Offered at $4,250,000, this 5 bed, 4.5 bath home has 6,419 square feet of living space and was built in 1900. It sits in Brookline, zoned for John D Runkle School and Brookline High School.
Want to see it in person? Schedule a showing or call Keith Wade at 603-818-7976.
Rate from today's national average (7.28%). Includes estimated property taxes and HOA; homeowners insurance not included. An estimate, not a loan offer.
| Date | Event | Price | Change |
|---|---|---|---|
| MLSListed | Listed | $4,250,000 | −$750,000−15.0% |
| 01-01-2026MLSListing Removed | Listing Removed | — | — |
| 12-22-2025MLSListing Removed | Listing Removed | — | — |
| MLSListed | Listed | $5,000,000 | +$2,225,000+80.2% |
| 08-29-2013MLSSold | Sold | $2,775,000 | −$224,000−7.5% |
| MLSListed | Listed | $2,999,000 | +$1,739,000+138.0% |
| 11-08-1999Public RecordSold | Sold | $1,260,000 | +$430,000+51.8% |
| 10-15-1997Public RecordSold | Sold | $830,000 | +$0+0.0% |
| 06-30-1995Public RecordSold | Sold | $830,000 | — |
| Year | Property Tax | Assessed Value |
|---|---|---|
| 2026 | $61,670 | $6,022,500 |
| 2024 | $57,077 | $5,842,100 |
| 2023 | $47,966 | $4,811,000 |
| 2022 | $46,102 | $4,524,200 |
| 2021 | $42,460 | $4,332,700 |
| 2020 | $38,842 | $4,110,300 |
| 2019 | $36,680 | $3,914,600 |
| 2018 | $36,073 | $3,813,200 |
| 2017 | $35,542 | $3,597,400 |
| 2016 | $34,515 | $3,312,400 |
| 2015 | $33,059 | $3,095,400 |
| 2014 | $34,257 | $3,007,600 |
| 2006 | $23,279 | $2,437,600 |
| 2005 | $21,154 | $2,067,800 |
| 2004 | $20,542 | $1,932,500 |
| 2003 | $19,694 | $1,756,800 |
Sale prices from public records; list prices from the MLS. Taxes shown are for the prior owner and can change after a sale.
At $4,250,000, the asking price of 540 Chestnut Hill Ave is about 2.6 times the median asking price of $1,649,500 for homes for sale in Brookline.
Listed by John Mclaughlin of Cbre, IncListed by The Sarkis Team at Douglas Elliman Real Estate of Douglas Elliman Real Estate - The Sarkis TeamListed by John Mclaughlin of Cbre, IncListed by Jeff Groper of Coldwell Banker Realty - NewtonListed by Kevin Benzinger of Boston Realty AdvisorsListed by TRACY CAMPION of Campion & Company Fine Homes Real EstateListed by The Duffy Group of COMPASS
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Listing Information Last Updated 10-19-2026
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