Gen. Simon Elliot House

The Ebenezer Heath House is a historic house at 30 Heath Street in Brookline, Massachusetts. The two-story wood-frame house was built in 1794 by John Heath for his son Ebenezer and daughter-in-law Hannah (Williams) Heath. The Heaths were related to the Sewall family, who were major local landowners in the 18th century. The house is five bays wide, with a hip roof pierced by a pair of chimneys behind the center roofline. The main entrance is flanked by pilasters, and topped by a four-light transom window and dentillated triangular pediment.The house was listed on the National Register of Historic Places in 1985.

The Charles Heath House is a historic house at 12 Heath Hill in Brookline, Massachusetts. The 2+1⁄2-story wood-frame house was built c. 1855–56 by Charles Heath, a member of one of Brookline's wealthiest families of the 19th century. The house is architecturally eclectic, with elements of the Carpenter Gothic predominating. Its main gable end is sheathed in vertical boarding, and has an oculus window. The gable has bargeboard decoration, as do the horizontal trimlines above the first and second floors. Its first-floor windows have classic Gothic-style hoods.The house was listed on the National Register of Historic Places in 1985.

The Lewis Cabot Estate was a historic estate at Warren and Heath Streets in Brookline, Massachusetts. The estate, developed in 1894, was one of few surviving turn-of-the-century properties of the Boston Brahmin Cabot family, and a prominent local example of Jacobethan architecture with landscaping by Frederick Law Olmsted. The remnant portion of the estate was listed on the National Register of Historic Places in 1985; the main house has since been demolished.

The Perkins Estate is a historic estate at 450 Warren Street in Brookline, Massachusetts. The property was part of the summer estate of the Cabot family, originally belonging to Thomas Handasyd Perkins; the present main mansion house was built in the 1850s to a plan by Edward Clarke Cabot for his sister-in-law, Elizabeth Perkins Cabot. The grounds of the property were originally designed by Perkins, and subsequent generations maintained the grounds to a high degree. In the 1980s it was owned by Mitch Kapor, founder of Lotus Software. The property was listed on the National Register of Historic Places in 1985.

Kilsyth Terrace is a historic series of townhouses at 15–27 Kilsyth Road in Brookline, Massachusetts. The Chateau-style townhouses were designed by J. Williams Beal and built in 1892. They are 3+1⁄2-story townhouses, built of yellow brick with Roxbury stone trim. Notable features include turrets, arched entrances and corbelled brickwork. Their design was likely influenced by the earlier Beaconsfield Terraces development, not far away on Beacon and Tappan Streets.The building was listed on the National Register of Historic Places in 1985.

The Fisher Hill Reservoir and Gatehouse are historic elements of the public water supply for the Greater Boston area.

Fernwood is a historic estate house at 155 Clyde Street in Brookline, Massachusetts, United States. Built in 1909, it is a distinctive example of Jacobethan architecture, and one of a few surviving country estate houses of the early 20th century in the town. The house was listed on the National Register of Historic Places in 1985.

The Benjamin White House is a historic house at 203 Heath Street in Brookline, Massachusetts. Built in 1790, this two-story wood-frame house is one of the oldest on Heath Street. It has been moved twice: once when the Cabot family established a large estate in the area, at which time they moved it back from Heath Street and added a barn, and again in 1947, when the barn was demolished and the house moved onto its foundation. Much of the interior finish was lost during interior remodelling in the 1940s, but the exterior has retained much of its 18th and 19th century trim.The house was listed on the National Register of Historic Places in 1985.

155 Reservoir Road is a historic house located in Brookline, Massachusetts. It is significant as a well-preserved Greek Revival house.

Cardinal Cushing College was a private, Catholic women's college in Brookline, Massachusetts. It operated from 1952 to 1972 and was named after Cardinal Richard Cushing, who helped acquire the land for its campus while he was Archbishop of Boston. Cardinal Cushing College was one of three now-defunct women's colleges sponsored by the Sisters of the Holy Cross, along with College of Saint Mary-of-the-Wasatch in Salt Lake City and Dunbarton College of Holy Cross in Washington, D.C. The college's campus is now owned by Newbury College. Newbury College closed in 2019. Its records are held in the Sisters of the Holy Cross Archives at Saint Mary's College in Notre Dame, Indiana.

Newbury College was a private college in Brookline, Massachusetts, originally founded in 1962.The college was accredited by the New England Association of Schools and Colleges (NEASC) but was placed on probation in June 2018, when its worsening financial standing was determined to pose a potential violation of NEASC's accreditation requirements. In December 2018, the college announced that it would close at the end of the 2018–19 academic year.Lasell University was named as Newbury's institution of record and provides enrollment verifications and copies of transcripts for Newbury students, though Lasell does not possess archival material from Newbury.

The Fisher Hill Historic District encompasses a residential area in central Brookline, Massachusetts. The area was subdivided and built out beginning in the 1880s, with landscaping design by Frederick Law Olmsted and John Charles Olmsted. The district is bounded on the west by Chestnut Hill Avenue, Baxter Road, and Channing Road, and on the south by Massachusetts Route 9. Its eastern boundary runs along Buckminster Street to Dean Road, joining the northern boundary of Clinton Road, running between Dean Road and Chestnut Hill Avenue. Prior to its development in the 1880s, Fisher Hill had a relatively small number of landowners. Some of them banded together, hiring the Olmsteds to design a subdivision plan for the entire district. Lots were sold to wealthy individuals, who built fashionable houses, often designed by architects. In 1914 a restrictive covenant was entered into by a significant number of property owners, restricting their properties to strictly single-family residential uses.The district was listed on the National Register of Historic Places in 1985.