OFF MARKET

Off market may 2016 for $675K

$851,496

Est. refi paymentEst. refi $1,079/mo

•

1,142

sq ft

156 Chestnut St #2, Brookline, MA 02445

About this home

Newly renovated 3 bedroom, 2 full bath condo in a 3-unit association offers gorgeous new oak floors,central air, bright sun filled living room,modern kitchen with granite countertops,glass backsplash,breakfast bar,dining area,in-unit laundry. Each room has two closts.All recessed lighting.Deeded parking space and ample storage space in both the attic and basement. New roof-Architectural shingles(replaced in 2015). Tranquil neighborhood. Great commuter location:walk to Green D-line and bus route to Longwood Medical area. OH for brokers:12:00-1:30 on Wednesday. Public OH: 11:00-12:30 on Saturday and 2:00-3:30 on Sunday.

CondoProperty Type

1920Year Built

$746Est. Price/Sq.Ft.

1 spaceParking

Listed by Jin Min Choi • Keller Williams Realty

Bought with Karen Landry • RE/MAX Leading Edge

Redfin checked: 2 minutes ago

•Source:MLS PIN #71983244

Redfin Estimate

$851,496

$176K since sold in May 2016$6,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 0.7% lower than the average sale price ($858K) of 6 comparable homes.

SOLD JUN 25, 2026
$765,000
A
3 beds2 baths1,079 sq ft
166 Chestnut St #1, Brookline, MA 02445
SOLD JUL 30, 2026
$1,265,000
B
3 beds2 baths1,247 sq ft
114 Davis Ave #2, Brookline, MA 02445
SOLD AUG 10, 2026
$720,000
C
2 beds1 bath1,206 sq ft
68 Chestnut St #2, Brookline, MA 02445
SOLD AUG 13, 2026
$691,000
D
3 beds1 bath966 sq ft
98 Boylston St #2, Brookline, MA 02445
SOLD JUL 28, 2026
$805,000
E
3 beds1 bath1,184 sq ft
15 Kingsboro Park #2, Jamaica Plain, MA 02130
SOLD APR 21, 2026
$900,000
F
3 beds1 bath1,232 sq ft
124 Chestnut St #2, Brookline, MA 02445

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Sell

$389,296

Est. take-home

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Est. cash available

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Rent

$3,514/mo

Redfin rental estimate

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Market trends in 02445, MA

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

97.3%

1.5% MoM

Median sale price

$1.0M

$142K MoM

Avg. days on market

56d

14 days MoM

Recently sold homes

16 MoM

New listings for sale

OPEN SAT, 12PM TO 2PM
$499,000
1 bed1 bath615 sq ft
136 Beaconsfield Rd #2, Brookline, MA 02445
OPEN THU, 5PM TO 6:30PM
$635,000
2 beds1 bath806 sq ft
1834 Beacon St #5, Brookline, MA 02445
$8,400,000
7 beds7 baths8,540 sq ft
54 Sargent Rd, Brookline, MA 02445
$5,398,000
5 beds4.5 baths7,058 sq ft
15 Catlin Rd, Brookline, MA 02445
$399,000
Studio1 bath500 sq ft
44 Washington St #1105, Brookline, MA 02445
$2,550,000
4 beds4 baths3,498 sq ft
91 University Rd #2, Brookline, MA 02445
$1,700,000
4 beds2 baths2,254 sq ft
146 University Rd #146, Brookline, MA 02445
$4,250,000
5 beds3.5 baths6,313 sq ft
120 Rawson Rd, Brookline, MA 02445
EARLY ACCESS
$1,595,000
3 beds2 baths1,105 sq ft
69 Walnut St #7, Brookline, MA 02445
$495,000
1 bed1 bath655 sq ft
44 Washington St #303, Brookline, MA 02445
See all

