For Sale
86 Chestnut St
Brookline, MA
$1,750,000
9 bd/4 ba/3,681 sf
Courtesy of Red Tree Real Estate
This home is listed by another brokerage. We can arrange a viewing, and we can represent you as the buyer.
The listing brokerage last updated this record on October 5, 2026.
Photographs

33 photographs from the listing brokerage, shown as they published them.
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.
The details
- Property type
- Multi-family
- Bedrooms
- 9
- Bathrooms
- 4
- Interior
- 3,681 sq ft
- Lot
- 0.1 acres
- Year built
- 1900
- Price per sq ft
- $475
- County
- Norfolk
- Taxes
- $16,475 (2026)
- Heating
- Natural Gas
- Cooling
- None
- Basement
- Full · Finished
- Parking
- 6
- Stories
- 3
- Roof
- Shingle
- Sewer
- Public Sewer
- Water
- Public
- Zoning
- M10
- Days on market
- 54
- MLS #
- 73559809
Ask us about this home
Tell us when you could see it. We will confirm it is still available, book the viewing and go with you.























