Chestnut Hill

Chestnut Hill is an affluent village straddling Newton, Brookline, and Brighton, renowned for its luxury real estate, prestigious academic institutions, and upscale shopping at The Street Chestnut Hill and the Chestnut Hill Square. The Newton portion of Chestnut Hill is the most sought-after residential area in Newton, with tree-lined streets, expansive properties, and proximity to Boston College and the Chestnut Hill Reservoir.

The median home price in Chestnut Hill is approximately $2,200,000, making it Newton's most expensive village. The housing stock includes stately colonials, grand Tudors, and modern luxury new construction on large lots. Homes frequently exceed $3 million, with premier properties on streets like Crafts Road and Hammond Street. The market is competitive with low inventory and strong demand from buyers seeking top-tier Newton addresses.

Chestnut Hill offers an upscale suburban lifestyle with convenient access to high-end shopping and dining at The Street Chestnut Hill, which features retailers like Bloomingdale's, restaurants, and a cinema. The Chestnut Hill Reservoir provides a scenic 1.5-mile walking loop popular with residents. Boston College's campus adds cultural events, lectures, and athletic events to the village atmosphere.

Chestnut Hill is served by Bowen Elementary School (rated 9/10), Brown Middle School, and Newton North High School. The Newton school system is ranked among the top in Massachusetts. Many families also choose from nearby private schools including The Fessenden School and Brimmer and May.

Chestnut Hill is served by the MBTA Green Line D Branch (Chestnut Hill station and Reservoir station), providing direct subway access to downtown Boston in approximately 30 minutes. The village is also near Route 9, providing east-west access, and is close to I-95/Route 128. Driving to downtown Boston takes approximately 25–35 minutes.

The Chestnut Hill Reservoir is the neighborhood's signature green space, offering a scenic 1.5-mile walking and jogging loop with views of the Boston skyline. Hammond Pond Reservation, adjacent to Chestnut Hill Mall, provides 113 acres of conservation land with hiking trails and Webster Conservation Area connects to additional green corridors.