Chestnut Hill, MA Real Estate & Homes For Sale

20 homes

Real Estate & Homes For Sale Near Chestnut Hill, MA

We found 30 more homes matching your filters just outside Chestnut Hill

Chestnut Hill, MA Real Estate Trends

Learn about the Chestnut Hill, MA housing market through trends and averages.

Affordability of Living in Chestnut Hill, MA

The median home value is $1,554,177
MonthMedian home value
May 2025$1.65M
June 2025$1.64M
July 2025$1.62M
August 2025$1.6M
September 2025$1.59M
October 2025$1.58M
November 2025$1.58M
December 2025$1.58M
January 2026$1.57M
February 2026$1.56M
March 2026$1.56M
April 2026$1.55M
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Trends and affordability stats are provided by third party data sources.

Average Home Value in Chestnut Hill, MA, by Home Size

Currently, there are 2 new listings in Chestnut Hill, MA and 20 homes for sale.
Home SizeHome Value*
1 bedroom (6 homes)$523,535
2 bedrooms (5 homes)$1,007,107
3 bedrooms (3 homes)$1,545,044
4 bedrooms (1 home)$2,155,350
*Home value over the past month

Explore Neighborhoods in Chestnut Hill, MA

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Neighborhood stats provided by third party data sources.

What Locals Say about Chestnut Hill

Review Highlights

Chestnut Hill, Newton offers steady value: top schools, low crime, leafy streets for families. Residents praise safety, strong schools, parks, and easy access to MBTA and Boston. Drawbacks include heavy regional traffic, car needs for big errands, and tricky school zones.
AI-generated summary of moderated reviews.
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  • Trulia User
    "Easy access to the T and bus lines and some major commuter thoroughfares, but traffic can be heavy. The highway however is not too close"
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  • Trulia User
    "Trees are beautiful. Homes well maintained. Lovely place to live and accessible to great amenities. Hiking trails yet close to great restaurants and downtown Boston. "
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  • Rconlin13
    West Roxbury, Boston
    "There are parks such as Skyline and Millennium parks that are nice to visit. The side streets are quiet which are nice to walk on."
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  • Dbetebenner
    "Boston has terrible traffic and commutes into the City are really bad. If you commute in the opposite direction to the majority it isn’t bad. Going back and forth across the Charles River for a commute is really bad. "
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  • Mpsimon
    "there are only 5 houses on the street and everyone is very friendly and love to take care of their house beautiful walks in the area, Private road gives very warm feel."
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  • M.C.
    "Lots of places to walk one's dog. It's a great way to meet other dog owners in the neighborhood."
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  • M.C.
    "I would say that it is a car-dependent neighborhood. While there are shops where one can pick up groceries, any major shopping requires a car or delivery."
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  • M.C.
    "The Brookline Public Library Putterham is a wonderful gathering place. The park on the VFW Parkway is great for families. Our community is pet friendly."
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  • M.C.
    "The school system is highly rated, and classmates live in the same area."
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  • Raquel O.
    "Chestnut Hill seems like a pretty dog-friendly place. You can't go a day without seeing someone walking their dogs."
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  • Raquel O.
    "Traffic never really seems to be a big issue here. Of course, there's still a rush hour, but it's way more tolerable than the traffic of nearby towns."
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  • Raquel O.
    "Chestnut Hill is a beautiful, quaint suburb with an almost small-towny feel to it. But the city of Boston is just a 15-minute drive down the road!"
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  • Raquel O.
    "It is a safe neigborhood. You'll often see families out for walks together or riding bikes."
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  • Marylynn S.
    "There are lots of hiking places to take the pups, but no dog parks."
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  • Marylynn S.
    "Commuting is very easy. All major places are easily accessible, from downtown Boston to the Mass Pike or 95."
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  • Marylynn S.
    "It's a really small neighborhood that feels suburban, but it is minutes from the city. It's also interesting because it's such a diverse group—from families to Boston College undergrads."
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  • Marylynn S.
    "It's a great and safe neighborhood. Generally little crime and lots of private school options."
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  • Ellen C.
    "Across from where I live is a public park where people walk their dogs. The side streets are also good for dog walking."
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  • Ellen C.
    "There is a MBTA bus that can get you to the Orange Line or the Green Line."
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  • Ellen C.
    "Different parts of Chestnut Hill lie in three different cities—Boston, Brookline, and Newton. I live in a complex that is partially in Brookline and partially in Boston."
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  • Ellen C.
    "You need to know which city your part of Chestnut Hill is in so that you know what public school your kids can attend. Brookline and Newton both have very good school systems. Boston varies by location."
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  • Karen Z. G.
    "The neighborhood is friendly and small and is very supportive of the local schools. It is also close to public transportation. "
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The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.