   [ rem to Lincoln Co by 1780]
 6/137  30 Nov 1756 Thomas Drew, Sr. of Edgecombe to Jesse Drew my son  250 acres being the land I bought of Dempsey Corrall. Wit. William Tucker, William Williams
10/6  7 July 1767 Joshua Bell to Jesse Drew of Halifax Co. for 20 pounds, 170 acres adj. Engin Branch. Wit. Peter Lowrie, Andrew McDaniel
10/393 25 Oct 1768 Jesse (X) Drew and Priscilla Drew of Halifax Co. to Thomas Kant. 170 acres on Indian Branch. Wit. Peter Lowrey, Giles Kelly, Thomas Savage, James Hogun
1782 Tax List, District 3 John Drew for Milley Drew, 199 acres
14/584 10 July 1782 Milley Drew of Linkhorn County to John Hobgood of Halifax Co. For 120 pounds, 200 acres adj. Deep Creek, said Hobgood, Milley Drew, Indian Branch, and Kamp. 
Wit. Elijah Hobgood, William Gainer
     married Priscilla Cain
?5.  Frances Drew bef 1745 -
?6.  Mary
              married bef 1745 Henry Harris
       [grandchildren mentioned in grandfather's will]

THOMAS DREW, SR. of HALIFAX

6/136  3 Nov 1756 Thomas Drew, Sr. of Edgecombe to Newit Drew my son 172 acres on SS Little Swamp near Coneto, Negroes, houseold goods, etc. 
Wit. William Tucker, William Williams

6/136  30 Nov 1756 Thomas Drew, Sr. of Edgecombe to Thomas Drew my son 250 acres where he now lives. Wit. William Tucker, William Williams

6/137  30 Nov 1756 Thomas Drew Sr. of Edgecombe to John Drew my son 500 acres on Cypress Swamp, being there plantation where I now live, after my decease. 
Wit. William Tucker, William Williams

6/137  30 Nov 1756 Thomas Drew, Sr. of Edgecombe to Jesse Drew my son 250 acres being the land I bought of Dempsey Corrall. Wit. William Tucker, William Williams

17/351  28 Aug 1780 Thomas (X) Drew to his son Joshua Drew, for love, good will, and affection. 125 acres that was part of 250 acres said Thomas Drew had purchased from James Hogun, and half had already been sold to James Lane, on west side of Little Swamp adj. Great Branch. Wit. Lemuel Hogan, Solomon Drew

 Children of Newitt Drew & Mary Purcell of SH Co VA:
 1. Edward Drew bef 1745 -
 2. Jeremiah Drew
 3. Jesse Drew
 4. Patience Drew
      married Smith
 5. Priscilla Drew
       married Fitzhugh
 6. Selah Drew 
       married Figures
7. Olive Drew
       married Harris

Children of Ann Drew ca 1715 & Benjamin Lane of Halifax Co NC:
1. Joseph Lane ca 1730 -  d 1757 Edgecombe Co
                    sheriff of Halifax Co 1751/2  
2. Faith [Faithy] Lane bef 1745 -
     married 1st Joseph Whitehead
         ancestors of David Gammon
     married 2nd --- Bynum
3. William Lane d 1786
     a. Martha Lane
           married Jethro Battle of Edgecombe Co
4. Newitt Lane
5. Drucilla Lane
             married Bryant

Children of Mary Drew & John Harris d 1764 SH Co VA
   Will dated 21 Mar 1764-prob 13 Dec 1764 SH Co VA
 son Drew, son Nathan, son John, wife, son Newitt, son Thomas, daughter Ann, daughter Martha.
 EX: son Nathan and Edward Drew  WIT: Simon Harris and Jesse Jones WB 2-108; Chapman 59
 1. Newitt Harris bef 1745 -
 2. Nathan Harris bef 1745 -
 3. Thomas Drew Harris bef 1745 -
 4. Ann Harris bef 1745 -
 5. Martha Harris bef 1745 -
 6. Edward Drew Harris bef 1745 -
 7. John Harris aft 1745 -

Child of daughter & Simon Turner
1. William Turner bef 1745 -