Church–Lafayette Streets Historic District

25 Avon Street is a historic house, and is significant as one of the more elaborate Queen Anne Victorian houses in the town of Wakefield, Massachusetts.

The Deacon Thomas Kendall House is a historic house at One Prospect Street in Wakefield, Massachusetts. This timber frame, 2+1⁄2-story five-bay house has Federal styling, but its massive central chimney indicates that parts of the house likely predate the Federal period, and in a style that predates 1750 (Dea. Kendall lived 1618–1681). The house is believed to have suffered fire damage in 1786 and been reconstructed at that time, incorporating salvaged materials. Its exterior trim exhibits several different styles, that on the north and west sides more finely carved. The second-floor windows on the south side are smaller and set near the eaves, a typical colonial period feature. The house was listed on the National Register of Historic Places in 1989.Deacon Thomas Kendall was an influential member of the community, serving as a selectman, commissioner, and deacon of the church for 36 years. He and his wife, Rebecca, had 10 children, and when she died, at the age of 85, she had 175 grandchildren and great-grandchildren. The Kendalls were among the earliest settlers of the Reading area (of which Wakefield was a part until the 19th century). The house was owned for much of the 19th century by the Emerson family, who also owned it at the time of the 1786 fire.

The House at 21 Chestnut Street is one of the best preserved Italianate houses in Wakefield, Massachusetts. It was built c. 1855 to a design by local architect John Stevens, and was home for many years to local historian Ruth Woodbury. The house was listed on the National Register of Historic Places in 1989.

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 station is an MBTA Commuter Rail station in Wakefield, Massachusetts served by the Haverhill Line. The station has two side platforms, which are not accessible, serving the line's two tracks. The station building, constructed in 1889, was listed on the National Register of Historic Places in 1989 as Wakefield Upper Depot.

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 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.

Wakefield is a town in Middlesex County, Massachusetts, in the Greater Boston metropolitan area, incorporated in 1812 and located about 12.5 mi (20.1 km) north-northwest of Downtown Boston. Wakefield's population was 27,090 at the 2020 census. Wakefield offers an assortment of activities around the local lake, Lake Quannapowitt.

The William Stimpson House is a historic house at 22 Prospect Street in Wakefield, Massachusetts. The 2+1⁄2-story timber-frame house was built sometime before 1795, probably by William Stimpson, son of the local doctor. It has conservative Federal styling, most notably due to its central chimney rather than the more typical twin chimneys of the period. The building's internal layout and two kitchen fireplaces suggest that it was built as a two-family residence.The house was listed on the National Register of Historic Places in 1989.

The Captain Goodwin–James Eustis House is a historic house in Wakefield, Massachusetts. Built about 1760 and enlarged around 1830, it is a good local example of Greek Revival architecture, which was owned by a prominent local businessman and civic leader. The house was listed on the National Register of Historic Places on March 2, 1990, where it is listed as the "Captain Goodwin–James Custis House".

The Common District encompasses the main civic center of Wakefield, Massachusetts. It is centered on the historic town common, just south of Lake Quannapowitt, which was laid in 1644, when it became the heart of Old Reading. The area was separated from Reading as South Reading in 1818, and renamed Wakefield in 1868. The 25 acre district includes the buildings that line the common on Common Street and Main Street, which include the town hall, public library, YMCA, post office, and several churches. It was listed on the National Register of Historic Places in 1990.

Temple Israel Cemetery is a historic Jewish cemetery on North Avenue in Wakefield, Massachusetts. The cemetery was established by the Temple Israel congregation of Boston in 1859. Unlike the adjacent Lakeside Cemetery, whose landscape is of winding paths, this cemetery is laid out in a rectilinear grid. Stones are somewhat uniform in their content, often listing places of birth and death. Markers placed early in the cemetery's history are predominantly marble, while many of those placed in the 20th century are granite or limestone. The cemetery's most notable burial is that of Rabbi Joshua Liebman.The cemetery was listed on the National Register of Historic Places in 1989.