Chandler was mainly a portrait painter. "
In contrast to the many itinerant artists of the time, Chandler did not travel in search of commissions, and most of his sitters were family members or neighbors" of whom he made about 50 portraits.
 His first known portraits date from 1770.

A set of ornamental landscapes is also attributed to Chandler.
 These are often based on English prints and local elements such as the New England landscape and buildings.

Chandler's style is characterized by a flat, linear manner of painting and a realistic representation of his sitters.
 He can best be regarded as a very gifted folk painter.
Chandler was mainly a portrait painter. "In contrast to the many itinerant artists of the time, Chandler did not travel in search of commissions, and most of his sitters were family members or neighbors" of whom he made about 50 portraits.  His first known portraits date from 1770.
A set of ornamental landscapes is also attributed to Chandler.  These are often based on English prints and local elements such as the New England landscape and buildings.
Chandler's style is characterized by a flat, linear manner of painting and a realistic representation of his sitters.  He can best be regarded as a very gifted folk painter.
Winthrop Chandler