86 Chestnut St Brookline, MA $ 1,800,000
86 Chestnut St
$ 1,800,000
Recently Listed
Open House 8/8 12:30pm - 2:30pm
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86 Chestnut St

Brookline, MA, 02445
$ 1,800,000
Bedrooms10 Baths4.0 Sq 3,681

Monthly Estimate*

$ 11,365

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Multi-Family Home for sale in Brookline, MA

for $1,800,000 with 10 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.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. The property is fully leased through August 31, 2027, providing immediate, stable rental income.

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Open House

8/8/2026 12:30 PM - 2:30 PM
8/9/2026 11:00 AM - 1:00 PM
86 Chestnut St Brookline, MA
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Multi-Family Active

Price

$ 1,800,000

Bedrooms

10

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

$12,738
Per Month
89%
11%
0%
Monthly Principal & Interest
$11,365
Monthly Property Taxes
$1,373
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% 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.
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Pricing History
DatePricePrice ChangeDescription
8/5/2026$1,800,000 Listed Price

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86 Chestnut St, Brookline, MA, 02445 is a Multi-Family Home for sale at $1,800,000 with 3,681 sqft and a lot size of 0.1. 86 Chestnut St has 10 bedrooms, 4.0 baths, and was built in 1900. The property's zip code is 02445 which is in Brookline, MA