Off Market Feb 2021 for $1.3M

$1,533,563

•

3,570

sq ft

98 Chestnut St, Brookline, MA 02445

About this home

Development/Investment Opportunity! Approved plans to renovate and expand a Victorian era home in need of rehab into 3 new residences! Unit #1 would be a 3 bedroom/2 bath home on two floors with a private deck, yard space and +/- 1390 sq/ft of living area. Unit #2 would be a 768 sq/ft second floor flat with 2 bedrooms/1 bathroom and private outdoor space. The top floor would house a 1 bedroom/1 bath penthouse with +/- 840 sq/ft. The site plan calls for 4 car off street parking as well. Property to be delivered with building permit ready for pick up so there is no delay in starting construction. Terrific opportunity to renovate in a popular Brookline neighborhood and keep as rental property or sell as condominiums. More than worth the effort to restore and expand this beautiful home to its former glory!

Multi-familyProperty Type

1890Year Built

5,007 sq ftLot Size

$430Est. Price/Sq.Ft.

4 spacesParking

Listed by The Residential Group • William Raveis R.E. & Home Services

Bought with The Residential Group • William Raveis R.E. & Home Services

Redfin checked: 2 minutes ago

•Source:MLS PIN #72622175

Redfin Estimate

$1,533,563

$219K since sold in February 2021$86K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 23.1% lower than the average sale price ($1.99M) of 6 comparable homes.

SOLD AUG 27, 2026
$2,100,000
A
6 beds4.5 baths3,651 sq ft
14 Gordon St, Jamaica Plain, MA 02130
SOLD JAN 15, 2026
$2,385,000
B
5 beds3.5 baths3,390 sq ft
11 Robinwood Ave, Jamaica Plain, MA 02130
SOLD MAY 1, 2026
$2,750,000
C
4 beds3.5 baths3,963 sq ft
236 Walnut St, Brookline, MA 02445
SOLD APR 1, 2026
$1,400,000
D
6 beds3.5 baths3,988 sq ft
9 Oakview Ter, Jamaica Plain, MA 02130
SOLD MAR 5, 2026
$1,835,950
E
6 beds3.5 baths3,781 sq ft
36 Alveston St, Jamaica Plain, MA 02130
SOLD MAY 18, 2026
$1,495,000
F
8 beds3 baths3,903 sq ft
28 Boylston St, Jamaica Plain, MA 02130

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$520,560

Est. take-home

List your home with Redfin and save $7,668

Market trends in 02445, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

98.9%

0.9% MoM

Median sale price

$911K

$254K MoM

Avg. days on market

41d

6 days MoM

Recently sold homes

2 MoM

New listings for sale

EARLY ACCESS
Unknown
7 beds8 baths8,540 sq ft
Brookline, MA 02445
NEW 17 HRS AGO
$1,750,000
5 beds3.5 baths2,460 sq ft
184 Rawson Rd #184, Brookline, MA 02445
EARLY ACCESS
Unknown
3 beds2 baths1,265 sq ft
120 Franklin St #3, Brookline, MA 02445
$1,999,900
3 beds2.5 baths2,272 sq ft
129 Walnut St #1, Brookline, MA 02445
$2,875,000
5 beds5.5 baths4,047 sq ft
261 Tappan St #1, Brookline, MA 02445
$1,600,000
4 beds2 baths1,654 sq ft
177 Winthrop Rd #3, Brookline, MA 02445
$725,000
1 bed1 bath905 sq ft
1795 Beacon St Unit 1A, Brookline, MA 02445
$4,250,000
6 beds6 baths5,739 sq ft
362 Tappan St, Brookline, MA 02445
$750,000
2 beds1 bath872 sq ft
12 Kilsyth Rd #2, Brookline, MA 02445
$725,000
3 beds1 bath1,038 sq ft
98 Boylston St #3, Brookline, MA 02445
See all

Provided by Redfin

Sale history for 98 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$9,844 (+2.7%)

$604,300 + $383,100

$987,400

2022

$9,582 (+9.0%)

$575,500 + $364,800

$940,300

2021

$8,794 (+8.2%)

$553,400 + $343,900

$897,300

2020

$8,128 (+5.9%)

