Albert Ayer House

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 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 Deacon John Symmes House is a historic house in Winchester, Massachusetts. Built about 1807, it is a fine local example of Federal period architecture, and is also significant 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 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 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.

The Robert Bacon House is a historic house at 6 Mystic Valley Parkway in Winchester, Massachusetts. Built about 1830, it is one of the town's only surviving examples of high-style transitional Federal/Greek Revival styling. It was built for a local businessman whose nearby mills (no longer surviving) were major employers of the period. The house was listed on the National Register of Historic Places in 1989.

The Ginn Carriage House is a historic carriage house in Winchester, Massachusetts. The building, which has been converted to a residence, is one of two surviving outbuildings (the other is the gardener's house) of the extensive "Terrace of Oaks" estate of publisher Edwin Ginn, whose main house was demolished in 1946. The U-shaped brick carriage house, built in 1900, exhibits high quality construction details, and has touches of Georgian Revival styling. The original doors to the carriage area are still attached to the building, sheltered by a copper shed roof.The building was listed on the National Register of Historic Places in 1989.

The Webster Childs House is a historic house in Winchester, Massachusetts. Built about 1876 by a Maine lumber magnate as part of the exclusive Rangeley Estate, it is one three examples of Panel Brick Queen Anne architecture in the town. The house was listed on the National Register of Historic Places in 1989.