The Shops at Chestnut Hill

Hammond Pond Parkway is a historic parkway in Chestnut Hill, Massachusetts. The road, built in 1932, extends 2 miles (3.2 km) from Hobart Road (at Beacon Street) in Newton to Horace James Circle in Brookline, where it joins the West Roxbury Parkway. It was designed by Charles Eliot and the Olmsted Brothers to provide a parkway setting that provided access from Brookline, Newton, and the western portions of Boston to the southern parks of the Emerald Necklace. The parkway was listed on the National Register of Historic Places in 2004.

Hammond Pond Reservation is a protected woodland park in Newton, Massachusetts. It features Hammond Pond, fishing and hiking trails as well as formations of sandstone conglomerate and Roxbury puddingstone which are popular for rock climbing.The reservation is part of the Metropolitan Park System of Greater Boston. Its first parcel was acquired from John Lowell in 1916. Trails connect it to the adjacent Webster Woods and Houghton Garden. The MBTA Green Line (Riverside Branch) cuts through the connected park system from East to West, while Hammond Pond Parkway splits it from North to South. Hammond Pond is listed as a Massachusetts "Great pond". The pond and reservation are named after the Hammond family, which settled in the area in the 17th century.

The House at 152 Suffolk Road in the Chestnut Hill area of Newton, Massachusetts is a rare local example of the Spanish Mediterranean style of Colonial Revival architecture. The house, built in 1904, is set apart from more typical Colonial Revival structures by its use of ceramic tile as roofing, stucco walls, and a Mediterranean-style loggia.The house was listed on the National Register of Historic Places in 1986, and included in an expansion of the Old Chestnut Hill Historic District in 1990.

The Street at Chestnut Hill is an open-air shopping center on Route 9 in Chestnut Hill, Massachusetts. The shopping center contains 640,090 sq ft (59,466 m2) of fashion retailers, restaurants, and entertainment options. The architecture and design of the new shopping center mimics modern village-like streetscapes and overlooks neighboring Hammond Pond. The center contains a Showcase SuperLux and a Star Market.

The Kingsbury House is a historic house at 137 Suffolk Street in the Chestnut Hill section of Newton, Massachusetts. The oldest part of this 2+1⁄2-story timber frame may have been built as early as 1686; its exterior styling suggests a construction date in the early 18th century, but the earlier structure may have been incorporated in new construction at that time. The house is one a few First Period houses in Newton, and was associated for many years in the 19th century with the Kingsbury family, who were major landowners in the Chestnut Hill area.The house was listed on the National Register of Historic Places in 1986, and included in an expansion of the Old Chestnut Hill Historic District in 1990.

Holyhood Cemetery is a cemetery located in Brookline, Massachusetts.

Thompsonville is one of the thirteen villages within the city of Newton in Middlesex County, Massachusetts, United States. It is located between Newton Centre, Newton Highlands, and Chestnut Hill. As it is within the area of the Newton Public Schools school district, students who live in Thompsonville typically attend Bowen Elementary School, Oak Hill Middle School, and Newton South High School. Thompsonville is one of the lesser known villages in Newton and does not have a village center as most of the other villages do. Thompsonville has been traditionally centered near the intersection of Jackson Street and Langley Road. It abuts Chestnut Hill.

The Dupee Estate, located at 400 Beacon Street in the village of Chestnut Hill, Newton, Massachusetts, was the last home of Mary Baker Eddy, the founder of Christian Science.

The Hammond House is an historic house located at 9 Old Orchard Road in the village of Chestnut Hill in Newton, Massachusetts. With an estimated construction date of 1645-1730, it is believed to be the oldest house in Newton. It is also a rare example of a First Period house that was started as a single cell (three bays with chimney behind one bay), that was expanded to five bays later in the First Period; such expansion usually took place later in the 18th century, during the Georgian period. The house has been extended multiple times over the intervening centuries; the original core now lies just east of the main entrance. The original house was built by Hon. Ebenezer Stone when he moved from the Stone homestead at Mount Auburn in Watertown.The house was listed on the National Register of Historic Places in 1990. In the early 2020s the house was remodeled, a project that entailed removing most of the historic interior finishes and the creation of a non-historic contemporary aesthetic. "9 Orchard Rd".

The Center for Retirement Research at Boston College (CRR) was established in 1998 as part of the Retirement Research Consortium (RRC). In 2018, the CRR received renewed support from the U.S. Social Security Administration under the Retirement and Disability Research Consortium (RDRC). The RDRC includes parallel centers at the National Bureau of Economic Research., the University of Michigan and the University of Wisconsin–Madison. The center is a non-profit research institute, affiliated with the Carroll School of Management at Boston College. All of the CRR's research and publications are available to the public on its website.The center sponsors multiple research projects and disseminates the findings, trains new scholars, and provides access to data on retirement.

Beaver Country Day School is an independent, college-preparatory day school for students in grades 6 through 12 founded in 1920. The school is located on a 17-acre (69,000 m2) campus in the village of Chestnut Hill, Massachusetts, near Boston. Beaver is a member of the Cum Laude Society, the Independent Curriculum Group, and the National Association of Independent Schools. Beaver is accredited by the New England Association of Schools.

The Old Chestnut Hill Historic District encompasses the historic residential heart of the Newton portion of Chestnut Hill, Massachusetts. When first listed on the National Register of Historic Places in 1986, the district extended along Hammond Street, between Beacon Street and the MBTA Green Line right-of-way, and along Chestnut Hill Road between Hammond and Essex, including properties along a few adjacent streets. The district was expanded in 1990 to include more of Chestnut Hill Road and Essex Road, Suffolk Road and the roads between it and Hammond, and a small section south of the Green Line including properties on Hammond Street, Longwood Road, and Middlesex Road. A further expansion in 1999 added a single property on Suffolk Road.The district consists of a residential enclave of high-quality architect-designed residences on ample, landscaped lots, that exemplified the development of Newton as a fashionable upper-class suburb. The area's colonial history begins with settlement in the 17th century by Thomas Hammond and others. Hammond was probably the builder of the c. 1700 Hammond House at 9 Old Orchard Road, considered to be Newton's oldest surviving structure. The 1723 house at 521 Hammond Street, a substantial Georgian style house, also belonged to the Hammond family.Development of the area did not begin in a significant way until after 1886, when the Circuit Railroad brought rail service to the area. A station designed by H. H. Richardson was built at Chestnut Hill in 1883 and landscaped by Frederick Law Olmsted; it was demolished in 1960. The houses in the district are predominantly Colonial Revival in their styling, although other forms popular into the 1920s are also represented, including Tudor Revival. There has been only limited new construction in the area since 1942. The 98-acre (40 ha) district includes 132 buildings, of which 109 contribute to its significance.