Wiscasset Homes on Tour 2025 features a collection of private homes and gardens in historic Wiscasset Village and the surrounding area. Featured homes are from the 18th and 19th centuries, each unique and fascinating. Together they present a visual record of rural Village life but updated for the 21st century. They are treasured private residences, and homeowners have successfully blended contemporary taste with historical details so that glimpses of the past remain.

In 2025, homes include the historic Lee-Payson-Smith House (1792) and the Swett-Johnston-Neal House (1805), both featured on Wiscasset’s Museum in the Streets. Also on the tour is Daybreak (1930), an elegant home visited by FDR and Charles Schultz, with a panoramic view of the Sheepscot River. Stories abound! The October 18 tour is a unique opportunity to explore the interiors and grounds of these exceptional homes.

In the late 18th and early 19th centuries, picturesque Wiscasset had a prolific ship-building industry along the shores of the Sheepscot River. Those stunning homes that spoke eloquently of their owners’ wealth still remain, but so, too, do the well-preserved homes of shopkeepers, entrepreneurs, farmers, and other productive members of this small self-contained community. Together, they contribute to Wiscasset’s description as “the prettiest village in Maine.”