These notes might involve two cousins: David, son of Christian, and David, son of Sebastian.
1819 David Winebrenner, minor son of Christian Winebrenner of Woodberry Twp, above the age of 14 years, chose Edward Cowan on April 7, as guardian of his estate, descended to him from [blank, likely from his deceased mother]. 
1821 Edward Cowan, guardian of David Winebrenner, a minor heir of land left by his grandfather, John Adams, to the descendants of his mother, Mary Adams Winebrenner. Dated February 7.
1821 "... I, Edward Cowan, guardian of David Winebrenner, a minor one of the heirs of Mary Winebrenner wife of Christian Winebrenner who was one of the heirs of John Adam deceased and Mary Ryver another of the heirs of Mary Winebrenner who was the wife of John Ryver and grand-daughter of the said John Adam, for and in consideration of the sum of thirteen hundred fifty one dollars and ninety three cents ... duly paid ... by Henry Breidenthal ... do hereby release ... all our right title ... to our two seventh parts of a certain tract of land called Woodstock ..." Dated March 10. 
1824 David Winebrenner sold his seventh share of the estate to Henry Breidenthal and the deed described some detail of the partition; dated September 8. "Know all men by these presents that whereas John Adams late of Washington County State of Maryland deceased hath obtained patent for three hundred and seventy three acres of land be the same one ? in Woodberry Township Bedford County and state of Pennsylvania ad-joining lands of Conrad Martin on the North and ?st and others on the south and west and whereas the said John Adams by his last will and testament bearing date the thirteenth day of June AD 1807 and recorded in the Register's Office in Washington County Maryland did devise and bequeath the said described tract to his daughter Mary and her heirs and assigns and whereas Christian Wine-brener being the husband of the said Mary at the same time claim-ed right as heir to the said premises and who has since deceased and released his right and title thereto or his life time ? Conrad Martin by release bearing date the 16th day of January AD 1?78 recording in the office for recording of deeds in and for the county of Bedford in Book L page 162 Reference thereto ? will more fully and at large appear and whereas the said Conrad Martin ? of the said Mary (who being since deceased having ? by agreement dated the eighth day of March 1821 to divide aforesaid ? ? into seven equal shares and numbered first No 1 the next No 2 and sequentially 3 4 5 6&7 and did afterwards draw them by lotery ...the said Conrad Martin having these already obtained three seventh ? of said ? se one six and seven fell to his share, No 2 fell to Daniel Moon and Catherine his wife, No 3 fell to David Winebrenner, No 4 fell to Mary Ryver daughter of said Mary deceased ? No 5 fell to Andrew Erlenbaugh and Esther his wife..." 
1829 The Will of Christian Winebrenner Senior of Woodbury Township, Bedford County, Pennsylvania was dated 16 November 1829, and was probated 29 January 1833. He signed by his mark, and gave to four eldest sons, Christian, Jacob, Peter and David, and to my 3 eldest daughters, $1.00 each [these seven children had already inherited land from their grandfather, John Adam, through their mother, Mary Adam]. He gave to his wife Abby (Abigail Chrisman) all of estate during her life if a widow. She was to raise and school the 8 youngest children. After the death of Abby, the estate was to be sold and the money divided equally to the 8 younger children: John, Andrew, Daniel, Joseph, Elizabeth, Sarah, William and Polly (Peggy). Executors named as wife Abigail and son Christian Winebrenner. Witnesses John and Daniel Holsinger. Probate 11 January, 1833. 
1836 "It was in 1836 that the county was organized, nine years after the Bristol settlement, and by that time a number of other settlers had appeared in Noble Township and taken land on which they erected cabins. Among these pioneers, in addition to those in the Bristol party, were ...David Winebrenner, with his sons, Peter, Jacob and David, Jr.,"  
1837 David Winebrenner patented land in Noble County, Indiana on March 20.  
1840 David Winebrenner lived in Noble Twp, Noble County, Indiana in a household with males: 2 (5 thru 9), 1 (10 thru 14), and 2 (30 thru 39); and females: 1 (under 5) and 1 (20 thru 29). 
1843 Merriam Christian Church was organized by Elder J. Banta, four miles southeast of Wolf Lake, in Noble Twp, Noble County, Indiana. D. Winebrenner, Barbara Winebrenner, and Peter Winebrenner were among the 12 charter members. 