$503,100 + $357,000

$860,100

2019

$7,675 (+6.1%)

$479,100 + $340,000

$819,100

2018

$7,234 (+3.4%)

$416,600 + $348,100

$764,700

2017

$6,996 (+4.3%)

$393,000 + $315,100

$708,100

2016

$6,707 (+7.3%)

$367,300 + $276,400

$643,700

2015

$6,250 (−3.3%)

$343,300 + $241,900

$585,200

2014

$6,463 (+2.7%)

$312,100 + $255,300

$567,400

2013

$6,296 (+2.2%)

$303,000 + $237,400

$540,400

2012

$6,161 (+3.0%)

$303,000 + $237,400

$540,400

2011

$5,979 (+3.0%)

$303,000 + $226,100

$529,100

2010

$5,804 (+2.6%)

$303,000 + $226,100

$529,100

2009

$5,659

$303,300 + $226,100

$529,400

Tax history for 98 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$9,844 (+2.7%)

$604,300 + $383,100

$987,400

2022

$9,582 (+9.0%)

$575,500 + $364,800

$940,300

2021

$8,794 (+8.2%)

$553,400 + $343,900

$897,300

2020

$8,128 (+5.9%)

$503,100 + $357,000

$860,100

2019

$7,675 (+6.1%)

$479,100 + $340,000

$819,100

2018

$7,234 (+3.4%)

$416,600 + $348,100

$764,700

2017

$6,996 (+4.3%)

$393,000 + $315,100

$708,100

2016

$6,707 (+7.3%)

$367,300 + $276,400

$643,700

2015

$6,250 (−3.3%)

$343,300 + $241,900

$585,200

2014

$6,463 (+2.7%)

$312,100 + $255,300

$567,400

2013

$6,296 (+2.2%)

$303,000 + $237,400

$540,400

2012

$6,161 (+3.0%)

$303,000 + $237,400

$540,400

2011

$5,979 (+3.0%)

$303,000 + $226,100

$529,100

2010

$5,804 (+2.6%)

$303,000 + $226,100

$529,100

2009

$5,659

$303,300 + $226,100

$529,400

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

Public record

Public record
Permits

Beds

Baths

4.5

Stories

Lot width

—

Lot depth

—

Lot size

4,792 Sq. Ft.

Year renovated

1958

Sq. Ft.

2,610

Year built

1890

Style

Multi-Family (2-4 Unit)

County

Norfolk County

APN

40924

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

Mar 30, 2026 • Active

Residential building

Electrical

Roofing

Solar

Mar 10, 2026 • Active

Residential electrical

Install a rooftop solar array and connect it with the existing utility.

Electrical

Solar

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Parking

Parking Information
Parking Spaces: 4
Parking Features: Off Street

Interior

Bathroom Information
# of Bathrooms (Full): 4

Interior Features
# of Rooms (Total): 12

Unit #1 Information
# of Levels: 2
# of Floors: 1
Lease: N

Unit #2 Information
# of Levels: 1
# of Floors: 2
Lease: N

Unit #3 Information
# of Levels: 1
# of Floors: 3
Lease: N

Exterior

Building Information
Building Area (Total): 3,570
Foundation Details: Stone
Construction Materials: Frame
Stories (Total): 4
Year Built Source: Public Records
Year Built Details: Approximate
Color: Maroon

Property Information
PropertySubType: 3 Family

Lot Information
Lot Size (Acres): 0.11
Lot Features: Wooded
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $8,128
Tax Year: 2020

Utilities

Utility Information
Utilities: for Gas Range
Sewer: Public Sewer
Water Source: Public

Location

Location Information
Directions: Chestnut Street between Kendall Street and Franklin Street. House is set back from the street.
UnparsedAddress: 98 Chestnut Street, Brookline MA 02445

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, House of Worship, Private School, Public School

Public facts

Beds: 6
Baths: 4.5
Sq. Ft.: 2,610
Stories: 3.0
Lot Size: 4,792 square feet
Style: Multi-Family (2-4 Unit)
Year Built: 1890
Year Renovated: 1958
County: Norfolk County
APN: 40924

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 • 0.3mi

9/10

Brookline High School

Public 9-12 • Assigned • 0.5mi

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...
5 days ago • Brookline
Benjamin Ginsburg
Redfin Premier agent
154 deals
Was this helpful?

