86 Chestnut St Brookline, MA $ 1,699,000
86 Chestnut St
$ 1,699,000
Share Save

86 Chestnut St

Brookline, MA, 02445
$ 1,699,000
Bedrooms9 Baths4.0 Sq 3,681

Monthly Estimate*

$ 11,735

86 Chestnut St, Brookline, MA 02445 - Image 1
86 Chestnut St, Brookline, MA 02445 - Image 2
86 Chestnut St, Brookline, MA 02445 - Image 3
86 Chestnut St, Brookline, MA 02445 - Image 4
86 Chestnut St, Brookline, MA 02445 - Image 5
86 Chestnut St, Brookline, MA 02445 - Image 6
86 Chestnut St, Brookline, MA 02445 - Image 7
86 Chestnut St, Brookline, MA 02445 - Image 8
86 Chestnut St, Brookline, MA 02445 - Image 9
86 Chestnut St, Brookline, MA 02445 - Image 10
86 Chestnut St, Brookline, MA 02445 - Image 11
86 Chestnut St, Brookline, MA 02445 - Image 12
86 Chestnut St, Brookline, MA 02445 - Image 13
86 Chestnut St, Brookline, MA 02445 - Image 14
86 Chestnut St, Brookline, MA 02445 - Image 15
86 Chestnut St, Brookline, MA 02445 - Image 16
86 Chestnut St, Brookline, MA 02445 - Image 17
86 Chestnut St, Brookline, MA 02445 - Image 18
86 Chestnut St, Brookline, MA 02445 - Image 19
86 Chestnut St, Brookline, MA 02445 - Image 20
86 Chestnut St, Brookline, MA 02445 - Image 21
86 Chestnut St, Brookline, MA 02445 - Image 22
86 Chestnut St, Brookline, MA 02445 - Image 23
86 Chestnut St, Brookline, MA 02445 - Image 24
86 Chestnut St, Brookline, MA 02445 - Image 25
86 Chestnut St, Brookline, MA 02445 - Image 26
86 Chestnut St, Brookline, MA 02445 - Image 27
86 Chestnut St, Brookline, MA 02445 - Image 28
86 Chestnut St, Brookline, MA 02445 - Image 29
86 Chestnut St, Brookline, MA 02445 - Image 30
86 Chestnut St, Brookline, MA 02445 - Image 31
86 Chestnut St, Brookline, MA 02445 - Image 32
86 Chestnut St, Brookline, MA 02445 - Image 33

Multi-Family Home for sale in Brookline, MA

for $1,699,000 with 9 bedrooms and 4 full baths. This 3,681 square foot home was built in 1900 on a lot size of 0.1.

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.Add your own modern day updates, and with repairs, this classic property has the potential to truly shine! Large driveway accommodates multiple cars for easy off street parking.! Located in a community renowned for its exceptional schools, vibrant neighborhoods!

See more

Multi-Family Active

Price

$ 1,699,000

Bedrooms

9

Full Bath

4

Property Type

Multi-Family

Taxes

$ 16,475

Style

3 Family

Lot Size

0.1

Year Built

1900

Town/City

Brookline

County/Region

Norfolk

MLS | Web ID

73559809

List By
Sarah McIntyre

Listing Agent

Red Tree Real Estate

Broker

Affordability Calculator

$13,107
Per Month
90%
10%
0%
Monthly Principal & Interest
$11,735
Monthly Property Taxes
$1,373
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby

Neighborhood & Schools

MLS Property Information Network, Inc rules require that you sign in here to see more detail on this property.
Pricing History
DatePricePrice ChangeDescription
10/21/2026$1,699,000 -2.91% Price Down
10/1/2026$1,750,000 -2.78% Price Down
8/5/2026$1,800,000 Listed Price

Map


See all

86 Chestnut St, Brookline, MA, 02445 is a Multi-Family Home for sale at $1,699,000 with 3,681 sqft and a lot size of 0.1. 86 Chestnut St has 9 bedrooms, 4.0 baths, and was built in 1900. The property's zip code is 02445 which is in Brookline, MA