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 Details
Price:
$1,800,000
MLS #:
73559809
Status:
Active
Beds:
9
Baths:
4
Type:
Multi Family
Subtype:
3 Family
Listed Date:
Aug 5, 2026
Finished Sq Ft:
3,681
Total Sq Ft:
3,681
Lot Size:
4,500 sqft / 0.10 acres (approx)
Year Built:
1900
Units:
3
See this Listing
Schools
Interior
Above Grade Finished Area
3181
Appliances
Oven, Dishwasher, Refrigerator, Range
Bathrooms
4 Full Bathrooms
Below Grade Finished Area
500
Cooling
None
Flooring
Hardwood, Wood
Heating
Natural Gas
Interior Features
Ceiling Fan(s), Pantry, Bathroom With Tub, Studio, Bathroom with Shower Stall, Living Room, Dining Room, Kitchen
Levels
3
Exterior
Community Features
Public Transportation, T-Station
Construction Materials
Frame
Lot Features
Corner Lot
Open Parking Spaces
6
Parking Features
Off Street
Parking Spots
6
Parking Total
6
Patio And Porch Features
Deck – Wood
Roof
Shingle
Stories
3
Window Features
Insulated Windows
Financial
Tax Year
2026
Taxes
$16,475
Map
Community
- Address86 Chestnut St Brookline MA
- CityBrookline
- CountyNorfolk
- Zip Code02445
Subdivisions in Brookline
Market Summary
Current real estate data for Multi Family in Brookline as of Sep 19, 2026
20
Multi Family Listed
66
Avg DOM
664
Avg $ / SqFt
$6,567,350
Avg List Price
Property Summary
- 86 Chestnut St Brookline MA is a Multi Family for sale in Brookline, MA, 02445. It is listed for $1,800,000 To schedule a showing of MLS#73559809 at 86 Chestnut St in Brookline, MA, contact your Cornerstone Real Estate agent at 617-238-7400.
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Courtesy of Red Tree Real Estate. 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.
86 Chestnut St
Brookline, MA