86 Chestnut St, Brookline, MA 02445
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$1,800,000
3 Unit
10 Beds
4 Baths
3681 SQFT
0.10 Acre

Property Description

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.

Property Details tap to expand

Building Information

  • Total Units: 3
  • Total Floors: 4
  • Total Bedrooms: 10
  • Total Full Baths: 4
  • Amenities: Public Transportation, T-Station
  • Basement Features: Finished, Full, Other (See Remarks)
  • Common Rooms: Dining Room, Kitchen, Living Room
  • Common Interior Features: Bathroom With Tub, Bathroom with Shower Stall, Ceiling Fans, Pantry, Studio
  • Common Appliances: Dishwasher, Range, Refrigerator, Wall Oven
  • Common Heating: Extra Flue, Gas, Heat Pump
  • Common Cooling: None

Financial

  • APOD Available: Yes
  • Gross Operating Income: 96000
  • Net Operating Income: 96000

Utilities

  • Heat Zones: 3
  • Electric Info: Circuit Breakers, Underground
  • Energy Features: Insulated Windows
  • Water: City/Town Water, Private
  • Sewer: City/Town Sewer, Private

Unit 1 Description

  • Under Lease: Yes
  • Floors: 1
  • Levels: 1

Unit 2 Description

  • Included in Rent: Water
  • Under Lease: Yes
  • Floors: 2
  • Levels: 1

Unit 3 Description

  • Included in Rent: Electric, Water
  • Under Lease: Yes
  • Floors: 3
  • Levels: 1

Unit 4 Description

  • Under Lease: No
  • Levels: 1

Construction

  • Year Built: 1900
  • Type: 3 Family
  • Construction Type: Aluminum, Frame
  • Foundation Info: Granite
  • Roof Material: Aluminum, Asphalt/Fiberglass Shingles
  • Flooring Type: Hardwood, Wood
  • Lead Paint: Unknown
  • Warranty: No

Other Information

  • MLS ID# 73559809
  • Last Updated: 08/05/26

Property History tap to expand

Date Event Price Price/Sq Ft Source
08/05/2026New$1,800,000$489MLSPIN

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Seller's Representative: Sarah McIntyre, Red Tree Real Estate
Sub Agent Compensation: n/a
Buyer Agent Compensation: n/a
Facilitator Compensation: n/a
Compensation Based On: n/a
Sub-Agency Relationship Offered: No

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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.

MLS PIN data last updated at 2026-08-05 18:03:00

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