Chestnut Hill

Chestnut Hill is an exclusive and luxurious village six miles west of downtown Boston.

Welcome to Chestnut Hill

Chestnut Hill is an exclusive and luxurious village six miles west of downtown Boston. The neighborhood overlaps the town of Brookline, the city of Newton, and two Boston neighborhoods — Brighton and West Roxbury. It is home to Boston College and has a beautiful historic district. Homes are expensive, many in the million-dollar range. Architectural styles range from traditional colonial-style homes to mid-century modern. Most houses are large lots with tree-lined streets. However, you can find smaller bungalows with smaller yards. Residents enjoy the location of Chestnut Hill because of the easy commute to downtown Boston.

What to Love

  • Easy commute to Boston
  • Luxurious and exclusive lifestyle
  • Small town feel 

Local Lifestyle

Residents of Chestnut Hill have the benefit of a relaxed lifestyle. Village living allows for a slower pace, and most residents enjoy spending time with friends and family. There are multiple parks with trails to explore and access to numerous lakes for boating and fishing for those who love the outdoors. In addition, with the village being home to Boston College, residents experience fun, yet low-key, cultural experiences with teachers and students from around the world.

Dining, Entertainment & Shopping

Chestnut Hill is primarily residential; however, you can find a few shops and restaurants close to Boston College and along the village's southern edge at The Street shopping mall. The outdoor mall includes national chain stores and local boutiques. A local favorite is Legal Sea Foods, a fish market, and restaurant offering residents fresh-packed fish or an upscale dining experience. In addition, they have space for private events and celebrations. Also located at The Street is Showcase Superlux, a luxury movie theater with high-end design, technology, and service to create a one-of-a-kind movie-going experience.
Down the road from the mall is The Capital Grille, an upscale chophouse with excellent steaks and a luxurious atmosphere. It is where you can enjoy New England clam chowder or lobster bisque for a quick meal, or savor seared salmon with avocado and mango.
Nearby are The Shops at Chestnut Hill, an indoor shopping mall that includes Bloomingdales, Tiffany’s and Company, Coach, and Emporio Armani. The mall also has some fantastic dining options, such as my personal favorite, Dakaiyama.  They serve Japanese cuisine and sushi in a relaxed and casual atmosphere. 

Things to Do

Chestnut Hill residents have access to multiple parks and the Boston College campus. Along the western edge of the village is the Webster Conservation Area, a 118-acre park that includes a pond, marshes, and sandstone cliffs. The park is a favorite of hikers and rock climbers and is the perfect place to get away and enjoy nature. Also, along the western village border is Hammond Pond Reservation, another favorite hiking spot for locals. In addition to the trails, Hammond Pond has fantastic fishing, canoeing, and kayaking. It is also an excellent place for cross-country skiing and rock climbing.
Next to Boston College is the Chestnut Hill Reservation and reservoir. The reservation has paved pedestrian trails, and areas for fishing. In addition, there is an outdoor pool and an indoor ice rink available to residents. You can also enjoy a game of tennis, baseball, or softball game at Cassidy playground.
Boston College provides residents with unique cultural events. The Robsham Theater Arts Center has multiple performances each year for Chestnut Hill residents to attend. The theater brings in guest speakers from around the world. Alumni Stadium is home to the college’s football team and is a popular way for residents to spend a Saturday. Additionally, you can immerse yourself in inspiring art at the McMullen Museum of Art. The museum provides ever-rotating art exhibitions and has a stationary collection for residents to enjoy.


Chestnut Hill is served by Brookline Public Schools, Newton Public Schools, and Boston Public Schools. Your home will belong to one of these three districts depending on your location. Complete school directories are available online: (Brookline) (Newton) (Boston). 

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