Marshall W. Jones House

The Cole House is a historic house on Highland Avenue in Winchester, Massachusetts. Built in 1886, it is one of the town's most elaborate displays of Stick style decoration. The house was added to the National Register of Historic Places in 1989.

The Edward A. Brackett House is a historic octagon house at 290 Highland Avenue in Winchester, Massachusetts. Built in the early 1850s by sculptor Edward Augustus Brackett, and based on popular plans described by Orson Squire Fowler, it is Winchester's only octagonal house. The house was listed on the National Register of Historic Places in 1989.

The Moore House is a historic house in Winchester, Massachusetts. The 1+1⁄2-story Gothic Revival house was probably built sometime in the 1840s, possibly by George Moore, a local builder whose family was listed as resident there 1865–1931. The house is distinctive for having three steeply pitched gable dormers in front, decorated with vergeboard, and for a small mansard-roofed tower added to the rear in the 1870s. The single-story front porch has a flat roof, with a decorative jigsawn valance.The house was listed on the National Register of Historic Places in 1989.

The John Mason House is a historic house in Winchester, Massachusetts. This two-story wood-frame house was built sometime in the 1860s, probably for Joshua Stone, who sold it to John Mason sometime before 1875. Mason was one of the first Boston businessmen to establish a suburban residence in Winchester. The house has a variety of high-style Italianate features, including a characteristic low-pitch hip roof with decorative brackets, and a three-bay front facade in which paired narrow windows are topped by decorative framing. The front entry is sheltered by a portico supported by multiple columns and pilasters, with a bracketed roof.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 Parker House is a historic house in Winchester, Massachusetts. This two story wood-frame house was probably built in the 1850s by Kenelum Baker, a local builder, and is an elaborately styled Italianate house. It has wide eaves studded with paired brackets, and the porch, eave, and cupola all have a simple scalloped molding. The square cupola has round-arch windows, and the porch wraps around three sides of the house.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 Sharon House is a historic house in Winchester, Massachusetts. The 2.5-story wood-frame house was built c. 1835, and has basic Greek Revival styling. It is most notable as including a rare surviving remnant of the shoe manufacturing industry, which was a cottage industry in the area in the first half of the 19th century. The building's rear ell, a two-story structure, is believed to have originally been used for that purpose. It is not known if it (the ell) was built in place or moved to that location and attached to the house. The house also stands adjacent to the site of the Black Horse Tavern, and early 18th century landmark.The house was listed on the National Register of Historic Places in 1989.

The Alfred Vinton House is a historic house at 417 Main Street in Winchester, Massachusetts. It is a two-story wood-frame structure, three bays wide, with a side gable roof that has bracketed eaves. The front is symmetrically arranged, with a center entrance flanked by sidelight windows, and set under an elaborately decorated front porch. A round-arch window stands above the entrance. Gardner Symmes, a local builder, built the Italianate house c. 1854, and may have lived in it before Alfred Vinton, a local lawyer who married into the Symmes family, bought it in 1862. It remained in the Vinton family into the 1920s.The house was listed on the National Register of Historic Places in 1989.

The Jacob Stanton House is a historic house in Winchester, Massachusetts, United States. It is a 2+1⁄2-story wood-frame house with a gabled front portico supported by two-story smooth columns. The main facade and the gable end are finished in flushboarding, and the second-story balcony features an ironwork railing. The house was built c. 1840 by Deacon Nathan Brooks Johnson, a local blacksmith who may have made the balcony railings. It is Winchester's only high-style temple-front Greek Revival house. After Johnson's death it was purchased by Jacob Stanton, who built the Brown & Stanton Block in downtown Winchester.The house was listed on the National Register of Historic Places in 1989.

The Amy B. Mitchell House is a historic house at 237 Highland Avenue in Winchester, Massachusetts. The 2+1⁄2-story wood-frame house was built c. 1909 in an area made fashionable after the establishment of the Middlesex Fells Reservation, and is an excellent local example of Medieval Revival styling. It features jerkin-headed cross gable sections decorated with vertical valances, exposed rafter ends, and a rustic fieldstone chimney.The house was added to the National Register of Historic Places in 1989.

The Edward Sullivan House is a historic house in Winchester, Massachusetts. This small, 1+1⁄2 story house was built around 1875, and is the best-preserved example of a 19th-century worker's cottage in the town. It is three bays wide, with a side-gable roof, and simple vernacular Italianate styling. It has almost no exterior architectural styling, except for a transom window and modest entablature over the front door. The house is one of five owned by Edward Sullivan, a stonemason, and is located near St. Mary's Catholic Church, an area where many Irish immigrants sought to settle.The house was listed on the National Register of Historic Places in 1989.