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$1,800,000
New Listing

86 Chestnut St
Brookline, MA02445

For Sale|Triplex|Active
10
Beds
4
Total Baths
4
Full Baths
3,681
SqFt
$489
/SqFt
1900
Built
County:
Norfolk
Call Now: 617-648-9415
Is this the listing for you? We can help make it yours.
617-648-9415
Upcoming Open Houses
Sat, Aug 8, 12:30 PM - 2:30 PM
Sun, Aug 9, 11:00 AM - 1:00 PM
86 Chestnut St86 Chestnut St86 Chestnut St86 Chestnut St
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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! Major capital improvements completed within the past three years include a new roof, updated electrical, and new heating and hot water systems. 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 property is fully leased through August 31, 2027, providing immediate, stable rental income.

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Listing Snapshot
Price 
$1,800,000
Days On Site 
0 Days
Bedrooms 
10
Inside Area (SqFt) 
3,681 sqft
Total Baths 
4
Full Baths 
4
Partial Baths 
N/A
Lot Size 
0.1 Acres
Year Built 
1900
MLS® Number 
73559809
Status 
Active
Property Tax 
$16,475
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
18 hours agoListing updated with changes from the MLS®
22 hours agoListing first seen on site
General Features
Acres 
0.1
Disclosures 
All three units are occupied on leases until August 31st. 2027 All three units are up to date on payments and have never been behind. Property is being sold as is. Buyer and buyer agent to do all due diligence.
Number Of Stories 
4
Parking 
Off Street
Parking Spaces 
6
Property Sub Type 
Triplex
Sewer 
Public Sewer
SqFt Above 
3181
SqFt Below 
500
SqFt Total 
3681
Water Source 
Public
Zoning 
M10
Interior Features
Appliances 
OvenDishwasherRefrigeratorRangeGas Water Heater
Basement 
FullFinished
Electric 
Circuit Breakers
Flooring 
HardwoodWood
Heating 
Natural GasZoned
Interior 
Ceiling Fan(s)Pantry
Window Features 
Insulated Windows
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Exterior Features
Construction Details 
Frame
Lot Features 
Corner Lot
Roof 
Shingle
Windows/Doors 
Insulated Windows
Listing courtesy of Sarah McIntyre of Red Tree Real Estate



The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords, and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing, leasing or renting 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, leasing or renting. 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, or as to the accuracy of any of the Images, set forth herein.

Last checked 2026-08-06 07:26 PM UTC

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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