Wakefield Trust Company

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 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 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 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 Yale Avenue Historic District is a residential historic district near the center of Wakefield, Massachusetts. It encompasses eight residential properties, all but one of which were developed in the 1860s and 1870s, after the arrival of the railroad in town. These properties were built primarily for Boston businessmen, and mark the start of Wakefield's transition to a suburb.The district, which was listed on the National Register of Historic Places in 1989, consists of five houses (16-24) on the south side of Yale Street, and three (21-25) directly opposite on the north side. Five are Italianate in style, one is Second Empire, one is Queen Anne, and the newest house in the district, 22 Yale Avenue, was built c. 1896 in the Colonial Revival Style. All are 2+1⁄2 stories in height, and of wood-frame construction, with clapboards and/or shingles on their exteriors, and most have porches.Although the houses are nominally in one style, most exhibit features that are reminiscent of a different style. The house at 20 Yale Avenue, for instance, follows a somewhat typical Italianate L-shaped plan, but its porch is more elaborately decorated with what might be considered Queen Anne features. The house at 23 Yale Avenue, built c. 1863, marks a shift from the Italianate to the Second Empire with the addition of a mansard-style roof with fish scale shingles. 24 Yale Avenue is one of t Wakefield's few surviving Stick style houses, and 22 Yale Avenue is an early and modest example of the Colonial Revival.

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.

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 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 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 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.