By order of the Massachusetts General Court, a fort was built in spring of 1744 on a hill in the southern part of town near the early center of settlement to offer protection during King George's War.

A 50-foot square blockhouse, constructed of 12-inch thick hewn hemlock had an overhanging second story, with firing ports and two swivel guns in watch posts on diagonal corners.

[4] Windham Minutemen marched to Portland in response to the Burning of Falmouth on October 18, 1775, and sixteen men were drafted from the town for the Penobscot Expedition.

Thirteen Windham men are reported as being members of the Continental Army with George Washington's American Revolutionary War winter encampment at Valley Forge.

Portland had refused to surrender these guns to Captain Henry Mowat as he demanded before he burned the town; and they were placed aboard the privateer Reprieve in 1776.

[7] A charcoal house, saltpeter refinery, mills, and storehouses were separated along a mile of both banks of the Presumpscot River upstream of Gambo to minimize damage during infrequent explosions.

Designation of the transcontinental Roosevelt Trail in 1919 (identified as United States Route 302 since 1935) encouraged increasing numbers of automobile tourists to drive through North Windham.

[12] Boody's store was built on the northern corner of the intersection of the Roosevelt Trail and Maine State Route 115 to sell grain, groceries, and hardware.

The crossroads village of North Windham has expanded into the commercial center of town through increasing automobile use by Sebago Lake vacationers and suburban Portland commuters.

It borders the towns of Standish and Gorham to the west, Westbrook to the south, Falmouth and Cumberland to the east, Gray to the northeast and Raymond to the north.