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

61% 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)

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

$1.46M – $1.76M

Reach more buyers when you sell with Redfin. Save up to $15,336 in fees. 3 minutes to get started.

Get a free, detailed breakdown of how we calculated your estimate.

Nearby similar homes

$3,450,000

14 beds8 baths5,737 sq ft

124-128R Terrace St, Roxbury, MA 02120

$2,420,800

4 beds3.5 baths2,746 sq ft

324 Tappan, Brookline, MA 02445

$1,849,000

11 beds6 baths3,519 sq ft

39 Glen Rd, Jamaica Plain, MA 02130

$1,250,000

6 beds2 baths2,881 sq ft

22-24 Greenview Ave, Jamaica Plain, MA 02130

$2,349,000

6 beds3 baths4,404 sq ft

293 Cypress St, Brookline, MA 02445

$1,350,000

9 beds3 baths4,986 sq ft

22-A Crawford St, Dorchester, MA 02121

New listings for sale in 02445

EARLY ACCESSCOMPASS COMING SOON

Unknown

7 beds8 baths8,540 sq ft

Brookline, MA 02445

NEW 17 HRS AGO

$1,750,000

5 beds3.5 baths2,460 sq ft

184 Rawson Rd #184, Brookline, MA 02445

EARLY ACCESSCOMPASS COMING SOON

Unknown

3 beds2 baths1,265 sq ft

120 Franklin St #3, Brookline, MA 02445

$1,999,900

3 beds2.5 baths2,272 sq ft

129 Walnut St #1, Brookline, MA 02445

$2,875,000

5 beds5.5 baths4,047 sq ft

261 Tappan St #1, Brookline, MA 02445

$1,600,000

4 beds2 baths1,654 sq ft

177 Winthrop Rd #3, Brookline, MA 02445

$725,000

1 bed1 bath905 sq ft

1795 Beacon St Unit 1A, Brookline, MA 02445

$4,250,000

6 beds6 baths5,739 sq ft

362 Tappan St, Brookline, MA 02445

$750,000

2 beds1 bath872 sq ft

12 Kilsyth Rd #2, Brookline, MA 02445

Home values near 98 Chestnut St

Data from public records.

Address	Redfin Estimate
108 Chestnut St, Brookline, MA 9 Beds \| 3 Baths \| 3646 Sq. Ft.	$1,782,861
96 Chestnut St Apt 2, Brookline, MA 2 Beds \| 1 Baths \| 818 Sq. Ft.	$580,528

Address	Redfin Estimate
100 Chestnut St, Brookline, MA 5 Beds \| 1.5 Baths \| 1584 Sq. Ft.	$1,268,257
96 Chestnut St Apt 3, Brookline, MA 2 Beds \| 1 Baths \| 920 Sq. Ft.	$643,750

Address	Redfin Estimate
96 Chestnut St Apt 1, Brookline, MA 2 Beds \| 1 Baths \| 758 Sq. Ft.	$583,229
92 Chestnut St, Brookline, MA 3 Beds \| 2.5 Baths \| 1679 Sq. Ft.	$1,309,859

Property information provided by MLS PIN when last listed in 2020. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

02130 homes for sale
02131 homes for sale
02446 homes for sale
02132 homes for sale
02135 homes for sale

Houses for rent in Brookline	Agents near me	Quincy, MA homes for sale	Brookline Housing Market
Houses for sale near me	Boston, MA homes for sale	Brookline, MA homes for sale
Land for sale near me	Newton, MA homes for sale	Arlington, MA homes for sale
Open Houses near me	Cambridge, MA homes for sale	Brookline Property Records
Condos for sale near me	Lexington, MA homes for sale	MA New Listings

The Greater Point homes for sale
Brookline Village homes for sale

Cambridge homes for sale
Boston homes for sale
Newton homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 02445, MA

Sale history for 98 Chestnut St

Tax history for 98 Chestnut St

Public record

Property details

Around this home

Schools

Lifestyle

Local insights from Redfin agents

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02445

Home values near 98 Chestnut St

More real estate resources