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Maggie Li

I'm Maggie Li, a Newton, MA real estate agent serving first-time buyers, luxury clients and sellers across Greater Boston in English & Mandarin. Let's find your home.

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  • 1229 Centre Street, Newton Centre, MA, USA
  • (774) 222-0952
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William Raveis

© 2026 Maggie Li. All rights reserved.
Equal Housing Opportunity. Information deemed reliable but not guaranteed.

  1. Home
  2. Listings
  3. 86 Chestnut St, Brookline, MA 02445
Active
15 Days on market
86 Chestnut St Brookline — Photo 1 of 33

86 Chestnut St Brookline — Photo 1 of 33

$1,800,000

86 Chestnut St, Brookline, MA 02445

Brookline, MA 02445

Beds

10

Baths

4

SqFt

3,681

Style

3 Family

Built

1900

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.

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$489/sqft
Local Avg (Brookline)$744/sqft
34% BelowMarket Average

* Analysis is based on 19 actively listed and recently sold comparable properties strictly within Brookline, MA.

Property Details

Financials

Original Price$1,800,000
Annual Taxes$16,475

Parking

Garage0
Off-Street6

Interior Specifications

Total Rooms19
FireplacesNone
FlooringHardwood, Wood
BasementFull, Finished

Climate & Utilities

HeatingNatural Gas
CoolingNone
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationGranite
ZoningM10

Property & Lot

Acres0.1
SqFt Lot4,500
Lot FeaturesCorner Lot

Amenities & Appliances

Oven • Dishwasher • Refrigerator • Range

Neighborhood

Public Transportation • T-Station

Geography

Population

22,560

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$140K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

47.9%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Norfolk County

1,189 housing units permitted in the last 12 months (+21% vs the prior 12 months) — 706 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jun '26)

Full Brookline, MA market report ZIP 02445 market data
Listing Provided By

Listing Agent: Sarah Mcintyre

Listing Office: Red Tree Real Estate

MLS® Number: 73559809

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