Winchester

Winchester Highlands station was an MBTA Commuter Rail Lowell Line station located at Cross Street in the northern part of Winchester, Massachusetts. It originally opened in the mid-19th century under the Boston and Lowell Railroad (B&L) as a flag stop called North Winchester. In 1877, a local real estate developer constructed a new station building, which was renamed Winchester Highlands. The B&L became part of the Boston and Maine Railroad (B&M) in 1887. Service to the station gradually decreased in the 20th century, and the depot was replaced by a wooden shelter around 1943. The Massachusetts Bay Transportation Authority (MBTA) began subsidizing service on the line in 1965. Winchester Highlands and two other stations with low ridership were closed by the MBTA in June 1978.

Cross Street station was an MBTA Commuter Rail station in northern Winchester, Massachusetts, on the border with Woburn. The station first opened in the mid-1840s as Richardson Row on the Woburn Branch Railroad, part of the Boston and Lowell Railroad (B&L). It was renamed Cross Street in 1876. The Boston and Maine Railroad (B&M) leased the B&L in 1887, built a new depot at Cross Street in 1893, and replaced it with a concrete shelter in 1955. The Massachusetts Bay Transportation Authority (MBTA) began subsidizing service on the Woburn Branch in 1965 and purchased the line in 1976. The station was closed along with the Woburn Branch in 1981.

The Abijah Thompson House is a historic house in Winchester, Massachusetts.

The Acera School (formerly the Anova School) is an independent, nonprofit, co-educational day school in Winchester, Massachusetts, United States, serving gifted students across Greater Boston in grades K–8 with the option for a bonus Grade 9. Acera's approach to gifted education is prioritizes engaging students in meaningful learning given each students’ unique capacities, needs, and passions. It emphasizes the development of core capacities such as systems thinking, critical thinking and problem solving, creativity, ethical decision making, perspective taking, collaboration, emotional intelligence, and leadership.

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 Capt. Josiah Locke House is a historic house in Winchester, Massachusetts. The two story wood frame Federal style house was built in 1803 by Josiah Locke, a captain in the Woburn militia (the area then being part of Woburn), in an area farmed by other members of his extended family (including his brother Asa). The interior of the house has retained significant early details, including period Federal and Greek Revival details, and very early wallpaper. The home is also notable as the residence of 9-time US Women's Figure Skating Champion Maribel Vinson Owen (1911-1961) and her daughter, 1961 US Women's Figure Skating Champion Laurence Owen (1944-1961), both of whom perished in the Sabena Flight 548 crash in February 1961.

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 Charles Russell House is a historic house at 993 Main Street in Winchester, Massachusetts. The 2+1⁄2-story wood-frame house was built by Charles Russell in 1841, on a site that was one of the first settled in what is now Winchester. The five-bay facade has a center entry that is framed by sidelight and transom windows, and is sheltered by a portico with fluted Ionic columns. The house also has corner pilasters and a high entablature.

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 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 Dike-Orne House was a historic house in Winchester, Massachusetts. A typical rambling New England farmstead, this c. 1850 house was one of the few mid-19th century farmhouses to survive into the late 20th century. The house was added to the National Register of Historic Places in 1989. It was demolished in 1996.

The Edmund Parker Jr. House is a historic house in Winchester, Massachusetts. The 2+1⁄2-story wood-frame house was built c. 1826, and is one of a few transitional Federal-Greek Revival houses in the town. It has the typical Federal plan of five bays wide and two deep, with a center entry framed by a Greek Revival portico. The house was built by Edmund Parker Jr., whose father was one of the first settlers in the area.

The Edward Braddock House is a historic house in Winchester, Massachusetts. Built in 1893, it is a high-quality example of Colonial Revival architecture with Shingle style elements. The house was listed on the National Register of Historic Places in 1989.

The Edward Gardner House is a historic house at Zero Gardner Place in Winchester, Massachusetts. Built about 1764, it is one of the oldest buildings in Winchester, and is also important for its association with the Gardner family, who were early settlers of the area. It was listed on 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 George Brine House is a historic house in Winchester, Massachusetts. Built about 1865, it is a well-preserved example of Second Empire architecture. It 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 (c. 1660).

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 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 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 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 Hutchinson-Blood House is a historic house at 394-396 Main Street in Winchester, Massachusetts, United States. The 2.5-story wood-frame house was built around 1840 by John Coats, a local housewright. The Greek Revival house was built by Coats for his in-laws, Samuel and Lucetta Hutchinson. It is basically Federal in styling, although it has a Greek Revival entry surround. The main house has had a two-story addition added to the rear, as well as a side porch.

