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.
The Greater Point, located between Brookline Village and Coolidge Corner, is a residential and commercial Brookline neighborhood with a walkable main street and a classic streetcar-suburb feel. The neighborhood’s character concentrates around the Beacon Street and Harvard Street junction, where marquee lights, sidewalk patios, and small storefronts set a steady, urban rhythm. Coolidge Corner Theatre, Brookline Booksmith, and Kupel’s Bakery act as local pillars with long-running community pull. Brick apartment blocks and triple-deckers mix with tidy side streets and pocket gardens. The Green Line’s Coolidge Corner stop threads daily errands into the streetscape. Nearby parks and the Emerald Necklace paths add a leafy counterpoint to the retail corridors.
Provided by Walk Score and Local Logic
Offer insights
86 Chestnut St · $1,800,000
$1.8M and above
75% chance or better to win
Why $1.8M+ is a strong offer
DAYS ON MARKET
35 days
The average home goes pending in 24 days.
SALE-TO-LIST
100.8%
Most homes are selling 1% above list price.
About offer insights
Property details
Interior
Exterior
Finance
Kitchen
Bathroom
Bedroom
Interior features
Ceiling fans
Pantry
Studio space
Living room
Dining room
Kitchen
Insulated windows
Total of 20 rooms
Bathrooms
Four full bathrooms
Bathrooms include tubs and separate shower stalls
Kitchen
Oven
Dishwasher
Refrigerator
Range
Flooring
Hardwood and wood flooring
Heating & cooling
Natural gas heating
Three heating units
No cooling units reported
Exterior features
Wood deck
Corner lot
Public road frontage
Home design
3-family property
Three stories total
White exterior
Parking
Six off-street parking spaces
Construction
Frame construction
Granite foundation
Shingle roof
Built (year per public records)
Utilities
Public sewer
Public water
Electric with circuit breakers
HOA & community
Public transportation nearby, T-Station access
Not a senior community
Financial info
Building area reported as 3,681 total square feet
Above-grade finished area reported as 3,181
Below-grade finished area reported as 500
Other
Property listed as active
Multiple leased units (several units currently leased)
Electricity and solar
View estimated energy costs and solar savings for this home
DELIVERED VACANT: Well Maintained 3 unit building at foot of Pill Hill in Lincoln School District near Jamaica Pond, Longwood Medical & Emerald Necklace trails. 3 beds per unit, 5 car Driveway, decks, back yard, new gas heat sys. Units ready for condo conversion w/ recent comps or steady rental income. Easy Brookline Hills T or #60 bus to hospitals or Downtown. Walking distance to many parks, 1/2 mile to Bkln Village. Home has updated windows, heat, & hotwater.
Year
Property tax
Land + Additions
Assessment*
2023
$15,147 (+2.7%)
$593,300 + $926,000
$1,519,300
2022
$14,744 (+8.1%)
$565,000 + $881,900
$1,446,900
2021
$13,635 (+5.9%)
$543,300 + $848,000
$1,391,300
2020
$12,874 (+5.9%)
$493,900 + $868,400
$1,362,300
2019
$12,157 (+5.6%)
$470,400 + $827,000
$1,297,400
2018
$11,512 (+3.4%)
$408,300 + $808,600
$1,216,900
2017
$11,131 (+4.3%)
$385,000 + $741,600
$1,126,600
2016
$10,672 (+7.3%)
$359,800 + $664,400
$1,024,200
2015
$9,944 (−0.7%)
$336,300 + $594,800
$931,100
2014
$10,012 (+2.7%)
$305,800 + $573,200
$879,000
2013
$9,752 (+2.2%)
$296,900 + $540,200
$837,100
2012
$9,543 (−0.1%)
$296,900 + $540,200
$837,100
2011
$9,556 (+3.0%)
$296,300 + $549,400
$845,700
2010
$9,277 (+2.6%)
$296,300 + $549,400
$845,700
2009
$9,043
$296,500 + $549,400
$845,900
Public record
Beds
9
Baths
3
Stories
3
Lot width
—
Lot depth
—
Lot size
4,356 Sq. Ft.
Year renovated
1974
Finished Sq. Ft.
3,681
Unfinished Sq. Ft.
—
Total Sq. Ft.
3,681
Year built
1900
Style
Multi-Family (2-4 Unit)
County
Norfolk County
APN
40929
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 21, 2023.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
3/10 Fire Factor
0.15% chance of being in a wildfire in next 30 years
6/10 Heat Factor
7 days above 96° expected this year, 15 days in 30 years
6/10 Wind Factor
64% chance of strong winds in next 30 years
3/10 Air Factor
3 unhealthy days expected this year, 3 days in 30 years
Provided by First Street
Historical weather
Brookline, MA • 02445
Average low and high temperatures (°F)
34
21
36
22
51
33
59
42
68
52
80
62
84
67
79
61
74
58
64
48
52
38
39
26
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
76/ 100
Good sunlight
Sunscore
This home receives average direct sun exposure in Brookline. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
7.7 hrs
3.7 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 86 Chestnut St
$1,796,583
$3,417 under list price of $1.80M
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $1.4M to $2.9M.