St. Mary's Catholic Church is a parish church of the Catholic Church in Winchester, Massachusetts, within the Archdiocese of Boston. It is noted for its historic church at 159 Washington Street, which was listed on the National Register of Historic Places in 1989, reflecting its important role among the local Irish Catholic community. The parish also operates St. Mary's Early Learning Center, a preschool and kindergarten, the successor to St. Mary’s School, a parochial school which operated until 2020.
The Abijah Thompson House is a historic house in Winchester, Massachusetts.
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 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 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 Asa Locke House is a historic house in Winchester, Massachusetts. Built in the mid-19th century, it is a well-preserved local example of a side-hall Italianate farmhouse. It is also notable for its association with the locally prominent Locke family, who settled the area in 1699. The house was listed on the National Register of Historic Places in 1989.
The Carr-Jeeves House is a historic house in Winchester, Massachusetts. Built in 1869, it is fine local example of Second Empire architecture. It 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 George Wyman House is a historic house in Winchester, Massachusetts. The 2.5-story wood-frame house was built in the late 1820s, and is a rare local example of transitional Federal-Greek Revival styling. Basically Federal in its form, with side gable roof and five bay front, its center entry with full-length sidelights is more Greek Revival in character. The house was built by George Wyman near the site of one of the first houses to be built in what is now Winchester.
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 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 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 James H. Mann House is a historic house at 23 Hancock Street in Winchester, Massachusetts. The 2+1⁄2-story wood-frame house was built by James H. Mann for his own use. Mann was a prominent local builder who also built the Carr-Jeeves House, another picturesque house with a mixture of architectural elements. This house is predominantly Gothic Revival in character, with its main body topped by a double roof roughly looking like a monitor. There is a three-story tower topped by a jerkin-headed roof, whose gable lines are decorated by Stick-style vergeboard.
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 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 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.
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 O. W. Gardner House is a historic house in Winchester, Massachusetts. The 1+1⁄2-story wood-frame house was built c. 1840 by Oliver W. Gardner, and was originally one of a pair built in the area. It is one of Winchester's finest examples of Gothic Revival architecture, with elaborate scroll-sawn vergeboard in its steep gables, which also occurs in miniature on the gable-roofed portico that shelters the door. It has windows topped by label mouldings, and some windows are topped by a Gothic pointed-arch. The corner boards have elaborately grooved pilasters.
The S. B. White House is a historic house in Winchester, Massachusetts. The 1+1⁄2-story wood-frame house was built in the early 1850s, and is one of the finest local examples of Gothic Revival architecture. Its exterior is finished in clapboards, and its steeply-pitched gables are decorated with icicle-like vergeboard. Its entry is flanked by sidelight windows and sheltered by porch added later. The house was built and owned by Samuel B. White, Jr., who served as Winchester's first town treasurer.
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 Thomas W. Jones House is a historic house at 34 Warren Street in Stoneham, Massachusetts. It is Stoneham's best preserved Second Empire house, preserving significant external details, and its carriage house. The two-story wood-frame house has a T shape, and features a bracketed porch and cornice, gable screens, paneled pilasters, and oriel windows. The house was built for Thomas W. Jones, who built the last major shoe factory in Stoneham.
