Your CJ and WY Wynne are shown as Caleb J Winn age 12 and William Y Winn age 10 on the 1870 Craven Co, NC Census. There are living in household# 108-115 which appears to be part of household# 108-114.
108-114 George Pate age 40 b. NC
Sarah W age 47 b. 1823 VA
-115 Wm J Cavenaugh age 20
Mary E age 17 b. NC
Stephen L age 15 b. NC
Caleb J WINN age 12 b. 1857-58 NC
William Y WINN age 10 b. 1859-60 NC
In 1860, Caleb J Wynne is found in his parent's household, in Craven Co, NC in Goodings Twp
James H Wynne age 33 b. 1826-27 NC
Lucy A age 32 b. NC
Mary C age 12 b. NC
Martha J age 11 b. NC
Caleb J age 3 b. NC
Also in Goodings Twp is a family that could be a brother to James H Wynne
William H Wynne age 36 b. 1823-24 NC
Elizabeth A age 30 b. (ALL born in NC)
William age 11 b.
Sarah age 9 b.
Susan age 8 b.
Eliza age 6 b.
Edwin age 4 b.
In Neuse River Twp, Craven Co, NC there is an older Wynn however, he's not old enough to be the father.
B F Wynn age 48 b. 1811-12 ALL b. NC
Sarah (wife) age 24 b. (my guess..poss a 2nd wife)
Manda E age 10 b.
Benjamin F age 3 b.
In 1850 Craven Co, your James, Lucy, Mary and Martha are listed as is William, however, in ancestry.com he is transcribed as "William S Wymre", along with wife Elizabeth and son William shown as 5/12 mos old. Sometimes, ancestry.com slaughters the surname so badly that you have to search by first name!
1840 Craven Co, NC Census shows two WINN households
Elizabeth Winn 0011-0002001
1 male 10-under 15 b. 1826-1830 James 1826-27?
1 male 15-under 20 b. 1821-1825 William 1823-24?
2 females 15-under 20 b. 1821-1825
1 female 40-under 50 b. 1791-1800
Willoughby Winn may be an estate as no family members are shown..not even for Willoughby
1830 Craven Co, NC Census shows
Stephen Winn 1100001-0110001
1 male under 5 b. 1826-30 James 1826-27
1 male 5-under 10 b. 1821-25 William 1823-34
1 male 40-under 50 b. 1781-1790
1 female 5-under 10 b. 1821-25
1 female 10-under 15 b. 1816-1820
1 female 40-under 50 b. 1781-90
This is the exact family as Elizabeth's in 1840 even though one daughter and the wife's birth range aren't perfect matches
North Carolina Marriage Bonds, 1741-1868
3/1/1793 William Winn to Betsey Foscue
11/1/1797 Sally Wynn to Meshach Alway
5/14/1814 Crecy Ann Winn to Joseph Brittain
6/10/1817 Stephen W Winn to Elizabeth Jones
2/2/1803 Eliza Wynn to Andrew Southmayd Rhodes
5/19/1804 William Wynn to Levisa Cox
4/11/1843 Tryphena Wynne to Benjamin F Borden
6/2/1845 William S Wynne to Elizabeth Hyman
12/10/1844 James Wynne to Lucy Thorpe
My guess would be that William/Betsey could be parents of Stephen Winn. Stephen/Elizabeth Jones Winn are parents of James & William and, as you can see, their marriage records are also here, so you know who Caleb & William Y's mother was, now. Most likely, Tryphena is one of their sisters.
I descend from Thomas Wynne line of Henrico Co and Lunenburg Co, VA and given that many of the Wynne's went "south" I would try to connect to them, if I were you. I did not find any Wynn, Wynne nor Winn's on the 1810 or 1820 Craven Co census.
Hope this helps,
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