#73384597, Haywood Kristiansen Group, Listing office: Berkshire Hathaway HomeServices Warren Residential
Chestnut Hill Housing Market Report May 2025•Middlesex County, Massachusetts
Housing Prices in Chestnut Hill, MA
How much do homes in Chestnut Hill, MA cost?
Housing Market Conditions
Is Chestnut Hill, MA a buyer’s or seller’s market?
Seller'sMarket
Buyer'sMarket
Chestnut Hill is a Neutral Market
Difference Since May 2024
At the same time last year, Chestnut Hill was a Seller's Market.
Chestnut Hill is a Neutral Housing Market, which means prices tend to be reasonable and homes stay on the market for a typical length of time.
Median Sold Price
Based on all homes sold in the last 12 months
Homes in Chestnut Hill have sold for 7% more than they did a year ago.
Summary: The median home sold price in Chestnut Hill was $1,330,000 in May 2025, up 7% from last year, and the median price per square foot was $656.
Median Sold Price By Neighborhoods
City | May 2024 | May 2025 | Change YoY |
---|---|---|---|
Brookline Hills | $1.1M | $1.3M | +14.2% |
Cleveland Circle | $435K | $477K | +9.7% |
Chestnut Hill | $1.2M | $1.3M | +7.0% |
South Brookline | $1.6M | $1.6M | +1.7% |
Thompsonville | $1.7M | $1.7M | -1.7% |
Median Sold Price By Bedrooms
Beds | May 2024 | May 2025 | Change YoY |
---|---|---|---|
11 Bedroom | $542.5K | $547.5K | +0.9% |
22 Bedrooms | $830K | $852.5K | +2.7% |
33 Bedrooms | $1.3M | $1.1M | -8.5% |
44 Bedrooms | $1.9M | $1.6M | -13.7% |
55+ Bedrooms | $2.8M | $3.3M | +18.3% |
Summary: Chestnut Hill housing price by bedroom type for May 2025, compared to the previous year. The home price for 1 bedroom homes increased by +0.9%. The home price for 2 bedroom homes increased by +2.7%. The home price for 3 bedroom homes decreased by -8.5%. The home price for 4 bedroom homes decreased by -13.7%. The home price for 5 bedroom homes increased by +18.3%.
How does Chestnut Hill, MA compare with other places?
Market comparison tool
Data and numbers shown are subject to change and may vary based on different timeframes.
Chestnut Hill, MA
Housing supply in Chestnut Hill, MA
How many homes are available in Chestnut Hill, MA?
Number of Homes For Sale
Last Month | 2 months ago | Change MoM |
---|---|---|
72Last MonthMay 2025 | ||
582 months agoApr 2025 | +24.1 % Change MoMApr – May |
Summary: The Chestnut Hill real estate market had 72 homes for sale in May 2025, a 24.1 % increase compared to Apr 2025.
Number of Homes Sold
Last Month | 2 months ago | Change MoM |
---|---|---|
12Last MonthMay 2025 | ||
82 months agoApr 2025 | +50.0 % Change MoMApr – May |
Homes For Sale By Bedroom Count
Beds | Apr 2025 | May 2025 | Change MoM |
---|---|---|---|
11 Bedroom | 5 | 9 | +80.0% |
22 Bedrooms | 16 | 17 | +6.3% |
33 Bedrooms | 4 | 6 | +50.0% |
44 Bedrooms | 6 | 9 | +50.0% |
55+ Bedrooms | 27 | 31 | +14.8% |
Summary: Chestnut Hill housing inventory by bedroom type for May 2025, compared to the previous month. The inventory for 1 bedroom homes increased by +80.0%. The inventory for 2 bedroom homes increased by +6.3%. The inventory for 3 bedroom homes increased by +50.0%. The inventory for 4 bedroom homes increased by +50.0%. The inventory for 5 bedroom homes increased by +14.8%.
Asking Price vs. Sold Price
How much do homes in Chestnut Hill, MA cost?
Over Asking Price4 Homes
At Asking Price1 Home
Under Asking Price7 Homes
If you're buying a home in Chestnut Hill, you may be able to get a good deal. 58.3% of homes here sold below asking price last month.
Summary: A total of 12 homes were sold or pending in Chestnut Hill in May 2025, up by 50.0% month-over-month. Of the 12 sold homes, 58% were sold under asking, 8% were sold at asking, and and 33% were sold over asking.
Days on Market for Chestnut Hill, MA
How long does it take to sell a home in Chestnut Hill, MA?
Breakdown of Home Sale Times
Under 30 Days6 Homes
30 – 90 Days6 Homes
Over 90 Days0 Home
Many homes in Chestnut Hill are selling fast, if you're buying plan to act quickly.
Summary: During May 2025, 12 homes were sold in Chestnut Hill; 50% of homes were sold within 30 days, 50% of homes were sold within 30 to 90 days, and 0% of homes were sold over 90 days.
Average Sale Time
This Year | 1 year ago | Change YoY |
---|---|---|
37 DaysThis YearMay 2025 | ||
59 Days1 year agoMay 2024 | -36.6 % Change YoYMay 2024 – May 2025 |
Summary: Homes in Chestnut Hill had an average listing age of 37 days in May 2025, down by 36.6% compared to the previous year.
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Newest Listings in Chestnut Hill, MA
What homes are available in Chestnut Hill, MA?
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MLS Disclaimers and Copyright
Based on information from MLS Property Information Network Inc., for the period 06/01/2023 - 06/01/2025

Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 6/5/2025, 4:45:28 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.