Provided by Redfin

Sale history for 156 Chestnut St #2

Date

Event

Price

MLS PIN #71983244

May 26, 2016

Sold

$675,000

$591/sq ft

Apr 15, 2016

Pending

—

Apr 5, 2016

Listed

$639,000

$560/sq ft

MLS PIN #71397237

Aug 28, 2012

Sold

$471,500

$413/sq ft

Jul 23, 2012

Contingent

—

Jul 10, 2012

Price Changed

$489,000

$428/sq ft

Jun 28, 2012

Price Changed

$495,000

$433/sq ft

Jun 14, 2012

Listed

$499,000

$437/sq ft

+11

Spectacular gut renovation of 2/3 bedroom condo has every feature & amenity you could hope for! Where to begin? Gorgeous new wide oak floors, central air, two beautiful new tile baths, in unit laundry. And then there's the clean modern kitchen with black granite counters, mosaic glass backsplash, breakfast bar, and dining area. 3rd bedroom off living room also perfect for office or den. Deeded parking and loads of storage in both the attic and basement. Walk to D line, Kurkman's, parks and more.

MLS PIN #71356580

Apr 13, 2012

Sold

$286,000

$250/sq ft

Mar 28, 2012

Contingent

—

Mar 24, 2012

Listed

$293,500

$257/sq ft

Great opportunity for investors, contractors and savvy buyers! Large two bedroom plus office with big eat-in-kitchen, in-unit laundry, storage and deeded parking. Bow front living room and bedroom. This condo is in need of complete renovation! ** ALL CONTRACTS/OFFERS ARE SUBJECT TO ONEWEST SENIOR MANAGEMENT APPROVAL AND ANY OFFERS OR COUNTER OFFERS BY ONEWEST ARE NOT BINDING UNLESS THE ENTIRE AGREEMENT IS RATIFIED BY ALL PARTIES.**

Public Records

Oct 29, 1998

Sold

$161,000

$141/sq ft

MLS PIN #50375763

Aug 18, 1997

Sold

$161,000

$141/sq ft

Jul 23, 1997

Listing Removed

—

May 9, 1997

Listed

$169,000

$148/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$7,071 (+0.8%)

$709,200

2022

$7,017 (+5.0%)

$688,600

2021

$6,682 (+4.7%)

$681,800

2020

$6,379 (+5.9%)

$675,000

2019

$6,024 (+4.0%)

$642,900

2018

$5,792 (+3.4%)

$612,300

2017

$5,601 (+4.3%)

$566,900

2016

$5,370 (+7.3%)

$515,400

2015

$5,004 (−1.3%)

$468,500

2014

$5,069 (+18.7%)

$445,000

2013

$4,271 (+2.2%)

$366,600

2012

$4,179 (+2.0%)

$366,600

2011

$4,099 (+3.0%)

$362,700

2010

$3,979 (+2.6%)

$362,700

2009

$3,877

$362,700

Tax history for 156 Chestnut St #2

Year

Property tax

Land + Additions

Assessment*

2023

$7,071 (+0.8%)

$709,200

2022

$7,017 (+5.0%)

$688,600

2021

$6,682 (+4.7%)

$681,800

2020

$6,379 (+5.9%)

$675,000

2019

$6,024 (+4.0%)

$642,900

2018

$5,792 (+3.4%)

$612,300

2017

$5,601 (+4.3%)

$566,900

2016

$5,370 (+7.3%)

$515,400

2015

$5,004 (−1.3%)

$468,500

2014

$5,069 (+18.7%)

$445,000

2013

$4,271 (+2.2%)

$366,600

2012

$4,179 (+2.0%)

$366,600

2011

$4,099 (+3.0%)

$362,700

2010

$3,979 (+2.6%)

$362,700

2009

$3,877

$362,700

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

—

Year renovated

—

Sq. Ft.

