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Status: Active

86 Chestnut St Brookline

MA 02445

$1,750,000

Units3
Price / Unit$583,333 / unit
Total Rent$8,000
CAP Rate5.49%
Total Living Area3,681 sq ft
Total Parking6

Local context for 86 Chestnut St Brookline

School boundaries and zoning can change. Confirm current assignment and permitted use with the Town of Brookline for this address.

Neighborhood
Pill Hill
Elementary school
William H. Lincoln
Zoning code
M-1.0
Zoning description
APARTMENT HOUSE
Zoning category
Multi Family
Floor area ratio
1
Voting precinct
5
Voting location
(New) Lincoln School, 19 Kennard Road

About 86 Chestnut St Brookline

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 for 86 Chestnut St Brookline

Property type
3 Family
Units
3
Total rooms
20
Total bedrooms
9
Total bathrooms
4
Living area
3,681 sq ft
Building area
3,681 sq ft
Lot size (acres)
0.1 acres
Lot size (square feet)
4,500 sq ft
Year built
1900
Listing ID
73559809
Postal code
02445
Total parking spaces
6
Garage spaces
0
Parking features
Off Street

Reported income for 86 Chestnut St Brookline

Figures are reported in the listing. Confirm the reporting period, leases, collections and supporting records before relying on them.

Gross income
$96,000
Net operating income
$96,000
Total actual rent
$8,000
Estimated CAP rate
NOI ($96,000) ÷ List price ($1,750,000) = 5.49%

Reported annual expenses for 86 Chestnut St Brookline

Figures are reported in the listing. Confirm the reporting period, leases, collections and supporting records before relying on them.

Real estate taxes
$16,475
APOD available
Yes

Utilities & disclosures for 86 Chestnut St Brookline

Water source
Public
Sewer
Public Sewer
Electric
Circuit Breakers
Tax year
2026
Assessed value
$1,608,900
Living area disclosure
Three family building
Rent includes
Unit 2(Water), Unit 3(Electric,Water)
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. 2027 There is no lease in place for units #1 & #3 They are occupied with paying tenants.

Units at 86 Chestnut St Brookline

Unit 1

$2,500 /mo

Beds
3
Baths
1
Floor
1
Levels
1

Leased

Unit 2

$2,500 /mo

Beds
3
Baths
1
Floor
2
Levels
1

Leased

Unit 3

$3,000 /mo

Beds
3
Baths
1
Floor
3
Levels
1

Leased

Unit 4

Beds
1
Baths
1
Levels
1

Not leased

Listing history & source for 86 Chestnut St Brookline

List date
August 5, 2026
Original list price
$1,800,000
Listing office
Red Tree Real Estate
Listing agent
Sarah McIntyre
Last updated
October 5, 2026
Data source
MLS PIN
For Brookline property owners

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