- Leonard Chester's parents were original Founders of Hartford, which later was made Connecticut Colony by King Charles
Leonard's mother Dorothy Hooker Chester was the sister of the Rev Thomas Hooker, who led his Massachusetts bay congregation to found hartford on the Connecticut River. They were Puritans in search of more religious tolerance than available in the Massachusetts Bay Churches
Biography of
Leonard Chester
Source: "Genealogies of the Families and Descendants of the Early Settlers of Watertown, Massachusetts, Includes Waltham and Weston"
by Henry Bond, M.D., Boston, 1860.
Transcribed by Janice Farnsworth
Subject: Leonard Chester.
Leonard Chester, came from Leicestershire, England in 1633; was an early proprietor of Watertown. He was one of the small colony that went from Watertown in 1635 to settle Wethersfield, Conn., which was at first called Watertown, Conn. There was a locality in Watertown, long known as "Chester's Meadow," and "Chester Brook," William Chester sold 13 acres of planting ground at Watertown, Mass., to William Paine, prior to 1642.
Leonard Chester from Brady or Blaby, Leicestershire, England, of a very respectable lineage, came to New England in 1633 then aged about 23 or 24 years of age, and settled at Watertown, Massachusetts. Two years afterward he left Watertown, Mass., with the col-ony that first planted at Pyquag, which the named Watertown, CT. Soon after, by the Court, they renamed Wethersfield, CT. He left Watertown previous to the making out of the List of Possessions, and his name, therefore is not found in any list of proprietors. But it is recorded that one of the lots of Mr. William Paine was bought of Mr. Chester. Several circumstances, in confirmation of tradition, evince his respectable social posi-tion and that he was comparatively wealthy. His name occurs only once in Massachusetts Colonial Records, in April, 1634, and then, although so young a man, he was designated as "Mr. Chester" Although he remained at Watertown, Mass., only about two years, a con-siderable water-course (the outlet of Sherman's Pond, sometimes of late called the West Branch of Beaver Brook) was named for him, Chester Brook, Watertown, Mass. These names were long retained.
In laying out the Naubuc Farms, on the east side of the Connecticut River, now in Glastenbury) previous to 1640, which was "the first tract of land in the Colony regularly surveyed and laid out into farm," Mr. Chester's allotment was the largest except for four: viz.
1. To Elder Clement Chaplin, 1,200 acres.
2. To Matthew Mitchell (father of Rev. Jonathan Mitchell of Cambridge, Mass) 900 acres.
3. To Governor George Wyllis, 480 acres.
4. To Governor Thomas Welles, 435 acres.
5. To Mr. Leonard Chester, 432 acres.
The next largest was to Mr. Thurston Raynor, 330 acrs.
In the family pedigree chart of Chester Families of Blaby, Leicestershire, England, William Chester of London and of Barnet, County of Hertford, England. Robert Chester of London and of Barnet County, Hertford, whose first wife was Bridget, dau. of John Sharpe of Frisby, Super Wreke. He had a second wife, unamed. Augustine Chester of Blaby who died in 1626, and his wife, Phoebe, dau. of John Michell; m. 1598. Charles Chester b. 1599 m. Alice Brickwood in 1624 and had, Jane b. 1632, Amy b. 1635 and Charles b. 1635.
The eldest son of Leonard Chester was John Chester, by his wife, Mary (Nevill) Chester, born at Watertown, Mass., where she was left, on account of her health, until he could go and prepare accomodations for her. We have not found this birth in the town records which did not begin to be kept until after Mr. Clements removal to Connecticut. He was a Juror in 1643, 1644 and 1645. He was a Grand Juror in 1643-1644. He died December 11, 1648 aged 38 or 39, and his widow, Mary, married (2) the Honorable Richard Russell of Charlestown, Mass. on Feb 21, 1655-6. She died at Charlestown, Mass., Nov 30, 1688, her Will dated Nov. 20th).
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