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 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 Johnson-Thompson House is a historic house in Winchester, Massachusetts. Built c. 1750, this two story Georgian house is the oldest structure in Winchester. The house contains evidence it once had a large central chimney, a typical Georgian feature, which was later removed and replaced by the narrower chimneys on the rear wall. The house was probably built by William Johnson, a prominent figure in the history of Woburn, when this area was part of that town. In 1858 Timothy Thompson, who had married Caroline Johnson, inherited the property.

The Joseph Remick House is a historic house in Winchester, Massachusetts. The two story stucco-clad house was built in 1909 by Joseph Remick, and is sometimes called the "Baby Sanborn House" for its resemblance to the much larger Sanborn House just down the road. The house has a central five-bay section, which is flanked by wings that are one story in front and two in back. The main section is five bays wide, with French windows on both floors. The center three on the first floor are topped by triangular pediments, while those on the second floor have keystones set just below a Greek key frieze. A balustrade rings the flat roof.

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 Marshall W. Jones House is a historic house in Winchester, Massachusetts. A 2.5-story wood-frame Colonial Revival structure, it was built c. 1901 for Marshall W. Jones, a local businessman and active member of the local Board of Health. The house is sited near the Middlesex Fells Reservation, which had recently been established, making the area attractive to wealthy businessmen. The house has an asymmetrical facade dominated by differently-sized cross gables, which are decorated with half-timbering and vergeboard. There is a port cochere between the gables, supported by Tuscan columns.

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.

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 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 Patience and Sarah Gardner House is a historic house in Winchester, Massachusetts. This 2+1⁄2-story wood-frame house was built c. 1830 on land that had been in the Gardner family since the mid-17th century. Patience and Sarah Gardner were sisters who purchased the property in 1825, and lived there until their deaths in 1857 and 1864. The house is an excellent local example of vernacular Federal styling.

The Philemon Wright/Asa Locke Farm, better known as "Wright-Locke Farm," is a historic farm at 78 Ridge Street in Winchester, Massachusetts. The organic farm grows and sells produce and offers educational programs for children and adults on land now owned by the Wright-Locke Land Trust.

The Pressey-Eustis House is a historic residence located in Winchester, Massachusetts. The 1+1⁄2-story wood-frame house was constructed in the early 1850s and is notable for its Gothic Victorian decorative elements. The house features an L-shaped layout typical of the period, with a porch situated at the crook of the L. Distinctive architectural features include vergeboard with an unusual acorn pattern and finials atop the gables.

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 Sanborn House is one of the few surviving country house models in Winchester, Massachusetts. Nine and one-half acres of property was purchased in 1904 by Oren Sanborn, younger son of James Sanborn, the co-founder of Chase & Sanborn Coffee Company.

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 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.

The Henry Grover House is a historic house at 223–225 Cambridge Street in Winchester, Massachusetts. The wood-frame 2+1⁄2-story double house was built in the 1880s by Henry Grover, who farmed 25 acres (10 ha) of surrounding land. In the late 20th century, the Purcell family operated a flower stand on the property known as "Purcell's Pansy Patch". When the site was developed for housing beginning in 2009, the house was rehabilitated as part of the development.

The House at 114 Marble Street in Stoneham, Massachusetts is a well-preserved Gothic Victorian cottage, built c. 1850. It is a 1+1⁄2-story wood-frame house with a rear ell, sheathed in wooden clapboards. It has a front gable centered over the main entry, which features turned posts and balusters, and a Stick-style valance. Windows in the gable ends have pointed arches characteristic of the style. The front gable is decorated with vergeboard.

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 Zachariah Richardson House is a historic house in Winchester, Massachusetts. The 2.5-story wood-frame house has an irregular six-bay facade, a side gable roof, and clapboard siding. It was built in 1818, but may incorporate elements of a schoolhouse built in 1794, which previously stood on that site. The house is significant for its association with the Richardson family, the first colonial settlers of the area (arriving in the Washington Street area by 1642).

Snug Gables is a historic house built for Thomas Dreier by Frank Chouteau Brown in Winchester, MA.

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 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 William Simonds House is a historic house in Winchester, Massachusetts. The two-story wood-frame house was built in 1877 by William Simonds and is a good local example of Second Empire styling. It has the classic mansard roof, and a symmetrical three bay front facade. On the first floor, projecting bay windows flank the entry; their bracketed roof lines are joined to that of the wide porch that shelters the front entry. The mansard roof is pierced by dormers with rounded windows.

The Winchester Savings Bank is a bank headquartered at 661 Main Street in Winchester, Massachusetts.