House at 12 West Water Street

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.

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 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.

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.

Flanley's Block is a historic commercial building at 349–353 Main Street in Wakefield, Massachusetts, US. Built about 1895, it is a well-preserved local example of late 19th-century Italianate commercial architecture. The building was listed on the National Register of Historic Places in 1989.

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 House at 15 Chestnut Street in Wakefield, Massachusetts is a well preserved high style Colonial Revival house. It was built in 1889 for Thomas Skinner, a Boston bookkeeper. The 2+1⁄2-story wood-frame house is topped by a hipped roof with flared eaves and a heavily decorated cornice. A porch extends across the front of the house, which is supported by paired turned columns. Above on the porch is a low railing with paired pillars (matching the support columns in position) topped by urns. The front door is flanked by Ionic pilasters, then sidelight windows, and then another pair of pilasters.The house was listed on the National Register of Historic Places in 1989.

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 United States Post Office–Wakefield Main is a historic post office building at 321 Main Street in Wakefield, Massachusetts. Built in 1936 as part of a Depression-era works project, it is a Classical Revival structure that harmonizes with its neighbors. The building was listed on the National Register of Historic Places in 1987, and included in the Common District in 1990.

The House at 23 Avon Street in Wakefield, Massachusetts is one of the town's finest examples of Italianate. It was built about 1855, and was listed on the National Register of Historic Places in 1989.

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.