Rowhouses at 256–274 Haven Street

The former Reading Municipal Building is a historic building at 49 Pleasant Street in Reading, Massachusetts. Built in 1885, this two-story brick building was the town's first municipal structure, housing the town offices, jail, and fire station. In 1918 all functions except fire services moved out of the building. It now serves as Reading's Pleasant Street Senior Center. The building was listed on the National Register of Historic Places in 1984.

322 Haven Street in Reading, Massachusetts is well preserved cottage with Gothic and Italianate features. Built sometime before 1889, its use of even modest Gothic features is unusual in Reading, where the Gothic Revival was not particularly popular. The house was listed on the National Register of Historic Places in 1984.

The Luther Elliott House is a historic house in Reading, Massachusetts. The modestly sized 1.5-story wood-frame house was built in 1850 by Luther Elliott, a local cabinetmaker who developed an innovative method of sawing wood veneers. The house has numerous well preserved Greek Revival features, including corner pilasters, and a front door surrounded with sidelight windows and pilasters supporting a tall entablature.The house was listed on the National Register of Historic Places in 1984.

The Octagon House (or the Dr. Horace Wakefield House) is a historic octagon house in Reading, Massachusetts. Built in 1860 by Doctor Horace Wakefield, it is a distinctive variant of the type, executed as a series of small octagonal shapes around a central cupola. The building is fashioned from large, heavy timbers in the manner of a log cabin, with long first-floor windows. The porches and eaves have heavy zigzag trim and brackets, some of which have carvings resembling gargoyles.The house was listed on the National Register of Historic Places in 1984.

The Masonic Block (also known as the M.F. Charles Building) is an historic commercial block in Reading, Massachusetts. This three story brick building is distinctive in the town for its Renaissance Revival styling. It was built in 1894 by the local Reading Masonic Temple Corporation, and housed the local Masonic lodge on the third floor. The building was listed on the National Register of Historic Places in 1984.

The Parker House is a historic house in Reading, Massachusetts. It is a two-story wood-frame cottage, two bays wide, with a front-facing gable roof, clapboard siding, and a side entrance accessed from its wraparound porch. It is a well-preserved example Queen Anne/Stick style, with high style features that are unusual for a relatively modest house size. Its front gable end is embellished with Stick style woodwork resembling half-timbering, and the porch is supported by basket-handle brackets.The house was listed on the National Register of Historic Places in 1984.

The House at 44 Temple Street in Reading, Massachusetts is an excellent local example of the Bungalow style of architecture. Built c. 1910, it has a low hip roof with exceptionally wide eaves supported by exposed rafters. The front of the roof is further supported by two large decorative knee braces. Large square shingled piers anchor the balustrade of the front porch. One of its early owners, Annie Bliss, wrote a column in the local Reading Chronicle, and ran a candy shop out of her home.The house was listed on the National Register of Historic Places in 1984.

The Capt. Nathaniel Parker Red House is a historic house at 77–83 Ash Street in Reading, Massachusetts. It is a 2+1⁄2-story vernacular Georgian house, five bays wide, with entrances on its north and south facades. The southern entry is slightly more elegant, with flanking pilasters and a transom window. The house was built sometime before 1755, and was already a well-known landmark because it was (unusually for the time) painted, and served as a tavern on the coach road. The Tavern served as a meeting place for many revolutionaries and minute men, notably Marquis de Lafayette, and Alexander Hamilton. The house remained in the hands of militia captain Nathaniel Parker and his descendants into the late 19th century. The construction of the Andover Turnpike (now Main Street) in 1806–07, bypassing its location, prompted a decline in the tavern's business.The house was added to the National Register of Historic Places in 1984.

The Washington Damon House is a historic house in Reading, Massachusetts, exhibiting the adaptation of existing housing stock to new architectural style. The 2+1⁄2-story wood-frame house was built in 1839, and was at the time a fairly conventional side hall Greek Revival house, although it has small wings on either side that also appear date to that period. It was significantly renovated in 1906, when the wraparound porch was added, as was the Palladian window in the front gable end. When made, these additions included Greek Revival elements that were sensitive to those already present on the structure.The house was listed on the National Register of Historic Places in 1984.

The House at 42 Salem Street in Reading, Massachusetts is a transitional Greek Revival-Italianate house. Built sometime before 1854, its gable end faces the street, with the door on the left bay of three, a typical Greek Revival side hall layout. The doorway is topped by a heavy Italianate hood. The windows have shallow pedimented lintels, and the left facade has a projecting square bay. The house was occupied for many years by S. H. Dinsmore, a cabinetmaker who originally worked from a shop in the rear of the property and later moved to a larger space (since demolished) a short way down Salem Street. The house is typical of small industry that developed along Salem Street in the second half of the 19th century. It is next door to the Washington Damon House. The house was listed on the National Register of Historic Places in 1984.

The Parker House is a historic house at 52 Salem Street in Reading, Massachusetts. It is a 2+1⁄2-story vernacular Federal-style wood-frame house, five bays wide, with a side gable roof, clapboard siding, and a granite foundation. Its center entrance is particularly fine, with tall sidelight windows flanked by pilasters, and topped by an entablature with a shallow hood. The house was built in 1792, although its center chimney may date from an older house built on the site in 1715. Jonas Parker, the builder, was active in the American Revolution. A portion of Parker's farm was dedicated as Memorial Park in 1919.The house was listed on the National Register of Historic Places in 1984.

The Harnden–Browne House is a historic house at 60-62 Salem Street in Reading, Massachusetts, exemplifying the adaptation of older buildings to new architectural styles. The 2+1⁄2-story wood-frame house was built in 1831 by Sylvester Harnden, likely in a Georgian-Federal vernacular style. Later in the 19th century it was restyled with some Queen Anne details, and converted to a boarding house. In 1928 it was owned by Thomas Browne, an Irish immigrant who first roomed in the house.The house was listed on the National Register of Historic Places in 1985.