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86 Chestnut St, Brookline MA 02445

$1,750,000

Estimated $4,211/month Calculator

Multi Family

Total Units: 3

Price Per Unit: $583,333.33

Total Rent: 96000/year

Estimated CAP Rate:

9 Bedrooms

Baths

3681

Total Parking: 6

4,500 (0.10)

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.

This home has been viewed 20 times

Last Checked: October 6th, 2026 at 5:33am (Source: MLS PIN #73559809)

Gross Income: $96,000

Gross Expenses: $16,475

Net Income Calc: $79,525

Water Views

Annual Expenses for 86 Chestnut St, Brookline MA 02445

Total Gross Expenses (Calculated)$16,475/year

APOD AvailableYes

Heating

Electricity

Water

Gas

Insurance

Sewer

Trash Removal

Repair & Maintenance

Management

Miscellaneous

Real Estate Tax16475

Annual Income & Unit Breakdown for 86 Chestnut St, Brookline MA 02445

Total Gross Income (Calculated)$96,000

Unit 1

Rental Income$0

LeaseY

Bedrooms3

Bathrooms1 Full

Floor1

Levels in Unit1

Rent IncludesHeat

Unit 2

Rental Income$0

LeaseY

Bedrooms3

Bathrooms1 Full

Floor2

Levels in Unit1

Rent IncludesHeat

Unit 3

Rental Income$0

LeaseY

Bedrooms3

Bathrooms1 Full

Floor3

Levels in Unit1

Rent IncludesHeat

General Information for 86 Chestnut St, Brookline MA 02445

Listing ID73559809

Property TypeMulti Family / 3 Family

Price1750000 ($475.41/SqFt)

Style3 Family

CityBrookline

CountyNorfolk

Neighborhood(s)Brookline Village (Brookline) v1

Approximate Living Area Total3681

Approximate Lot Size (Acres)0.1

Total Parking6

Garage Parking0

Year Built1900

Year Built SourcePublic Records

Year Built DetailsActual

WaterPublic

SewerPublic Sewer

Electric220 Volts

Hot Water

Roof MaterialAsphalt/fiberglass Shingles

BasementFull

Construction MaterialsFrame

Lot FeaturesGentle Sloping

Foundation Description

Accessible Features

Outdoor SpaceCovered

ZoningM10

Water ViewsNo

Water Views Features

Waterfront0

Waterfront Features

Terms

Disclosures for 86 Chestnut St, Brookline MA 02445

Lead PaintNone

UFFI

Living Area Includes BasementYes

Living Area Disclosure

Building Area SourcePublic Records

ExclusionsOne Set Of Washer And Dryer

Financial Data Source

Total Gross Expenses By Broker

Total Gross Income By Broker

Total Net Income By Broker

Short Sale / Forclosure (Bank Owned)

Compensation Based On

Financial Information for 86 Chestnut St, Brookline MA 02445

Real Estate Taxes16475

Tax Year2026

Assessed Value$1,608,900

Financial Data Source

Total Gross Expenses By Broker

BostonRealEstate.com Gross Expenses

Total Gross Income By Broker

BostonRealEstate.com Gross Income

Total Net Income By Broker

BostonRealEstate.com Gross NOI

CAP Rate (based on Broker info)

Location Information for 86 Chestnut St, Brookline MA 02445

Neighborhood(s)Brookline Village (Brookline) v1

Area AmenitiesWalk/jog Trails

Contact Information for 86 Chestnut St, Brookline MA 02445

Agent

Name: Sarah McIntyre

Office

Name: Red Tree Real Estate

Phone: 617-487-8015

Team Members

Name: Jerome Bibuld

Payment Calculator

, Interest

Property Taxes 1372.92

Principal & Interest 10782.94

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Red Tree Real Estate

Sarah McIntyre

Agent Phone

Office Phone

(617) 487-8015

Text Agent Call Agent Call Office

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    [unparsed] => 86 Chestnut St, Brookline MA 02445
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EXIT

30 More Photos

Active

86 Chestnut St, Brookline MA 02445

$1,750,000

Annual Expenses for 86 Chestnut St, Brookline MA 02445

Annual Income & Unit Breakdown for 86 Chestnut St, Brookline MA 02445

General Information for 86 Chestnut St, Brookline MA 02445

Disclosures for 86 Chestnut St, Brookline MA 02445

Financial Information for 86 Chestnut St, Brookline MA 02445

Location Information for 86 Chestnut St, Brookline MA 02445

Contact Information for 86 Chestnut St, Brookline MA 02445

Agent

Office

Team Members

Payment Calculator

Exclusive Listing Agent

Red Tree Real Estate

Sarah McIntyre