OFF MARKET

Off market jun 2012 for $4M

$6,699,003

Est. refi paymentEst. refi $27,008/mo

•

3,920

sq ft

74 Chestnut St, Boston, MA 02108

About this home

Extraordinarily comfortable four-story townhouse has a contemporary feel and wonderful sunlight fills every room. Four bedrooms, five fireplaces, formal dining room, elegant living room with a wall of built-in bookshelves. Enormous garret family room with a two-story floor-to ceiling full width window and south-facing deck. Eat-in kitchen with sitting area has doors to gracious garden with flagstone-and-brick paving. Central a/c, storage, an elevator shaft and on-site parking for 2 cars.

Single-familyProperty Type

1828Year Built

1,690 sq ftLot Size

$1,709Est. Price/Sq.Ft.

2 spacesParking

Listed by Sally Brewster • Brewster & Berkowitz R. E.

Bought with Michael Moran • Otis & Ahearn - Back Bay/Downtown

Redfin checked: a minute ago

•Source:MLS PIN #71355487

Redfin Estimate

$6,699,003

$2.6M since sold in June 2012$181K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 56.7% higher than the average sale price ($4.28M) of 5 comparable homes.

SOLD AUG 24, 2026
$4,075,000
A
4 beds2.5 baths3,490 sq ft
108 Pembroke St, Roxbury, MA 02118
SOLD JAN 28, 2026
$4,800,000
B
4 beds4 baths4,013 sq ft
32 West Cedar St, Boston, MA 02108
SOLD MAY 15, 2026
$2,900,000
C
4 beds2 baths2,740 sq ft
32 Chestnut St #2, Boston, MA 02108
SOLD JUL 23, 2026
$5,600,000
D
5 beds3.5 baths3,849 sq ft
41 Chestnut St, Boston, MA 02108
SOLD AUG 31, 2026
$4,000,000
E
4 beds3.5 baths3,288 sq ft
70 Montgomery St, Boston, MA 02116

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Earn from this home

Sell

$4,213,000

Est. take-home

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Refinance

Est. cash available

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Rent

$4,870/mo

Redfin rental estimate

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Market trends in South Slope, MA

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

96.5%

+1.7% MoM

Median sale price

$3.3M

$2M MoM

Avg. days on market

29d

33 days MoM

Recently sold homes

3 MoM

New listings for sale

OPEN SUN, 11:30AM TO 1PM
$525,000
1 bed1 bath438 sq ft
21 Beacon St Unit 6B, Boston, MA 02108
$425,500
Studio1 bath298 sq ft
8 Brimmer St Unit 1A, Boston, MA 02108
VIDEO TOUR
$5,200,000
3 beds5 baths2,930 sq ft
51 Beacon St #3, Boston, MA 02108
See all

Provided by Redfin

Sale history for 74 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$62,252 (+5.4%)

$2,610,900 + $3,185,400

$5,796,300

2022

$59,087 (+4.0%)

$2,486,600 + $2,944,200

$5,430,800

2021

$56,810 (+3.4%)

$2,437,800 + $2,886,500

$5,324,300

2020

$54,945 (+5.2%)

$1,977,700 + $3,225,400

$5,203,100

2019

$52,246 (+7.6%)

$1,616,100 + $3,340,800

$4,956,900

2018

$48,567 (+3.9%)

$1,616,100 + $3,018,200

$4,634,300

2017

$46,741 (+0.1%)

$1,616,100 + $2,797,600

$4,413,700

2016

$46,683 (+3.1%)

$1,616,100 + $2,627,800

$4,243,900

2015

$45,299 (+36.6%)

$1,303,300 + $2,437,300

$3,740,600

2014

$33,163 (−16.1%)

$964,442 + $1,671,734

$2,636,176

2013

$39,538 (+4.2%)

$1,303,300 + $1,705,700

$3,009,000

2012

$37,933 (+8.1%)

$752,427 + $2,156,565

$2,908,992

2009

$35,087 (+24.3%)

$752,427 + $1,990,885

$2,743,312

2006

$28,221

$677,800 + $1,977,000

$2,654,800

Tax history for 74 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$62,252 (+5.4%)

$2,610,900 + $3,185,400

$5,796,300

2022

$59,087 (+4.0%)

$2,486,600 + $2,944,200

$5,430,800

2021

$56,810 (+3.4%)

$2,437,800 + $2,886,500

$5,324,300

2020

$54,945 (+5.2%)

$1,977,700 + $3,225,400

$5,203,100

2019

$52,246 (+7.6%)

