Built about 1853, with additional Italianate styling added in 1870, it is one of Winthrop's finest surviving mid 19th-century farm houses.

The Moses Bailey House stands on the west side of Winthrop Center Road (Maine State Route 135), just north of St. Andrews Episcopal Church.

The main block is 2+1⁄2 stories in height, with a side gable roof topped by a square Italianate cupola with rounded-arch windows.

[2] The house was built about 1853 by Moses Bailey, a prominent local businessman who was an early manufacturer of oil cloth floor coverings.

Originally Greek Revival in style, in 1870 Bailey made the alterations the give the house its Italianate character.