House at 52 Oak Street

The Oliver House, also known as the Smith-Oliver House, is a historic house at 58 Oak Street in Wakefield, Massachusetts. Probably built in the late 18th century, this Federal period house is distinctive for its association with the now-suburban area's agrarian past, and as a two-family residence of the period, with two "Beverly jogs". The house was listed on the National Register of Historic Places in 2014.

The House at 26 Francis Avenue in Wakefield, Massachusetts is a Colonial Revival octagon house. The shingle-clad wood-frame house rests on a high fieldstone foundation, is 2 stories at its rear and 1-1/2 in front, and has the appearance of a square house with four square sections projecting diagonally from each of its corners. The house has a Craftsman/Bungalow-style hip-roofed dormer with diamond-paned windows, and its main entrance is oriented diagonally toward the corner, under a porch supported by round columns.The house was added to the National Register of Historic Places in 1989.

Greenwood Union Church is a historic church at 4 Oak Street in Wakefield, Massachusetts. The church was built in 1884 and added to the National Register of Historic Places in 1989.

Greenwood station is an MBTA Commuter Rail station on the Haverhill Line located in the Greenwood neighborhood of Wakefield, Massachusetts. The station consists of two side platforms serving the line's two tracks. The low-level platforms are not accessible. The ticket office in the station building closed on February 22, 1952. By 1962, the former station building was relocated to the Pleasure Island amusement park for use on an antique railroad. The façade of the Lomita Railroad Museum, located 2,608 miles (4,197 km) away in Lomita, California, is a replica of the original Greenwood station.

The Samuel Gould House is a historic house at 48 Meriam Street in Wakefield, Massachusetts. Built c. 1735, it is one of the oldest houses in Wakefield, and its only surviving period 1+1⁄2-story gambrel-roofed house. It was built by Samuel Gould, whose family came to the area in the late 17th century. It has had modest later alterations, including a Greek Revival door surround dating to the 1830s-1850s, a porch, and the second story gable dormers.The house was listed on the National Register of Historic Places in 1989.

The US Post Office-Woburn Center Station is a historic post office building at 1 Abbott Street in Woburn, Massachusetts. The single story Classical Revival building was built out of sandstone in 1911. It is nine bays in width, with a central portico supported by Doric columns sheltering the main entrance. The building has a standing seam metal hip roof with a flat middle section. The cornice has dentil molding, with a parapet above.The building was listed on the National Register of Historic Places in 1987.

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.

Lynnwood is a historic house at 5 Linden Avenue in Wakefield, Massachusetts. Built c. 1858, it is one of the town's finest examples of Stick style architecture. It is a 1+1⁄2-story wood-frame structure with an L-shaped cross-gable configuration; its features include deep eaves supported by arched brackets, and a 3+1⁄2-story tower topped by a hip roof with triangular dormer windows. Its eaves have brackets with pendants, and its windows have surrounds with drip molding.The house 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 Michael Sweetser House is a historic house at 15 Nahant Street in Wakefield, Massachusetts. The 2+1⁄2-story timber-frame house was built c. 1755 by Michael Sweetser, an early settler of the area. It is traditionally Georgian in character, although its front door surround was added during Greek Revival period of the mid 19th century. One of the house's 19th century occupants was Paul Hart Sweetser, one of the founders of the Massachusetts Teachers Association and a locally active politician.The house was listed on the National Register of Historic Places in 1989.

The House at 118 Greenwood Street in Wakefield, Massachusetts is a rare well-preserved example of a Stick-style house. The 2+1⁄2-story house was built c. 1875, and features Stick-style bracing elements in its roof gables, hooded windows, with bracketing along those hoods and along the porch eave. Sawtooth edging to sections of board-and-batten siding give interest to the base of the gables, and on a projecting window bay. The house was built in an area that was farmland until the arrival of the railroad in the mid-19th century.The house was listed on the National Register of Historic Places in 1989.

The House at 54 Spring Street in Wakefield, Massachusetts is a well-preserved Queen Anne Victorian house. The 2+1⁄2-story house was built c. 1889–90, and is most notable for its detailed shingle work. The house has an L shape, with a porch that wraps around the front and right side, into the crook of the L. The windows are topped by shed-roofed hoods with cut shingles, and there are bands of decorative shingle work filling the north side gables.The house was listed on the National Register of Historic Places in 1989.