Homes for Sale in Chestnut Hill Village, Brookline, MA

Chestnut Hill is a stunning village near the western downtown region of Newton, MA. Newton Commonwealth Golfcourse borders this village to the north, HolyHood Cemetery to the south, Beacon Heights Drive to the west, and Beacon Street Garage to the east. The town of Chestnut Hill developed various suburban neighborhoods during the 19th century. However, a significant portion of the community has been retained as preserved green spaces adding to its overall appeal. The nearby reservoir was also developed during this time by landscape architect Frederick Law Olmsted. He is known for his projects, including New York City’s Central Park and Boston and Brookline’s Emerald Necklace. Thanks to Chestnut Hills’ historically significant landscape, the National Register of Historic Places pronounced various sections of the village as landmark structures that have been preserved to this day.

Homes for sale in Chestnut Hill’s village are composed of Shingle, Italianate, Tudor Revival, Victorian, and Colonial architectural designs. As a village, it contains many beautifully structured homes and establishments that are ready for occupancy. The properties within the area are available from $810,000 up to $1.5 million. It offers a wide variety of houses, from quaint 1-bedroom apartments with 1 toilet and bath down to huge 4-bedroom homes with 4 en suite toilets and baths. Most of the Chestnut Hill Village houses were built in the 19th century, which gives each household a unique historical personality. This village has a luxury section where homes are priced around $3 million to $7 million.

Market Overview

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What's To Love

Chestnut Hill Village is a strategically located area conveniently placed at the heart of Newton, MA. Many establishments around the village, such as the Newton Centre, Crystal Lake, coffee shops, restaurants, and so much more, allow this village to offer both the convenience of living in an urban area and the freshness of a suburban environment. Several well-established schools are close, perfect for those moving here with their kids.

What's Not To Love

Because the area is filled with houses that have been built in the 19th century, some amenities might be a tad outdated. With this, several upgrades have to be made to get most residences up to date. But that does not compromise the fact that the houses look stunning. A little bit of renovation would be well worth the investment, thanks to the potential upside from future resale.

Is it for me?

Who is this neighborhood for

It is safe to say that families who enjoy living in a conveniently located household will surely appreciate the beauty that Chestnut Hill Village properties have to offer. It has a lot of greenery that gives off a comfortable suburban vibe, and it also boasts city-like establishments that make the village feel more modern. The houses are unique, spacious, and vary in architectural style. If you’re interested in the area and see a home that captures your heart, call us! We would love to help you see houses around Chestnut Hill, Newton, MA.

Find Your Home

Latest homes for sale in Chestnut Hill Village



11 Laurel Rd

Brookline, MA, 02467


320 Woodland Rd

Brookline, MA, 02467


245 Woodland Rd

Brookline, MA, 02467
Open House


823 Newton St

Brookline, MA, 02467
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Meet the locals

Who Lives in Newton?



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Things to do in Chestnut Hill Village

Lost Pond Conservation Area

A beautiful nature preserve featuring scenic trails that lead to the Lost Pond Sanctuary.

Skyline Park

Impressive outdoor park featuring multi-sport athletic fields and many other family-friendly recreational amenities.

The Shops at Chestnut Hill

Open-air shopping center with various shops, restaurants, and entertainment.

The Country Club

World-class golf club featuring a premier championship course and resort-like club amenities.


Schools near Chestnut Hill Village

School Name
Newton South High School
9 – 12
Charles E. Brown Middle School
6 – 8
Memorial Spaulding Elementary School
K – 5
Beaver Country Day School
6 – 12
On the map

Chestnut Hill Village Map

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