Off market aug 2006 for $1.2M

$3,144,881

Est. refi paymentEst. refi $6,937/mo

•

5,130

sq ft

26 Chestnut St, Brookline, MA 02445

About this home

Grand Mansard Intalianate with impressive Carriage House sited on 21,000 of lush grounds in a magnificent & idyllic setting. Rich details throughout this one-of-a-kind property. An opportunity, with Town permission to restore existing property into 3 distinct, unique private residences by dividing & restoring the main house:5,000+ sqft, 2,000+ sqft of a 2 story open flr plan carriage house or, preserve Estate to its former Beauty!! Only minutes to Boston & many local conveniences.

Single-familyProperty Type

1870Year Built

0.49 acresLot Size

$613Est. Price/Sq.Ft.

5 spacesParking

Listed by William Re • Coldwell Banker Residential Brokerage - Brookline

Bought with Vicky Whitney • Coldwell Banker Residential Brokerage - Chestnut Hill

Redfin checked: 2 minutes ago

•Source:MLS PIN #70322348

Redfin Estimate

$3,144,881

$1.9M since sold in August 2006$364K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 1.8% higher than the average sale price ($3.09M) of 6 comparable homes.

SOLD JUL 24, 2026
$2,325,000
A
7 beds4 baths4,544 sq ft
54 Clark Rd, Brookline, MA 02445
SOLD AUG 14, 2026
$2,000,000
B
8 beds5 baths5,076 sq ft
16 Kennard Rd, Brookline, MA 02445
SOLD DEC 4, 2025
$3,625,000
C
7 beds4 baths6,307 sq ft
469 Walnut St, Brookline, MA 02445
SOLD APR 27, 2026
$4,100,000
D
6 beds4.5 baths5,058 sq ft
282 Buckminster Rd, Brookline, MA 02445
SOLD SEP 4, 2026
$3,172,425
E
6 beds4.5 baths6,440 sq ft
45 Parley Ave, Jamaica Plain, MA 02130
SOLD APR 23, 2026
$3,318,000
F
6 beds4 baths4,633 sq ft
189 Clinton Rd, Brookline, MA 02445

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

Earn from this home

Sell

$2,524,021

Est. take-home

List your home with Redfin and save $15,724

Refinance

Est. cash available

Get cash now or lower your monthly rate

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
$2,350,000
6 beds3 baths3,568 sq ft
309 Buckminster Rd, Brookline, MA 02445
OPEN WED, 12PM TO 1:30PM
$799,000
3 beds1.5 baths1,265 sq ft
120 Franklin St #3, Brookline, MA 02445
$675,000
2 beds2 baths1,025 sq ft
44 Washington #502, Brookline, MA 02445
EARLY ACCESS
Unknown
7 beds8 baths8,540 sq ft
Brookline, MA 02445
$1,750,000
5 beds3.5 baths2,460 sq ft
184 Rawson Rd #184, Brookline, MA 02445
$1,999,900
3 beds2.5 baths2,272 sq ft
129 Walnut 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
See all

Provided by Redfin

Sale history for 26 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$36,354 (+1.3%)

$1,262,400 + $2,383,900

$3,646,300

2022

$35,872 (+8.1%)

$1,202,200 + $2,318,100

$3,520,300

2021

$33,172 (+7.0%)

$1,156,000 + $2,228,900

$3,384,900

2020

$30,994 (+5.9%)

$1,050,900 + $2,228,900

$3,279,800

2019

$29,269 (+4.6%)

$1,000,900 + $2,122,800

$3,123,700

2018

$27,969 (+1.5%)

$864,800 + $2,091,800

$2,956,600

2017

$27,556 (+1.5%)

$815,700 + $1,973,400

$2,789,100

2016

$27,161 (+6.0%)

$762,400 + $1,844,200

$2,606,600

2015

$25,630 (−6.7%)

$712,500 + $1,687,300

$2,399,800

2014

$27,469 (+0.7%)

$644,300 + $1,767,400

$2,411,700

2013

$27,277 (+2.2%)

$625,500 + $1,715,900

$2,341,400

2012

$26,692 (+21.9%)

$625,500 + $1,715,900

$2,341,400

2011

$21,891 (+74.8%)

$635,000 + $1,302,300

$1,937,300

2010

$12,527 (+2.3%)

$635,000 + $506,900

$1,141,900

2009

$12,243

$635,500 + $509,800

$1,145,300

Tax history for 26 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$36,354 (+1.3%)

$1,262,400 + $2,383,900

$3,646,300

2022

$35,872 (+8.1%)

$1,202,200 + $2,318,100

$3,520,300

2021

$33,172 (+7.0%)

$1,156,000 + $2,228,900

$3,384,900

2020

$30,994 (+5.9%)

$1,050,900 + $2,228,900

$3,279,800

2019

$29,269 (+4.6%)

$1,000,900 + $2,122,800

$3,123,700

2018

$27,969 (+1.5%)

$864,800 + $2,091,800

$2,956,600

2017

$27,556 (+1.5%)

$815,700 + $1,973,400

$2,789,100

2016

$27,161 (+6.0%)

$762,400 + $1,844,200

$2,606,600

2015

$25,630 (−6.7%)