1850 David Winebramer (age 48, born in Pennsylvania) lived in Noble, Noble County, Indiana with Barbara Winebramer (age 43), Elizabeth Winebramer (age 11), Eliza Winebramer (age 8), Amanda Winebramer (age 6), Perry Bloskey (age 54), Jacob Winebramer (age 20), and David Winebramer (age 15). 
1858 David Winebrenner dated his will on January 8, 1858, in Noble County, Indiana. The will mentioned a wife and named children Peter Winebrenner, Jacob Winebrenner, David Winebrenner, Elizabeth Winebrenner, Eliza Winebrenner, and Amanda Winebrenner; and grandson Franklin Winebrenner, son of Jacob. The will was proved on February 4, 1858. Son Peter was named executor. Peter Winebrenner was to move onto, and take charge of, the farm. 
1858 David Winebrenner died 26 January 1858 and was buried at Sanford Cemetery, Burr Oak, Noble County, Indiana. 
1860 Bar Winebrenner (age 54, born in Pennsylvania) lived in Noble, Noble County, Indiana, at post office Wolflake, with Peter Winebrenner (age 34), Sarah Winebrenner (age 26), Amanda Winebrenner (age 15), Rachel Winebrenner (age 9), Barbara Winebrenner (age 7), Franklin Winebrenner (age 4), Elizabeth Sanford (age 75), and Jackson Rider (age 10). 
1864 Jasper P Edsall and Amanda Winebrenner were married lon February 25, in Noble County, Indiana. 
1870 Barbara Winebrenner (age 64, born in Pennsylvania, living with son) lived in Noble Twp, Noble County, Indiana, in a household with Peter Winebrenner (age 44), Sarah J Winebrenner (age 34), Saml Winebrenner (age 10), Mary E Winebrenner (age 8/12), and Franklin Winebrenner (age 14, living with uncle). 
1877 Barbara Winebrenner, wife of David, died on March 25, 1877 at age 70y, 9m, 20d, and was buried at Christian Chapel Cemetery, Merriam, Noble County, Indiana. 
Jacob Winebrenner, listed in the 1850 census, could be a child of this couple. Jacob Winebrenner was named as a son in David's will. We have listed him as a child, with no further evidence.
 Pennsylvania Probate Records, 1683-1994, Bedford, Orphans Court Docket 3-251, FHL film 331335, image 380, [FamilySearchImage].
 Bedford County, Pennsylvania, Deed M-680, bottom of page, citing deed L-162, [FamilySearchImage], [FHLCatalog].
 Bedford County, Pennsylvania, Deed M-473, [FamilySearchImage], [FHLCatalog].
 Bedford County, Pennsylvania, Deed O-71, index, see the notes of Christian Winebrenner and Mary Adam for a partial transcription, [FamilySearchImage], [FHLCatalog].
 Pennsylvania Probate Records, 1683-1994, Bedford, Will 3-28, [FamilySearchImage].
 Ira Ford, ed., History of Northeast Indiana LaGrange, Steuben, Noble and DeKalb Counties, Vol. 1 (Lewis, 1920), 417, [HathiTrust].
 Weston Arthur Goodspeed and Charles Blanchard. Counties of Whitley and Noble Indiana Historical and Biographical (Chicago: Battey & Co, 1882), 243, [HathiTrust].
 United States Bureau of Land Management Patent, [US_BLM image].
 United States Bureau of Land Management Patent, [US_BLM image].
 United States Federal Census, 1840, [AncestryImage], [AncestryRecord].
 History of the Eel River Christian Conference (1902), 48, [HathiTrust].
 United States Federal Census, 1850, [AncestryImage], [AncestryRecord].
 Indiana, Will and Probate Records, Noble County, Will 1-6, [AncestryRecord], [AncestryImage].
 Find A Grave Memorial 20673119, [FindAGrave].
 United States Federal Census, 1860, [AncestryImage], [AncestryRecord].
 FamilySearch.org, [FamilySearchRecord].
 United States Federal Census, 1870, [AncestryImage], [AncestryRecord].
 Find A Grave Memorial 25509000, [FindAGrave].