OFF MARKET

Off market jun 2015 for $3.9M

$5,227,879

•

4,396

sq ft

23 Chestnut St, Boston, MA 02108

About this home

Exquisite sunny 1809 Federal townhouse designed by Jeremiah Gardner with classical fan and side-light doorway, fabulous entertainment rooms, matching fireplaces, front and rear staircase and a cupola skylight. Among the finest houses on the "Hill", it retains original details, enhanced by the best of the modern: gas boiler, central a/c, a renovated kitchen, and an elevator serving all four floors. Lovely garden with refined and mature plantings was on the Beacon Hill Garden Tour.

Single-familyProperty Type

1809Year Built

1,720 sq ftLot Size

$1,189Est. Price/Sq.Ft.

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

Bought with Sally Brewster • Brewster & Berkowitz R. E.

Redfin checked: 2 minutes ago

•Source:MLS PIN #71811399

Redfin Estimate

$5,227,879

$1.3M since sold in June 2015$28K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 5.5% higher than the average sale price ($4.96M) of 5 comparable homes.

SOLD SEP 30, 2026
$3,600,000
A
5 beds3 baths3,900 sq ft
51 Pinckney St, Boston, MA 02114
SOLD JUL 23, 2026
$5,600,000
B
5 beds3.5 baths3,849 sq ft
41 Chestnut St, Boston, MA 02108
SOLD JAN 28, 2026
$4,800,000
C
4 beds4 baths4,013 sq ft
32 West Cedar St, Boston, MA 02108
SOLD AUG 24, 2026
$4,075,000
D
4 beds2.5 baths3,490 sq ft
108 Pembroke St, Roxbury, MA 02118
SOLD JUN 10, 2026
$6,700,000
E
5 beds4.5 baths4,996 sq ft
90 Mount Vernon St, Boston, MA 02108

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Earn from this home

Sell

$2,630,785

Est. take-home

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Rent

$4,284/mo

Redfin rental estimate

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Market trends in South Slope, MA

Last updated October 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

3D WALKTHROUGH
$599,000
1 bed1 bath591 sq ft
21 Beacon St Unit 4T, Boston, MA 02108
$7,800,000
3 beds3.5 baths2,882 sq ft
46 Beacon St #2, Boston, MA 02108
$1,449,000
2 beds2 baths1,378 sq ft
45 Province St #1402, Boston, MA 02108
See all

Provided by Redfin

Sale history for 23 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$60,672 (+3.7%)

$2,468,800 + $3,180,400

$5,649,200

2022

$58,535 (+4.0%)

$2,351,200 + $3,028,900

$5,380,100

2021

$56,281 (+4.0%)

$2,305,100 + $2,969,600

$5,274,700

2020

$54,102 (+5.3%)

$1,823,400 + $3,299,900

$5,123,300

2019

$51,372 (+16.9%)

$1,487,300 + $3,386,700

$4,874,000

2018

$43,935 (+8.6%)

$1,368,316 + $2,823,940

$4,192,256

2017

$40,443 (−12.0%)

$1,308,824 + $2,510,200

$3,819,024

2016

$45,968 (+2.8%)

$1,487,300 + $2,691,600

$4,178,900

2015

$44,720 (+1.1%)

$1,151,100 + $2,541,700

$3,692,800

2014

$44,243 (+6.7%)

$1,151,100 + $2,365,800

$3,516,900

2013

$41,469 (+11.3%)

$1,151,100 + $2,004,800

$3,155,900

2012

$37,268 (+8.1%)

$624,800 + $2,233,200

$2,858,000

2009

$34,472 (+20.6%)

$624,800 + $2,070,400

$2,695,200

2006

$28,583

$613,400 + $2,075,500

$2,688,900

Tax history for 23 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$60,672 (+3.7%)

$2,468,800 + $3,180,400

$5,649,200

2022

$58,535 (+4.0%)

$2,351,200 + $3,028,900

$5,380,100

2021

$56,281 (+4.0%)

$2,305,100 + $2,969,600

$5,274,700

2020

$54,102 (+5.3%)

$1,823,400 + $3,299,900

$5,123,300

2019

$51,372 (+16.9%)

$1,487,300 + $3,386,700

$4,874,000

2018

$43,935 (+8.6%)

$1,368,316 + $2,823,940

$4,192,256

2017

$40,443 (−12.0%)

$1,308,824 + $2,510,200

$3,819,024

2016

$45,968 (+2.8%)

$1,487,300 + $2,691,600

$4,178,900

2015

$44,720 (+1.1%)

$1,151,100 + $2,541,700

$3,692,800

2014

$44,243 (+6.7%)

$1,151,100 + $2,365,800

$3,516,900

2013

$41,469 (+11.3%)

$1,151,100 + $2,004,800

$3,155,900

2012

$37,268 (+8.1%)

$624,800 + $2,233,200

$2,858,000

2009

$34,472 (+20.6%)

$624,800 + $2,070,400

$2,695,200

2006

$28,583

$613,400 + $2,075,500

$2,688,900

*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

1,742 Sq. Ft.

