House at 40 Crescent Street

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 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 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.

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 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 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 House at 18 Park Street, also known as the Clarence A. Van Derveer House, is a historic house at 18 Park Street in Wakefield, Massachusetts. The 1+1⁄2-story Craftsman/Bungalow style house was built in 1922 by Clarence A Van Derveer, a real estate broker who lived next door and subdivided his lot to build this house. It has classic Craftsman features, including exposed rafters under extended eaves (which shelter a porch), and paneled porch pillars and rails.The house was 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 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 8 Park Street, also known as the Dr. Joseph Poland House, is a historic house at 8 Park Street in Wakefield, Massachusetts. The 2+1⁄2-story wood-frame house was built c. 1852 for Dr. Joseph Poland, who only briefly practiced in the town. The house is in a vernacular Italianate style, with a two-story ell on the rear and a porch on the right side. The house has elongated windows with entablatured surrounds. The porch and front portico are supported by turned columns with bracketed tops, the building corners are pilastered, and there are paired brackets found in the eaves and gable ends.The house 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.