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Chestnut Hill Area Living Guide

Gasson Hall on the Boston College campus

Why Chestnut Hill?

Rich History, Affluent Lifestyle, and Boundless Culture

Chestnut Hill, a small village located in Massachusetts, has long been known as one of the most affluent neighborhoods in Greater Boston. Home to luxurious residences, numerous shopping plazas, and upscale dining options, Chestnut Hill is now a vibrant cultural hub located just six miles southwest of Boston's downtown.

Founded in 1665 by the Hammond family, Chestnut Hill has a rich history that has been impeccably preserved over the years. The village was ceded to Boston in the 1800s, leading to its rapid transformation into a residential and commercial hub. Today, Chestnut Hill rests partially within multiple municipal entities, including Brookline in Norfolk County, Newton in Middlesex County, and both the Brighton and West Roxbury neighborhoods of Boston in Suffolk County.

To preserve Chestnut Hill's historic architecture, the Chestnut Hill Local Historic District was established in 1991. With this initiative, both new and established residents will be able to enjoy the beauty and warmth of Chestnut Hill for many years to come.

Among the many architectural periods and styles that can still be found in Chestnut Hill are Georgian, Colonial, and Revival structures. The Old Chestnut Hill Historic District, located in the historic residential center of Newton, offers residents a chance to enjoy preserved 19th and early 20th-century homes.

One of the highlights of Chestnut Hill is Boston College, a prestigious private Jesuit research university founded in 1863. Known for its exceptional academics and beautiful campus, Boston College attracts many residents and aspiring students to the area. Its main campus features some of North America's earliest examples of collegiate gothic architecture.

A Hub for Recreation, Education, and Luxury

Chestnut Hill, originally named for its series of small hills overlooking the 135-acre Chestnut Hill Reservoir, has come a long way since its founding in 1665. Today, Chestnut Hill is home to some of the most illustrious residents in the world, including former NFL quarterback Tom Brady and Red Sox and Liverpool F.C. principal owner John W. Henry. The world's oldest annual marathon, the Boston Marathon, even includes Chestnut Hill in its route.

But it's not just sports that draw people to Chestnut Hill. The village is known for its emphasis on academics, with institutions such as Boston College attracting new residents to the area. And for those looking to indulge in luxury shopping or fine dining, Chestnut Hill has no shortage of options. The Street at Chestnut Hill and The Shops at Chestnut Hill, as well as Chestnut Hill Square and The Shops at Putterham, offer a range of shopping and dining experiences for residents and visitors alike.

In addition to its many amenities, Chestnut Hill also boasts a robust transportation system, making it easy for residents to get around. Its various shopping districts, such as the Needham Street Shopping Corridor and Cleveland Circle, provide a range of local and chain stores and restaurants to choose from.

Explore Chestnut Hill With Unlimited SIR

From its rich history, world-renowned academic institutions, luxury shopping options, and profound sense of culture, Chestnut Hill is truly a one-of-a-kind village. To learn more about one of Boston's most affluent neighborhoods, browse all recently listed, active, pending, and sold properties in Chestnut Hill.

You may also be interested in viewing listings in all Boston neighborhoods and districts. Find out more about Boston living in our area guide.

Want to know what living in Chestnut Hill is like? Our real estate agents Unlimited Sotheby's International Realty are the local experts you need to discover the area and find your next dream home in Greater Boston.

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