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ActiveListed 75 days ago

$1,750,000

86 Chestnut St, Brookline, MA 02445

9
beds
4
baths
3,681
sqft
Lot sizeThe land that comes with the home, as reported to the MLS.
4,500 sqft
Year builtThe year the building was originally built, as reported by the listing agent.
1900
On the marketDays since the home was listed. New listings tend to move fastest.
75 days ago
Property type
3 Family
Price per sqftList price divided by interior living area — handy for comparing homes of different sizes.
$475
ParkingSpaces that come with the home, as reported to the MLS.
6 spaces
Annual taxesLast annual property tax bill reported to the MLS. A new owner's bill can differ.
$16,475

What’s Special

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.

Listing courtesy of Sarah McIntyre, Red Tree Real Estate · MLS PIN #73559809

Facts & Features

Status
Active
Active status flag
Active
Bedrooms
9
Bathrooms
4 full
Living area
3,681 sqft

Interior

8
  • Ceiling Fan(s)
  • Pantry
  • Bathroom With Tub
  • Studio
  • Bathroom with Shower Stall
  • Living Room
  • Dining Room
  • Kitchen

Parking

1
  • Off Street

Heating

1
  • Natural Gas

Cooling

1
  • None

Appliances

4
  • Oven
  • Dishwasher
  • Refrigerator
  • Range

MLS PIN #73559809 · Listed August 5, 2026

Location

86 Chestnut St, Brookline · All Brookline homes

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.

$1,750,000

86 Chestnut St

12 Schiller St1 / 28
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$1,499,000

8 bd · 3 ba · 3,381 sqft · Multi-Family

12 Schiller St

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Listing courtesy of The J. Pavao Team, Keller Williams South Watuppa · MLS PIN #73580241

177 Chestnut Avenue1 / 20
Active

$1,475,000

9 bd · 3 ba · 3,144 sqft · Multi-Family

177 Chestnut Avenue

Jamaica Plain, Boston, MA 02130

Listing courtesy of Stephen Lussier, Arborview Realty Inc. · MLS PIN #73587503

8 Porter St1 / 5
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$1,998,999

8 bd · 3 ba · 2,997 sqft · Multi-Family

8 Porter St

Boston, MA 02130

Listing courtesy of Salustia Ortiz, Home For All Realty LLC · MLS PIN #73539797

164 Boylston Street1 / 41
Active

$1,500,000

8 bd · 6 ba · 3,278 sqft · Multi-Family

164 Boylston Street

Jamaica Plain, Boston, MA 02130

Listing courtesy of Mission Realty Advisors, Compass · MLS PIN #73587007

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.