— born in MD or KY:
  4.  (Daughter A) GREENFIELD, b. 1794-1810 

— born in KY:
  5.  Matilda GREENFIELD, b. 1800  {50, KY}
  6.  Thomas Gordon GREENFIELD, Jr., b. 15 Jun 1804; d.  22 Aug 1840, Jefferson Co., AR; m. 6 Sep 1827, Todd Co., KY, Lucy T. HANNA, d/o Stephan HANNA & Elizabeth FORMAN
  7.  Mary L. GREENFIELD, b. 27 May 1802; m. Sherrod P. STANDARD
  8.  Wesley GREENFIELD, b. 1806/7  {44, KY}
  9.  Miles/Niels H./M. GREENFIELD, b. 1807/8  {42, KY}
10.  John GREENFIELD, b. 24 May 1809  {41, TN}

— born in Christian [now Todd] Co., KY:
11.  Nancy GREENFIELD, b. ca. 1813; m. 13 Jun 1833, Todd Co., KY, George Wyatt SHELTON (1813- )
12  Minerva Ann GREENFIELD, b. ca. 1815; m. 22 Sep 1835, Todd Co., KY, Henry H. ROBERTS (1815- )

Is John really their son?  It makes more sense if Wesley was the son in this age bracket.

1.  Jordan R. Dodd, ed.  1993.  Kentucky Marriages:  Early to 1850.  Liahona Research, Orem, UT (Broderbund CD-229):

Greenfield, Thomas G.	Hannah, Lucy T.	Sep  6, 1827	Todd Co.
Shelton, George W.	Greenfield, Nancy	Jun 13, 1833	Todd Co.
Roberts, Henry H.	Greenfield, Minerva Ann	Sep 22, 1835	Todd Co.

2.  Census Index:  U.S. Selected Counties, 1800 (Broderbund CD-312):

1800 Tax List

Greenfield, Thomas G.

KY

Bullit Co.

3.  Census Index:  U.S. Selected Counties, 1810 (Broderbund CD-313).  Please see my WARNING regarding use of this database (the numerical data have the genders switched). 

1810

Greenfield, Thomas G.

KY

Christian Co.

p. 112

11010-3131001

These data should read:

31310-11010-01

which indicate:

No. & Sex	Age Class	Therefore Born	Individuals Inferred
3 males	9 or under	1800-1810	= John (b. 1809) = Miles (b. 1807/8) = Wesley (b. 1805/6) = Thomas (b. 1804)
1 male	10-15	1794-1800	= ?
3 males	16-25	1784-1794	= Samuel (b. 1791-93) = William = Burgess
1 male	26-44	1765-1784	= Thomas (b. 1763)
1 female	9 or under	1800-1810	= Matilda (b. 1799/1800) or Daughter A
1 female	10-15	1794-1800	= Matilda (b. 1799/1800) or Daughter A
1 female	26-44	1765-1784	= Elsey
1 slave	all ages	in or bef. 1810	= name unknown

Was one of the boys tallied in the wrong age category?  Or do we have one of the ages wrong?  Or is John really their son?

4.   Census Index:  U.S. Selected Counties, 1820 (Broderbund CD-314):

1820	Greenfield, T.	KY	Todd Co.	p. 133
1820	Greenfield, Burges	KY	Christian Co.	p. 027

5.   Census Index:  U.S. Selected Counties, 1830 (Broderbund CD-315):

1830	Greenfield, T.G., Sr.	KY	Todd Co.		p. 359
1830	Greenfield, Burgess	KY	Christian Co.	Hopkinsville	p. 003

6.   Census Index:  U.S. Selected Counties, 1840 (Broderbund CD-316):

1840

Greenfield, Burgess

KY

Christian Co.

Hopkinsville

p. 187

7.  LDS.  Family Search: Internet Genealogy Service:  AF - Ancestral File (online at FamilySearch.org).

8.  WorldConnect / Ancestry World Trees (online at RootsWeb.com/Ancestry.com).