United States Post Office–Winchester Main

The Winchester Center Historic District encompasses the commercial and civic heart of Winchester, Massachusetts. It is roughly bounded Mt. Vernon and Washington Streets, Waterfield Road, Church and Main Streets. The district includes a number of Romanesque Revival buildings, including Winchester Town Hall and the Winchester Savings Bank building on Mount Vernon Street. Noted architects who contributed to the district include Robert Coit and Asa Fletcher. The district was listed on the National Register of Historic Places in 1986.

Winchester Center station is a temporarily closed MBTA Commuter Rail station in Winchester, Massachusetts. The station, located on a viaduct in downtown Winchester, was closed effective January 8, 2021 due to structural deterioration. Prior to closure, it served all Lowell Line trains as well as a limited number of Haverhill Line trains which run via the Wildcat Branch. Winchester Center station was not accessible prior to the closure, but accessible high-level platforms are being added during renovations taking place from December 2021 to April 2024.

Winchester is a town in Middlesex County, Massachusetts, located 8.2 miles (13.2 km) north of downtown Boston as part of the Greater Boston metropolitan area. It is also one of the wealthiest municipalities in Massachusetts. The population was 22,970 at the 2020 United States Census.

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.

Winchester Town Hall is a historic town hall at 71 Mount Vernon Street in Winchester, Massachusetts. The 2+1⁄2-story brick building was built in 1887 to a design by Rand and Taylor. It was funded in part by a bequest from William Parsons Winchester, for whom the town is named. Stylistically the building has Queen Anne and Romanesque Revival styling. Its most prominent feature is the clock tower, a four-plus story square tower topped by a pointed roof with gables.The building was listed on the National Register of Historic Places in 1983, and included in the Winchester Center Historic District in 1986.

The Winchester Savings Bank is a bank headquartered at 661 Main Street in Winchester, Massachusetts. The bank is an independent, mutual, state-chartered institution with a mission of meeting the financial needs of the communities which it serves. The bank is directed by a board of trustees elected by the bank's corporators, a group of civic-minded, local individuals. Since the Bank is mutual, all profits from operations are reinvested in the bank.

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 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 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 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 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 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 (the other is no longer extant). 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 house was listed on the National Register of Historic Places in 1989.