$1,616,100 + $3,340,800

$4,956,900

2018

$48,567 (+3.9%)

$1,616,100 + $3,018,200

$4,634,300

2017

$46,741 (+0.1%)

$1,616,100 + $2,797,600

$4,413,700

2016

$46,683 (+3.1%)

$1,616,100 + $2,627,800

$4,243,900

2015

$45,299 (+36.6%)

$1,303,300 + $2,437,300

$3,740,600

2014

$33,163 (−16.1%)

$964,442 + $1,671,734

$2,636,176

2013

$39,538 (+4.2%)

$1,303,300 + $1,705,700

$3,009,000

2012

$37,933 (+8.1%)

$752,427 + $2,156,565

$2,908,992

2009

$35,087 (+24.3%)

$752,427 + $1,990,885

$2,743,312

2006

$28,221

$677,800 + $1,977,000

$2,654,800

*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

3.5

Stories

Lot width

—

Lot depth

—

Lot size

1,742 Sq. Ft.

Year renovated

2016

Sq. Ft.

3,764

Year built

1828

Style

Townhouse

County

Suffolk County

APN

3356379

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

Feb 26, 2025 • Final

Short form bldg

Perform exterior renovations on a residential building.

Remodel

Jul 7, 2016 • Final

Amendment to a long form

Perform exterior renovations on a residential building.

Remodel

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: 2

Interior

Bathroom Information
# of Bathrooms (Full): 2
# of Bathrooms (Half): 1

Basement Information
Basement: Full

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 6

Interior Features
# of Rooms (Total): 11

Exterior

Building Information
Building Area (Total): 3,920
Foundation Area: 1,490
Foundation Details: Stone
Year Built Source: Public Records
Year Built Details: Approximate

Property Information
PropertySubType: Single Family Residence
Property AttachedYN: Yes

Lot Information
Lot Size (Acres): 0.04
Lot Features: Zero Lot Line

Financial

Tax Information
Tax Annual Amount: $36,289
Tax Year: 2012

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air
Cooling: Central Air

Location

Location Information
Directions: up from Charles Street
UnparsedAddress: 74 Chestnut St, Boston MA 02108

Community Information
Senior CommunityYN: No

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 3,764
Stories: 4.0
Lot Size: 1,742 square feet
Style: Townhouse
Year Built: 1828
Year Renovated: 2016
County: Suffolk County
APN: 3356379

Home facts updated by county records on Jul 20, 2023

Other

Listing Information
StandardStatus: Closed

Around this home

Schools

Josiah Quincy Elementary School

Public PreK-5 • Assigned • 0.7mi

8/10

Quincy Upper School

Public 6-12 • Assigned • 0.7mi

3/10

Snowden Int'L High School

Public 9-12 • Assigned • 0.6mi

2/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

8/10 Flood Factor

Estimated 80%+ chance of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

6/10 Heat Factor

7 days above 97° 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

Boston, MA • 02108

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 9.2 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9.2 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$6.37M – $7.70M

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New listings for sale in 02108

OPEN SUN, 11:30AM TO 1PM

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1 bed1 bath438 sq ft

21 Beacon St Unit 6B, Boston, MA 02108

$425,500

Studio1 bath298 sq ft

8 Brimmer St Unit 1A, Boston, MA 02108

VIDEO TOUR

$5,200,000

3 beds5 baths2,930 sq ft

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Home values near 74 Chestnut St

Data from public records.

Address	Redfin Estimate
76 Chestnut St Apt 1, Boston, MA - Beds \| 1 Baths \| 706 Sq. Ft.	$602,555
70 Chestnut St, Boston, MA 6 Beds \| 5.5 Baths \| 4473 Sq. Ft.	$7,490,149

Address	Redfin Estimate
76 Chestnut St Apt 2, Boston, MA 1 Beds \| 1 Baths \| 820 Sq. Ft.	$935,918
68 Chestnut St, Boston, MA - Beds \| - Baths \| 6302 Sq. Ft.	—

Address	Redfin Estimate
72 Chestnut St, Boston, MA 4 Beds \| 3.5 Baths \| 3930 Sq. Ft.	$6,159,718
66 Chestnut St Apt 1, Boston, MA 2 Beds \| 2 Baths \| 1256 Sq. Ft.	$1,683,416

Property information provided by MLS PIN when last listed in 2012. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in South Slope, MA

Sale history for 74 Chestnut St

Tax history for 74 Chestnut St

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02108

Home values near 74 Chestnut St

More real estate resources