Year renovated

2008

Sq. Ft.

4,396

Year built

1809

Style

Townhouse

County

Suffolk County

APN

3356684

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

Sep 19, 2026 • Final

Long form/alteration

Renovate a fence that is greater than six feet in height.

Grading

Dec 25, 2024 • Final

Short form bldg

Perform interior renovations on a building.

Kitchen

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

Interior

Bathroom Information
# of Bathrooms (Full): 2
# of Bathrooms (Half): 2
Master Bathroom Features: Yes

Basement Information
Basement: Full

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 7

Interior Features
# of Rooms (Total): 10

Exterior

Building Information
Building Area (Total): 4,396
Foundation Area: 1,450
Foundation Details: Granite
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: $42,840
Tax Year: 2015

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public

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

Location

Location Information
Directions: Off Walnut Street on upper Chestnut Street
UnparsedAddress: 23 Chestnut St, Boston MA 02108

Community Information
Senior CommunityYN: No

Public facts

Beds: 4
Baths: 3.0
Sq. Ft.: 4,396
Stories: 4.0
Lot Size: 1,742 square feet
Style: Townhouse
Year Built: 1809
Year Renovated: 2008
County: Suffolk County
APN: 3356684

Home facts updated by county records on Jul 20, 2023

Other

Listing Information
Exclusions: Din.Rrm Chandelier & Sconces, Garden Rrm Sconces, Garden Urns & Statues. Negotiable Garden Planter
StandardStatus: Closed

Around this home

Schools

K - 12
Preschool & daycare

Josiah Quincy Elementary School

Public PreK-5 • Assigned • 0.7mi

8/10

Quincy Upper School

Public 6-12 • Assigned • 0.7mi

3/10

Boston Adult Academy

Public 11-12 • Assigned • 0.6mi

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk 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

$4.97M – $6.01M

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New listings for sale in 02108

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Home values near 23 Chestnut St

Data from public records.

Address	Redfin Estimate
19 Chestnut St Apartment 1, Boston, MA 1 Beds \| 1 Baths \| 302 Sq. Ft.	$506,994
19 Chestnut St Apartment 2A, Boston, MA 1 Beds \| 1 Baths \| 530 Sq. Ft.	$717,429
19 Chestnut St Apartment 3B, Boston, MA 1 Beds \| 1 Baths \| 551 Sq. Ft.	$732,696
19 Chestnut St Apartment 5A, Boston, MA 1 Beds \| 1 Baths \| 426 Sq. Ft.	$599,464
21 Chestnut St, Boston, MA 4 Beds \| 5.5 Baths \| 6653 Sq. Ft.	$11,254,838
25 Chestnut St Apartment 2, Boston, MA 2 Beds \| 2 Baths \| 1706 Sq. Ft.	$2,539,039
25 Chestnut St Apartment 5, Boston, MA 2 Beds \| 1 Baths \| 1043 Sq. Ft.	$2,055,155

Address	Redfin Estimate
19 Chestnut St Apartment 1A, Boston, MA 1 Beds \| 1 Baths \| 541 Sq. Ft.	$717,999
19 Chestnut St Apartment 2B, Boston, MA 1 Beds \| 1 Baths \| 537 Sq. Ft.	$725,670
19 Chestnut St Apartment 4A, Boston, MA 1 Beds \| 1 Baths \| 527 Sq. Ft.	$716,903
19 Chestnut St Apartment 5B, Boston, MA 1 Beds \| 1 Baths \| 441 Sq. Ft.	$658,537
25 Chestnut St Apartment 1, Boston, MA 3 Beds \| 2 Baths \| 1021 Sq. Ft.	$1,690,980
25 Chestnut St Apartment 3, Boston, MA 2 Beds \| 1 Baths \| 953 Sq. Ft.	$1,365,244
25 Chestnut St Apartment 6, Boston, MA 2 Beds \| 2 Baths \| 1099 Sq. Ft.	$2,231,456

Address	Redfin Estimate
19 Chestnut St Apartment 1B, Boston, MA 1 Beds \| 1 Baths \| 591 Sq. Ft.	$728,419
19 Chestnut St Apartment 3A, Boston, MA 1 Beds \| 1 Baths \| 515 Sq. Ft.	$724,612
19 Chestnut St Apartment 4B, Boston, MA 1 Beds \| 1 Baths \| 520 Sq. Ft.	$723,698
27 Chestnut St, Boston, MA 2 Beds \| 2 Baths \| 1394 Sq. Ft.	$2,694,770
25 Chestnut St Apartment 7, Boston, MA 1 Beds \| 1 Baths \| 504 Sq. Ft.	$1,212,025
25 Chestnut St Apartment 4, Boston, MA 2 Beds \| 1 Baths \| 967 Sq. Ft.	$1,219,385
25 Chestnut St Apartment 5/6, Boston, MA 3 Beds \| 2.5 Baths \| 2142 Sq. Ft.	$3,073,455

Property information provided by MLS PIN when last listed in 2015. This data may not match . Learn more.

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