Hammond Pond Parkway

The Shops at Chestnut Hill is a two-level enclosed shopping mall, located in the Chestnut Hill section of Newton, Massachusetts on Boylston Street (Route 9). As of 2022, the mall currently features two Bloomingdales, as well as prominent brands Apple, Uniqlo, Crate & Barrel, Tiffany & Co., and Brooks Brothers. It is managed by Simon Property Group, who owns 94.4% of it. Bloomingdale's Women's store is located at the west end of the complex and the Men's Home & Furnishing store anchoring the east end. These are the only Bloomingdale's locations in Massachusetts.

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.

Holyhood Cemetery is a cemetery located in Brookline, Massachusetts.

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 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.

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.

Chestnut Hill station is a light rail station on the MBTA Green Line D branch, located off Hammond Street north of Massachusetts Route 9 in the Chestnut Hill neighborhood of Newton, Massachusetts. The station has two side platforms serving the line's two tracks. Chestnut Hill station is not accessible.

The House at 41 Middlesex Road in the Chestnut Hill section of Newton, Massachusetts, USA, is a well-preserved local example of Shingle style architecture. The 2+1⁄2-story stone-and-wood house was built in 1894 by William R. Dupee, who lived on a nearby estate. The house was designed by Boston architect Horace Frazer, of Chapman & Frazer, and initially occupied by Dr. Frederick William Payne. The ground floor has significant fieldstone elements, and the upper levels are clad in dark brown shingles. Some of the windows have diamond-paned muntins, a late Victorian touch. The house was expanded in the 1930s, with a 1+1⁄2-story addition and garage.The house was listed on the National Register of Historic Places in 1986.

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.

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.

Brimmer and May School is an independent, pre-K–12 school located in Chestnut Hill, Massachusetts. Brimmer and May is accredited by The New England Association of Schools and Colleges (NEASC) and is a member of the National Association of Independent Schools (NAIS), which in 2011 designated Brimmer and May as a "School of the Future." In addition, it is a member of the Association of Independent Schools in New England (AISNE), Coalition of Essential Schools (CES), and the National Center for Independent School Renewal (NCISR).