The Everett Avenue–Sheffield Road Historic District is a historic district encompassing one of the finest residential districts from the turn of the 20th century in Winchester, Massachusetts. The district is roughly triangular in shape, bounded in the north by Bacon Street, on the west by Church Street, Sheffield West, and Sheffield Road, and on the south and heast by the Upper Mystic Lake and Mystic Valley Parkway. It is characterized by winding roads, with relatively large houses on well-proportioned lots. Most of the houses were built between 1890 and 1916, and all exhibit some architectural sophistication. A significant number of properties were designed by either F. Patterson Smith or Dexter Blaikie, two local architects. The district was listed on the National Register of Historic Places in 1989.
The Charles Winship House was a historic house located at 13 Mansion Road and 10 Mansion Road in Wakefield, Massachusetts. The 2+1⁄2-story mansion was built between 1901 and 1906 for Charles Winship, proprietor of the Harvard Knitting Mills, a major business presence in Wakefield from the 1880s to the 1940s. It was the town's most elaborate Colonial Revival building, featuring a flared hip roof with a balustrade on top, and a two-story portico in front with composite capitals atop fluted columns.
The Church–Lafayette Streets Historic District encompasses a well-preserved collection of late 18th- and early 19th-century houses in Wakefield, Massachusetts. It includes properties on Church Street between Common Street and North Avenue, and on Lafayette Street between Common and Church Streets. The district was added to the National Register of Historic Places in 1989.
The Nathaniel Cowdry House is a historic house at 71 Prospect Street in Wakefield, Massachusetts. Built about 1764, it is one of Wakefield's oldest buildings, built by a member of the locally prominent Cowdry family, who were early settlers. The house was listed on the National Register of Historic Places in 1989.
The House at 18A and 20 Aborn Street in Wakefield, Massachusetts is a historic house and carriage house with elaborate Queen Anne styling. It was built in the mid-1880s, and is one of the most ornate houses in the neighborhood. The property 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.
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 20 Hancock Road in Wakefield, Massachusetts is an unusual Italianate house. Built in the 1860s or early 1870s, the two-story wood-frame house is only four bays wide, with the entry door in the leftmost bay. The house has some Italianate details, including dentil molding in the cornice, but is predominantly Greek Revival in character. It is possible this house was built as an outbuilding of the Beebe estate on Main Street, and moved to its present location when Hancock Street was laid out.
The House at 15 Lawrence Street in Wakefield, Massachusetts is a well-preserved Queen Anne house with a locally rare surviving carriage house. It was built in the early 1870s, and was listed on the National Register of Historic Places in 1989.
The House at 20 Lawrence Street in Wakefield, Massachusetts is a complex residential structure with elements of Queen Anne, Stick style, and Colonial Revival style. Built about 1880, it was listed on the National Register of Historic Places in 1989.
The House at 23 Lawrence Street in Wakefield, Massachusetts is a good example of a late 19th-century high-style Colonial Revival house. Built in the late 1890s, it was listed on the National Register of Historic Places in 1989.
The House at 20 Morrison Road in Wakefield, Massachusetts is a well-preserved Colonial Revival house. The 2+1⁄2-story wood-frame house originally had a semicircular portico, a relative rarity in Wakefield. The porch has turned balusters, and the three roof dormers have pedimented gable ends. The house was built about 1890 on land originally part of the large estate of Dr. Charles Jordan, that was developed in the 1880s as Wakefield Park.
The House at 32 Morrison Road in Wakefield, Massachusetts is a well-preserved, architecturally eclectic, house in the Wakefield Park section of town. The 2+1⁄2-story wood-frame house features a gambrel roof with a cross gable gambrel section. Set in the front gable end is a Palladian window arrangement. The porch has a fieldstone apron, with Ionic columns supporting a pedimented roof. Above the front entry rises a two-story turret with conical roof. The house was built c. 1906–08, as part of the Wakefield Park subdivision begun in the 1880s by J.S. Merrill.
The House at 22 Parker Road is one of a few high style Colonial Revival houses in Wakefield, Massachusetts. The 2+1⁄2-story wood-frame house is estimated to have been built in the 1880s. It has a hip roof, corner pilasters, and gable end dormers, the center one having a swan-neck design. The main facade is divided into three sections: the leftmost has a rounded bay with three windows on each level, and the right section has a Palladian window configuration on the first floor, and a pair of windows on the second. The central section has the front door, sheltered by a porch that wraps around to the right side, flanked by sidelights and topped by a fanlight. Above the front door is a porch door flanked by wide windows and topped by a half-round window with Gothic style insets.
The House at 30 Sheffield Road is one of the more creative early 20th-century Craftsman style houses in Wakefield, Massachusetts. The 1+1⁄2-story house was built predominantly of fieldstone and finished in stucco, and was one of the first houses built in the Sheffield Road subdivision. The main body of the house as a gable roof, with two cross-gable sections facing front sheltering porches set on heavy columns. The entry is in the center of the front facade, topped by a small gable end, and with a small pergola in front.
The House at 11 Wave Avenue in Wakefield, Massachusetts is a well-preserved example of Queen Anne/Stick-style architecture. Built between 1875 and 1888, it was listed on the National Register of Historic Places in 1989.
15 Wave Avenue is a well-preserved Italianate style house in Wakefield, Massachusetts. It was built between 1875 and 1883, and was listed on the National Register of Historic Places on July 6, 1989.
The House at 9 White Avenue in Wakefield, Massachusetts is a well-preserved transitional Queen Anne/Colonial Revival house. Built about 1903, it was listed on the National Register of Historic Places in 1989.
Wakefield Park Historic District is a residential historic district encompassing a portion of a late-19th/early-20th century planned development in western Wakefield, Massachusetts. The district encompasses sixteen properties on 8 acres (3.2 ha) of land out of the approximately 100 acres (40 ha) that comprised the original development. Most of the properties in the district are on Park Avenue, with a few located on immediately adjacent streets.
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.
