Deacon John Symmes House

The Marshall Symmes House is a historic house in Winchester, Massachusetts. Built c. 1817, it is a rare local example of Federal period brick-end house, and is further notable for its association with the Symmes family, who were among Winchester's earliest settlers. The house was listed on the National Register of Historic Places in 1989.

The Thomas Ayer House is a historic house at 8 Grove Street in Winchester, Massachusetts. Built about 1864, it is a conservative but detailed example of early Italianate architecture. It was built for a prominent local businessman and politician. The house was listed on the National Register of Historic Places in 1989.

The Albert Ayer House is a historic house in Winchester, Massachusetts. Built around the year 1865, it is a conservative but detailed example of early Italianate architecture. It was built for a locally prominent civic leader. The house was listed on the National Register of Historic Places in 1989.

The Marshall Symmes Tenant House is a historic house in Winchester, Massachusetts, USA. Built in the 1870s as a rental property on land owned by Marshall Symmes (1789-1889), this Italianate house is notable for its association with the Symmes family, who were among Winchester's first settlers. The house was listed on the National Register of Historic Places in 1989.

Oak Knoll is a historic estate house in Winchester, Massachusetts. This large Queen Anne/Colonial Revival house was built in the early 1890s by Lewis Parkhurst, a partner in the publishing house of Winchester resident Edwin Ginn. Parkhurst's mansion is the last surviving late 19th-century mansion house in Winchester. The house was listed on the National Register of Historic Places in 1989.

The Horace Hatch House is a historic house in Winchester, Massachusetts. Originally located on Lloyd Street, this c. 1835 Greek Revival cottage was moved to its present location on Grove Street c. 1843. It is a locally rare example of a side gable Greek Revival cottage whose roof overhangs its full-width front porch. The house is similar to the nearby Hovey-Winn House, and may have been built by the same housewright, John Coats.The house was listed on the National Register of Historic Places in 1989.

Wedgemere station is an MBTA Commuter Rail station in the southeast portion of Winchester, Massachusetts. Wedgemere is served by all Lowell Line trains, as well as a small number of Haverhill Line trains which run via the Wildcat Branch. The station consists of two platforms serving the line's two tracks on an elevated grade. The 1957-built station building, largely unused, is adjacent to the inbound platform. After several years of work, the station was made fully accessible in February 2013.

The Harrison Parker Sr. House is a historic house in Winchester, Massachusetts. The 2+1⁄2-story wood-frame house was built in 1843 by Harrison Parker Sr., the owner of a local lumber mill. It is also one of the finer examples of Italianate style in the town, with a low-pitch hip roof with wide eaves decorated with brackets, and small attic windows set in the architrave. The second story windows have round-arch tops, and there are decorated porches on three sides. The interior includes well-preserved period details.The house was listed on the National Register of Historic Places in 1989.

The Hovey-Winn House is a historic house at 384 Main Street in Winchester, Massachusetts. The 1+1⁄2-story Greek Revival cottage was built c. 1841 by John Coats, a local housewright who built a number of houses along Main Street. It is one of a small number of local houses (the nearby Horace Hatch House is another) with a side gable roof that overhangs a full-width Doric porch. The house in the 19th century had a number of locally prominent individuals, include Reverend William Eustis, druggist Josiah Hovey, and Hovey's son-in-law Denis Winn, who owned the town's first livery stable.The house was listed on the National Register of Historic Places in 1989.

The Louis N. Maxwell House is a historic house in Winchester, Massachusetts. The 2.5-story wood-frame house was built c. 1890 for Louis N. Maxwell, and is one of the finest examples of Shingle style architecture in Winchester. Although the main roof ridge is parallel to the street, the front facade presents a cross gable with roof line that sweeps down to the first floor. The entry is recessed behind a porch area underneath this gable, and there is a turret with conical roof to the gable's left.The house was listed on the National Register of Historic Places in 1989.

The Trowbridge-Badger House is a historic house in Winchester, Massachusetts. The large 2.5-story house was built c. 1886, and is an excellent local representative of predominantly Queen Anne styling with Colonial Revival features. The house's irregular roof line, with many gables and projecting sections, is typically Queen Anne, while the shingled porch with Tuscan columns is Colonial Revival. Little is known of its early owners beyond their names.The house was listed on the National Register of Historic Places in 1989.

The Ginn Gardener's House is a historic house in Winchester, Massachusetts. It is one of two surviving outbuildings (the other is the carriage house) of the extensive "Terrace of Oaks" estate of publisher Edwin Ginn, whose main house was demolished in 1946. The two-story brick gardener's house, built in 1900, shows the high quality of the estate and its Georgian Revival character. Its brickwork is laid in Flemish bond, with a water table and trim elements of marble. The five-bay facade has a center entry, which is sheltered by a square portico, supported by Tuscan columns and topped by a low railing with turned balusters. Above the entry is a shallow gable, below which is a large round-arch window.The house was listed on the National Register of Historic Places in 1989.