Chestnut Hill, Brookline Real Estate & Homes For Sale

27 homes

Real Estate & Homes For Sale Near Chestnut Hill, Brookline, MA

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

Chestnut Hill, Brookline, MA Real Estate Trends

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

Affordability of Living in Chestnut Hill, Brookline, MA

The median home value is $1,375,100
MonthMedian home value
October 2025$1.33M
November 2025$1.35M
December 2025$1.37M
January 2026$1.37M
February 2026$1.36M
March 2026$1.36M
April 2026$1.35M
May 2026$1.35M
June 2026$1.35M
July 2026$1.35M
August 2026$1.37M
September 2026$1.38M
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Trends and affordability stats are provided by third party data sources.

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

Home SizeHome Value*
3 bedrooms (See homes)$1,378,265
4 bedrooms (See homes)$1,993,156
*Home value over the past month

Explore the Neighborhood

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Neighborhood stats provided by third party data sources.

What Locals Say about Chestnut Hill

  • Dma333
    Chestnut Hill, Brookline
    "Diverse, safe, close to everything, friendly neighbors, great schools, playgrounds in walking distance"
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  • Steve L.
    Chestnut Hill, Brookline
    "Hancock Village in Chestnut Hill is a good place to live overall. Sometimes the management office puts together special functions like handing out cider doughnuts in the fall, or flowers to plant - both gratis. (And more as well but too much to detail)."
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  • Dma333
    Chestnut Hill, Brookline
    "Block party in September Close to a great school Playgrounds nearby Diverse community Easy access to many communities "
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  • Szonja.ruppert
    Chestnut Hill, Brookline
    "Lots of greens, parks, even bags for dogpoop is put to parks. Not many pet shops in walking distance"
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  • Jawaher A.
    Chestnut Hill, Brookline
    "Good schools, no stealing, good neighbors, good place to kids to play, not far away from BU university, there is driving school, all government facilities around us, Uber so expensive but it is available all time, there is ice cream shop and Starbucks around us also a lot of restaurants and malls "
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  • Jawaher A.
    Chestnut Hill, Brookline
    "I love this area coz its safe and beautiful and the neighbors are nice and kind and there is a lot of great people "
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  • Fish r.
    Chestnut Hill, Brookline
    "Lovely neighborhood that's close to anything and everything -- shopping, restaurants, movies, doctors, gyms, public transportation, Soule recreation center & golf course, etc. Very safe, with lots of places to go for peaceful walks. I have lived here for nearly two decades and love it."
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  • Jacquizieff
    Chestnut Hill, Brookline
    "It an a upscale and snobby neighborhood where people don’t talk to each other. We never see kids and kids make no friends in the neighborhood. Clean safe closet To Boston. Nothing around. No walking distance to anything. Supermarket and gas is over priced. "
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  • Robert B.
    Chestnut Hill, Brookline
    "Wooded neighborhood surrounded by open space on 3 sides - farm stand and parks nearby. Safe, easy commute, great schools."
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Learn more about Chestnut Hill

See information on schools, amenities and more.See Chestnut Hill Insights

Browse Chestnut Hill, Brookline, MA homes by type

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.
All information provided is deemed reliable but is not guaranteed. Information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.