Arriving ahead of the Winthrop Fleet, Maverick became one of the earliest settlers, one of the largest landowners and one of the first slave-owners in Massachusetts.
Maverick built a fortified house on Noddle's, to ward against Indian attacks, and armed it with four guns.
In April 1633 general court granted Maverick property rights to most of the area of modern-day Chelsea excluding Prattville.
In March 1635 Maverick sold his holdings outside his farm in Winnisimmet to Richard Bellingham, the deputy governor of Massachusetts.
In 1646, Maverick was among the seven merchants and entrepreneurs who signed the Remonstrance, petitioning the Massachusetts General Court for conformity to English law and more moderate civil and church policies.
John Child and William Vassall included the Remonstrance in their 1647 pamphlet, New England's Jonas cast up in London.
When he stated that he had been persecuted because he was an Anglican and a royalist, the king appointed him as one of the four commissioners to arbitrate disputes in New England.