Richard Olmsted (1612-1687) and his family moved to Norwalk, CT in the earliest part of the 1650s. He was Deputy to the Connecticut General Court for 1653-1679 (most years), town judge/commissioner 1653-1687, Townsman in 1657, Selectman 1669-1675. He received a colonial grant of 60 acres in May of 1669 for his service. He was a sergeant on 21 May 1653 with a company of 65 men to train, a lieutenant on 19 May 1659, a soldier in King Philips War 1675-1676, muster master for Fairfield County in November of 1673, and was made a captain in 1680 with a 6-year commission. Richard Olmsted's (1612-1687) will was dated 05 September 1684 and he died at Norwalk, CT in 1687.

Son James Olmsted (1647-1731) married at Fairfield, CT in 1673 to Phebe Barlow (1651-1731) and they settled at Norwalk, CT and had 5 children there. James Olmsted (1647-1731) was a judge, a Selectman, and the Town Clerk (29 years, 1678-1707, 1721) at Norwalk, CT. He was a lieutenant in the Norwalk Train Band in 1680 and later a captian. He was the Norwalk, CT representative to General Court for 1691, 1692, 1693, and 1699. James Olmsted (1647-1731) was "one of Norwalk's most eminent and influencial citizens".

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