The Jane Costalow Family

Children:

1. Jane Costalow/Crostolow (m. William Benjamin)
   b. 18 May 1792 b.
   m. 10 Jun 1811, Loudoun Co, VA d. bef. 1850, Loudoun Co, VA?
   d. bef. 1850, Loudoun Co, VA?
   
   

2. Elizabeth Hyde
   b. 1 Aug 1796
   
   

3. Nancy Winegrove (twin)
   b. 1 Jul 1799
   
   

4. John Winegrove (twin)
   b. 1 Jul 1799

Chronological Timeline:

The last will and testament of Sebastian Woofter was written on 13 Mar 1807 in Loudoun County, Virginia. He bequeaths "the use of my whole estate both real and personal during her natural life" to his wife Mary. After Mary's death, "the land to be sold and the money arising form the sale thereof together with the personal estate to be equally divided amongst my several grandchildren here after named viz:"

• My son John Woofters children: Susanna, Priscilla, Jonathan, James, John and the youngest daughter whose name is unknown

• Children of my daughter Elizabeth who is dead: Jane Costalow, Elizabeth Hyde, Nancy Windgrove and John Windgrove

• Children of my daughter Mary Phillips, wife of Jenkin Phillips: Elizabeth Phillips, Mary Phillips, William Phillips

• Children of my daughter Jane Starkey, wife of Isaac Starkey: Jacob Starkey, John Starkey, Elizabeth Starkey and Ceppha Starkey

Son John Woofter and daughters Mary Phillips & Jane Starkey were given "one shilling each having heretofore provided for them." The executors were his wife Mary Woofter and his friend William Bronaugh. The witnesses to the last will and testament were Moses Brown and James Reed. Moses Brown and James Reed both swore oath and proved the deed in court on 11 May 1807. The widowed Mary Woofter relinquished her rights as executor and William Bronaugh paid bond of $1,000 with Samuel Boggess and Lewis Ellzey as his securities.

SOURCE: https://www.familysearch.org/ark:/61903/3:1:3QS7-L9P6-9QSV

A few records extracted from Apprentices, poor children and bastards: Loudoun County, Virginia 1757-1850, published in 2000 by Louisa Skinner Hutchison, explain more about Jane Costalow, granddaughter of Sebastian Woofter.

• 13 Feb 1804: Nancy Winegrove & John Winegrove, 4 years old on 1 Jul 1803 & twins of Elizabeth Costelo, bound to William & Sarah Trayhorn.

• 13 Feb 1804: Elizabeth Hide, 8 years old on 1 Aug 1804, was bound to Samuel Todd.

• 14 May 1804: Jane Caslo, 12 years old on 18 May 1804, bound to Gabriel McGeath.

NOTE: The researcher of the sourced website states Jane herself was married to a Costello, while Elizabeth was married to a Hyde. This doesn't make sense, considering these minor children were being bound to guardians in 1804, after their mother Elizabeth passed away. Those were their birth names and they were children; there are four year gaps between the childrens' births.

SOURCE: https://freepages.rootsweb.com/~eve22/family/loudoun-records.htm

On 10 Jun 1811 in Loudoun County, Virginia, William Benjamin was married to Jane Crostolow by John Littlejohn.

SOURCE: https://www.familysearch.org/ark:/61903/3:1:3QS7-L9XF-2ZZJ

Everything below is only possible; we need more proof this is the correct family.

The 1820 federal census shows Wm. Benjamin enumerated in Fauquier County, Virginia; his household consisted of the following:

2 Males under 10
1 Male 26-45
1 Male 45+
2 Females under 10
1 Female 26-45

SOURCE: https://www.familysearch.org/ark:/61903/3:1:33SQ-GYBQ-9VYH

The 1830 federal census shows William Benjamin enumerated in Prince William County, Virginia; his household consisted of the following:

2 Males under 5
1 Male 5-10
1 Male 40-50
2 Females 10-15
1 Female 15-20
1 Female 40-50

SOURCE: https://www.familysearch.org/ark:/61903/3:1:33SQ-GYTT-4S2

The 1840 federal census shows William Benjamin enumerated within Josiah Hood's 2nd District of Loudoun County, Virginia. The previous pages also shows a James Benjamin; their households consisted of the following:

James Benjamin
1 Male 20-30
1 Female 20-30

William Benjamin
1 Male 10-15
1 Male 15-20
1 Male 50-60
1 Female 10-15
1 Female 15-20
1 Female 50-60

SOURCE [James]: https://www.familysearch.org/ark:/61903/3:1:33SQ-GYY8-SZJD
SOURCE [William]: https://www.familysearch.org/ark:/61903/3:1:33SQ-GYY8-SZF1

On 11 May 1847 in Shelburne Parish, Loudoun County, Virginia, Charles Wildman was married to Henrietta Benjamin. The marriage record was signed by Charles Wildman and John Benjamin.

SOURCE: https://www.familysearch.org/ark:/61903/3:1:3QSQ-G9XF-2C93

The 1850 federal census shows Jas. Benjamin enumerated on 14 Apr 1850 in Loudoun County, Virginia. The same page, two households above, also shows Jno. Benjamin; their households consisted of the following:

Jno. Benjamin 26 M W Labour Virginia
Harriet 25 F W Virginia
Maria 8 F W Virginia
Jas. 5 M W Virginia
Lis 4 F W Virginia
Jno. 2 M W Virginia

Jas Benjamin 30 M W Labour $250 real estate Virginia
Wm. 11 M W Virginia
Mary 7 F W Virginia
Chas. 4 M W Virginia

SOURCE: https://www.familysearch.org/ark:/61903/3:1:S3HY-6QLS-9MW

On 31 Jan 1854 in Loudoun County, Virginia, James T. Dickey was married to Ann Maria Benjamin, with James Benjamin consenting.

SOURCE: https://www.familysearch.org/ark:/61903/3:1:3QS7-99XF-2H59