Active
86 Chestnut St
Brookline, MA 02445
Residential Income · Active · MLS #73559809
Listing Courtesy of Red Tree Real Estate | Sarah Mcintyre
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MLS PIN data
About this home
Investors, take note! Don't miss this exceptional opportunity to own a three-family property in one of Brookline's most sought-after locations. Situated near Brookline Village, this property is just a 12-minute walk to the Green Line, providing convenient access to Fenway, Downtown Boston, and beyond. The MBTA Route 60 bus to the Longwood Medical Area is just steps from the front door.Enjoy a highly walkable neighborhood with easy access to grocery stores, restaurants, parks, walking trails, and all the amenities that make Brookline such a desirable place to live.The rear porches offer beautiful city views, and with modern updates, this classic property has the potential to truly shine! Large driveway accommodates multiple cars for easy off street parking. Enjoy the ample yard space for grilling, bonfires, or just taking in the fresh air! Located in a community renowned for its exceptional schools, vibrant neighborhoods, and unbeatable location, this is an investment opportunity you won't want to miss.
Property information
Details at a glance
Interior
- Rooms
- 19
- Heating
- Natural Gas
- Cooling
- None
- Flooring
- Hardwood, Wood
Building
- Style
- 3 Family
- Year built
- 1900
- Parking
- 6
- Foundation
- Granite
- Roof
- Shingle
Land & utilities
- Lot size
- 0.1 acres
- Water
- Public
- Sewer
- Public Sewer
- Zoning
- M10
Financial
- Annual taxes
- $16,475
- Assessment year
- 2026
Listing history
Price and status timeline
No additional public listing history was supplied for this property.
Property value estimate
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Comparable sales
Recent properties for context
Recent comparable sales are not available for this property.
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Local market context
How this home compares in Brookline
Active city listing statistics from MLS PIN as of September 6, 2026. Asking prices are not completed-sale values.
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About 86 Chestnut St
Can I schedule a private showing?
Yes. Request a tour of 86 Chestnut St and a Bean Group agent will help coordinate an available time with the listing side.
Can you help me evaluate this property?
Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.
Are property documents available?
Availability varies by property and source. Request the documents you need and we will help obtain what is available.




