Ginn Carriage House

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.

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 historic house at 38 Rangeley Road in Winchester, Massachusetts is one of three Panel Brick in an exclusive late 19th century subdivision. The house was listed on the National Register of Historic Places in 1989 as the Samuel Elder House, on the incorrect belief that it was the home of Samuel Elder, a prominent Boston lawyer.

The Arthur H. Russell House is a historic house in Winchester, Massachusetts. The 2+1⁄2-story wood-frame house was built in 1899 for Arthur H. Russell, a Boston lawyer who also served as moderator of Winchester's town meetings. The house is a distinctive local example of Medieval Revival styling, with heavily shingled elements, decorative vergeboard trim, and window styles of varying size and window pane type.The house was listed on the National Register of Historic Places in 1989.

The Skillings Estate House is a historic house in Winchester, Massachusetts. Built about 1880 by a Maine lumber magnate David Skillings, it is one of four houses he built as part of his exclusive Rangeley Estate. 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 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 DeRochmont 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.

The Kenelum Baker House is a historic house in Winchester, Massachusetts. Built in 1856 by a local master builder, it is a well-preserved example of vernacular Italianate styling. It was listed on the National Register of Historic Places in 1989.

The Abijah Thompson House is a historic house in Winchester, Massachusetts. The 1.5-story wood-frame house was built sometime between 1835 and 1850, and is a fine local example of Gothic Revival style. Its first documented owner, Abijah Thompson, was the first president of the Winchester Historical Society. The house bears resemblance to other Gothic Revival cottages in Wellesley and Newton, particularly because of the central polygonal bay, which is flanked by steeply pitched gables. It is also somewhat similar to the Moore House at 85 Walnut Street.The house was added to the National Register of Historic Places in 1989.

The Firth–Glengarry Historic District encompasses a residential area of Winchester, Massachusetts consisting of well-preserved high quality houses built mainly between 1880 and 1900. The district lies between Wildwood Street and Wedge Pond, and includes properties on Pine Street, Glengarry Road, Grassmere Avenue, Dix Street, and Wildwood Street; houses on Curtis Street and Curtis Circle, are excluded from the district. Much of the area was laid out by developer William Firth, and many of its houses were designed by Boston architect Robert Coit. The 13.44-acre (5.44 ha) district was listed on the National Register of Historic Places in 1989.Prior to William Firth's consolidation of land ownership southwest of Wedge Pond in the late 19th century, this area of Winchester was sparsely inhabited. The oldest house in the area is an 1843 Greek Revival structure at 3 Wildwood Street. Two houses were built near Wedge Pond in the 1850s and 1860s, of which the Charles Curtis House (1965, 9-11 Grassmere Avenue) is a particularly fine example of Carpenter Gothic; the Bellows House, built in 1854, is also Gothic Revival in character. In the 1880s and early 1890s three Queen Anne/Stick style houses were built, of which the Langley House (1887) at 10 Pine Street is the most elaborate.After Firth had acquired most of the land in the area, he subdivided into ample house lots, and laid out Glengarry Road and Grassmere Avenue. He hired Robert Coit to design houses which are predominantly Colonial Revival and Medieval Revival (Tudor) in character. Coit's designs used shingling to a significant degree, and mixed in features from other popular revival styles. Firth's own house at 37 Dix Street, built in 1937, is, however, a relatively straightforward Colonial Revival design, with a gambrel roof and modillioned cornice, and with gable dormers and a full-width front porch supported by Doric columns.