1,142

Year built

1920

Style

Condo/Co-op

County

Norfolk County

APN

40580

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

Property details

Parking

Parking Information
Parking Spaces: 1
Parking Features: Deeded

Interior

Master Bedroom Information
Level: Second
Features: Bathroom - Full,Flooring - Hardwood

Bedroom #2 Information
Level: Second
Features: Flooring - Hardwood

Bedroom #3 Information
Level: Second
Features: Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 2

Bathroom #1 Information
Level: Second
Features: Bathroom - Full

Bathroom #2 Information
Level: Second
Features: Bathroom - Full

Living Room Information
Level: Second
Features: Flooring - Hardwood

Kitchen Information
Level: Second
Features: Flooring - Hardwood,Dining Area,Countertops - Stone/Granite/Solid,Countertops - Upgraded,Breakfast Bar / Nook,Cabinets - Upgraded

Basement Information
Basement: N

Laundry Information
Laundry Features: Second Floor, In Unit

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1
Fireplace Features: Living Room

Interior Features
# of Rooms (Total): 5
Flooring: Wood

Exterior

Building Information
Building Area (Total): 1,142
Construction Materials: Frame
StructureType: 2/3 Family
Stories (Total): 1
Year Built Source: Public Records
Year Built Details: Approximate

Exterior Features
Roof: Other

Property Information
PropertySubType: Condominium
Common Walls: 2+ Common Walls
Entry Level: 2

Financial

Tax Information
Tax Annual Amount: $5,370.47
Tax Year: 2016

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Has Heating
Has Cooling
Heating: Natural Gas, Unit Control
Cooling: Unit Control

Location

HOA Information
Association Fee: $220
Association Fee Frequency: Monthly
Association Fee Includes: Water, Sewer, Insurance, Snow Removal, Trash
Association Amenities: Storage

Location Information
Directions: Corner of Henry and Chestnut St., Take Cypress St. to Henry St.
UnparsedAddress: 156 Chestnut St. # 2, Brookline MA 02445

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Park, Walk/Jog Trails, Medical Facility
Pets Allowed: Yes

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,142
Stories: 1.0
Lot Size: —
Style: Condo/Co-op
Year Built: 1920
Year Renovated: —
County: Norfolk County
APN: 40580

Home facts updated by county records on Jul 20, 2023

Other

Listing Information
StandardStatus: Closed

Around this home

Schools

William H Lincoln School

Public K-8 • Assigned • 0.5mi

9/10

Brookline High School

Public 9-12 • Assigned • 0.7mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Local insights from Redfin agents

Brookline will continue to be a Seller's market for the foreseeable future, driven by restrictive zoning laws that have limited increases in housing production and a stable population with relatively low turnover. This has resulted in a massive...
4 weeks ago • Brookline
Benjamin Ginsburg
Redfin Premier agent
155 deals
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Historical weather

Brookline, MA • 02445

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$809,000 – $980,000

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Home values near 156 Chestnut St #2

Data from public records.

Address	Redfin Estimate
166 Chestnut Street Unit 1, Brookline, MA 3 Beds \| 2 Baths \| 1079 Sq. Ft.	$804,647
162 Chestnut Street, Brookline, MA 8 Beds \| 3 Baths \| 3588 Sq. Ft.	$1,964,469

Address	Redfin Estimate
166 Chestnut Street Unit 2, Brookline, MA 2 Beds \| 1 Baths \| 945 Sq. Ft.	$646,313
160 Chestnut Street, Brookline, MA 6 Beds \| 3 Baths \| 4212 Sq. Ft.	—

Address	Redfin Estimate
166 Chestnut Street Unit 3, Brookline, MA 2 Beds \| 1 Baths \| 948 Sq. Ft.	$683,954
156 Chestnut Street Unit 1, Brookline, MA 2 Beds \| 2 Baths \| 1118 Sq. Ft.	$811,627

Property information provided by MLS PIN when last listed in 2016. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 02445, MA

Sale history for 156 Chestnut St #2

Tax history for 156 Chestnut St #2

Public record

Property details

Around this home

Schools

Lifestyle

Local insights from Redfin agents

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02445

Home values near 156 Chestnut St #2

More real estate resources