$712,500 + $1,687,300

$2,399,800

2014

$27,469 (+0.7%)

$644,300 + $1,767,400

$2,411,700

2013

$27,277 (+2.2%)

$625,500 + $1,715,900

$2,341,400

2012

$26,692 (+21.9%)

$625,500 + $1,715,900

$2,341,400

2011

$21,891 (+74.8%)

$635,000 + $1,302,300

$1,937,300

2010

$12,527 (+2.3%)

$635,000 + $506,900

$1,141,900

2009

$12,243

$635,500 + $509,800

$1,145,300

*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

—

Stories

—

Lot width

—

Lot depth

—

Lot size

0.49 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Norfolk County

APN

40970

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

Apr 13, 2021 • Active

Residential electrical

Install fire alarm and security systems according to the provided plans and specifications.

Electrical

Jan 12, 2017 • Active

Residential plumbing

Replace the existing water heater.

Plumbing

Water heater

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: 5
Parking Features: Off Street, Tandem

Interior

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Half): 1

Basement Information
Basement: Full

Laundry Information
Laundry Features: Gas Dryer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 3

Interior Features
# of Rooms (Total): 12
Flooring: Wood

Exterior

Building Information
Building Area (Total): 5,130
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: white

Exterior Features
Roof: Tar/Gravel
Patio And Porch Features: Porch
Exterior Features: Porch

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.49
Lot Features: Wooded
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $9,790.68
Tax Year: 2006

Utilities

Utility Information
Utilities: for Gas Range, for Gas Dryer
Sewer: Public Sewer, City/Town Sewer
Water Source: Public, City/Town Water
Electric: Fuses

Heating & Cooling
Has Heating
Heating: Forced Air, Natural Gas

Location

Location Information
Directions: RT9 W,left on Cypress,rt after Kirkman's Market,rt on Chestnut
UnparsedAddress: 26 Chestnut St, Brookline MA 02445

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 0.49 acres
Style: Other
Year Built: —
Year Renovated: —
County: Norfolk County
APN: 40970

Home facts updated by county records on Jul 20, 2023

Other

Listing Information
Exclusions: Ask Broker Regarding Exclusions
StandardStatus: Closed

Around this home

Schools

William H Lincoln School

Public K-8 • Assigned • 0.2mi

9/10

Brookline High School

Public 9-12 • Assigned • 0.4mi

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...
6 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

59% 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

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$2.99M – $3.62M

Reach more buyers when you sell with Redfin. Save up to $31,449 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

$1,655,000

6 beds2.5 baths2,750 sq ft

83 Prince St, Jamaica Plain, MA 02130

$3,495,000

5 beds4.5 baths5,234 sq ft

68 Dudley St, Brookline, MA 02445

$9,500,000

7 beds7 baths9,500 sq ft

355 Buckminster Rd, Brookline, MA 02445

$3,599,000

6 beds5.5 baths5,487 sq ft

17 Chesham Rd, Brookline, MA 02445

3D WALKTHROUGH

$1,300,000

3 beds2.5 baths2,088 sq ft

5 Rambler Rd, Jamaica Plain, MA 02130

$2,250,000

4 beds3 baths4,102 sq ft

205 Gardner Rd, Brookline, MA 02445

New listings for sale in 02445

EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

$2,350,000

6 beds3 baths3,568 sq ft

309 Buckminster Rd, Brookline, MA 02445

OPEN WED, 12PM TO 1:30PM

$799,000

3 beds1.5 baths1,265 sq ft

120 Franklin St #3, Brookline, MA 02445

$675,000

2 beds2 baths1,025 sq ft

44 Washington #502, Brookline, MA 02445

EARLY ACCESSCOMPASS COMING SOON

Unknown

7 beds8 baths8,540 sq ft

Brookline, MA 02445

$1,750,000

5 beds3.5 baths2,460 sq ft

184 Rawson Rd #184, Brookline, MA 02445

$1,999,900

3 beds2.5 baths2,272 sq ft

129 Walnut 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

Home values near 26 Chestnut St

Data from public records.

Address	Redfin Estimate
46 Chestnut St, Brookline, MA 5 Beds \| 2 Baths \| 3142 Sq. Ft.	$1,334,025
20 Chestnut St, Brookline, MA 5 Beds \| 2.5 Baths \| 3012 Sq. Ft.	$2,728,914

Address	Redfin Estimate
40 Chestnut St, Brookline, MA 3 Beds \| 1.5 Baths \| 1272 Sq. Ft.	$1,394,743
14 Chestnut St, Brookline, MA 4 Beds \| 2 Baths \| 2100 Sq. Ft.	$2,287,093

Address	Redfin Estimate
36 Chestnut St, Brookline, MA 3 Beds \| 1.5 Baths \| 1272 Sq. Ft.	$1,439,278
27 Chestnut St, Brookline, MA 6 Beds \| 3 Baths \| 3972 Sq. Ft.	$2,954,621

Property information provided by MLS PIN when last listed in 2006. 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
02115 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

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

The Greater Point homes for sale
Brookline Village homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 02445, MA

Sale history for 26 Chestnut St

Tax history for 26 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 26 Chestnut St

More real estate resources