86 Chestnut St - Brookline, MA
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86 Chestnut St Brookline MA 02445

Under Agreement

$1,800,000

Units: 3

$600,000 Price / Unit

$8,000 Total Rent

CAP Rate 5.33%

3,681 Total Living Area

 6 Total Parkings

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.

Annual Expenses for 86 Chestnut St

Total Expense: 

Real Estate Taxes: $16,475

Heating:

Electricity:

Water:

Gas:

Insurance:

Sewer:

Trash Removal:

Repair & Maintenance:

Management:

Miscellaneous:

APOD Available: Yes

Annual Income for 86 Chestnut St

Gross Income: $96,000

Net Operating Income: $96,000

Estimated CAP Rate: 5.33% NOI ($96,000) ÷ List Price ($1,800,000) = 5.33%

Unit 1
$2,500/mo
Beds3
Baths1
Floor1
Levels1
Leased
Unit 2
$2,500/mo
Beds3
Baths1
Floor2
Levels1
Leased
Unit 3
$3,000/mo
Beds3
Baths1
Floor3
Levels1
Leased
Unit 4
Beds1
Baths1
Levels1
N

Building Features for 86 Chestnut St

Living Area: 3,681

Lot Size (Acres): 0.1

Lot Size (sqft): 4,500

Year Built: 1900

Listing ID: 73559809

Total Parking: 6

Garage Parking: 0

Parking Features: Off Street

Water: Public

Sewer: Public Sewer

Electric: Circuit Breakers

Location Information for 86 Chestnut St

Neighborhood: Pill Hill

Elementary School: William H. Lincoln

Buffer Zone:

High School: Brookline High School

Historic District:

Voting Precinct: 5 Located at (New) Lincoln School, 19 Kennard Road

Zoning Code: M-1.0

Zoning Description: APARTMENT HOUSE

Zoning Category: multi_family

Zoning FAR: 1

Zoning Min Lot:

Disclosures for 86 Chestnut St

Real Estate Taxes: $16,475

Tax Year: 2026

Assessed Value: $1,608,900

Living Area Disclosure: Three family building

Title 5:

Lead Paint: Unknown

Rent Includes: Unit 2(Water), Unit 3(Electric,Water)

Exclusions:

Disclosures: Property is being sold as is. Buyer and buyer agent to do all due diligence.First floor unit #1 is metered with the common area. Lease for unit #2 is valid until August 31st. 2027There is no lease in place for units #1 & #3 They are occupied with paying tenants.

Listing Lifecycle for 86 Chestnut St

List Date: 2026-08-05

Off Market Date: 2026-08-21

Under Agreement Date: 2026-08-21

Sold Date:

List Office: Red Tree Real Estate

Listing Agent: Sarah McIntyre

Original List Price: $1,800,000

Sold Price:

Last Updated on: 2026-08-29 00:15:11 from: mls-pin

Buyer Agent’s Office:

Buyer’s Agent:

Brook Brook Online