Michael Sweetser House

The House at 5 Bennett Street in Wakefield, Massachusetts, is also known as the Wakefield House for Aged Women, and is one of the largest houses in Wakefield's Junction District. The original part of the house was built sometime between 1875 and 1881, with Italianate styling. It was probably built for an executive of the Wakefield Rattan Company. In 1894 the house was purchased by the Wakefield House for Aged Women, a charity established by local Protestant churches, and significantly expanded. During this major alteration some of the house's Italianate details were copied, and a Queen Anne style porch was added.The building was listed on the National Register of Historic Places in 1989.

The Dr. S. O. Richardson House is a historic house at 694 Main Street in Wakefield, Massachusetts, United States. Built in the late 1830s, this wood-frame house is one of the finest Greek Revival houses in Wakefield, and was the home of Dr. Solon O. Richardson, a locally prominent physician and real estate developer. The house was listed on the National Register of Historic Places in 1989.

The Massachusetts State Armory is a historic armory in Wakefield, Massachusetts. Built in 1913, it is a fine local example of Classical Revival architecture, and a symbol of the town's long military history. The building was listed on the National Register of Historic Places in 1989. It presently houses the Americal Civic Center, a local community center.

Wakefield Centre station is a former railway station at 57 Water Street (Route 129) in Wakefield, Massachusetts. Built in the early 1870s, it is a surviving element of the railroad infrastructure that enabled Wakefield's growth as an industrial center in the late 19th century. The depot was added to the National Register of Historic Places in 1989 as Centre Depot. As of 2008, the former depot serves as a restaurant.

The House at 12 West Water Street in Wakefield, Massachusetts is a rare local example of a Second Empire house. The wood-frame house was built around 1860, and has two full stories, and a third beneath the mansard roof. It is three bays wide, with a wide double-door entry, and a porch across the front with elaborately decorated posts. The house may have been built by Cyrus Wakefield, owner of the Wakefield Rattan Company, and sold to a company employee. A later owner was George Cox, who owned a billiard parlor in the town center.The house was listed on the National Register of Historic Places in 1989.

The Wakefield Rattan Company was the world's leading manufacturer of rattan furniture and objects in the second half of the 19th century. Founded by Cyrus Wakefield in 1851 in South Reading, Massachusetts (now Wakefield), it perfected machinery for working with rattan, developing looms for weaving chair seats and mats. Its products also included wicker furniture and baby carriages. The company also successfully found uses for previously wasted portions of the plant, using shavings to create baling fabric and floor coverings. Its products were available throughout the United States.

40 Crescent Street is a historic house in Wakefield, Massachusetts, and is significant as a particularly fine example of a Greek Revival style house.

The Item Building is a historic commercial building at 26 Albion Street in Wakefield, Massachusetts. Built in 1912, the single-story brick building serves as the headquarters of The Wakefield Daily Item, Wakefield's main community newspaper, and is a well-kept example of early 20th century commercial architecture.

South Reading Academy is a historic former school building at 7 Foster Street in Wakefield, Massachusetts, US. Built in 1828–29 for the First Baptist Church, the building has served as a religious school, public high school, clubhouse, and commercial space. The building was listed on the National Register of Historic Places in 1989.

The Deacon Daniel Green House is a historic house at 747 Main Street in Wakefield, Massachusetts. It is a 2+1⁄2-story wood-frame house, with a gable roof and clapboard siding. It was built early in the Federal period (1750-1785), and is one of a few surviving examples of a local architectural variant, three bays wide and four bays deep. The house was occupied by Deacon Daniel Green in 1785, who moved to South Reading (as Wakefield was then known), from Stoneham.The house was listed on the National Register of Historic Places in 1989.

The buildings at 35–37 Richardson Avenue are historic rowhouses in Wakefield, Massachusetts. These two rowhouses, built c. 1912–15, are among the earliest apartment blocks built in the town. They were built by Solon O. Richardson, Jr. on a portion of his estate. The buildings were listed on the National Register of Historic Places in 1989.

The Wakefield Trust Company is a historic commercial building at 371 Main Street in Wakefield, Massachusetts. Built in 1924, it is one of three buildings on the west side of Main Street (along with the library and main post office) that give the town center a strong Classical Revival flavor. The building was listed on the National Register of Historic Places in 1989.