OFF MARKET

Off market jul 2018 for $5.1M

$5,863,965

•

6,421

sq ft

90 Chestnut, Boston, MA 02108

About this home

Exceptional architectural showpiece on the Flat of Beacon Hill. Originally designed by Henry Davis Sleeper, America’s “first interior decorator,” this 6,421 colonial revival townhouse with 5 bedrooms is full of stunning details that have been beautifully renovated, restored and maintained. The floor plan offers wonderful flexibility for use as a single residence or two separate units, one a first and garden floor duplex, the other a 2nd, 3rd and 4th floor elevator triplex. This historic treasure remains timeless in its ability to cater to modern lifestyles, and is complete with a spacious roof deck and Brimmer Street Garage parking.

Single-familyProperty Type

1898Year Built

$913Est. Price/Sq.Ft.

1 car garageParking

Listed by Tracy Campion • Campion & Company Fine Homes Real Estate

Bought with Tracy Campion • Campion & Company Fine Homes Real Estate

Redfin checked: 2 minutes ago

•Source:MLS PIN #72279856

Redfin Estimate

$5,863,965

$734K since sold in July 2018$262K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 8.4% lower than the average sale price ($6.40M) of 6 comparable homes.

SOLD JUL 7, 2026
$7,000,000
A
5 beds6 baths3,765 sq ft
62 Chestnut St, Boston, MA 02108
SOLD JUL 23, 2026
$5,600,000
B
5 beds3.5 baths3,849 sq ft
41 Chestnut St, Boston, MA 02108
SOLD MAR 23, 2026
$8,050,000
C
5 beds5 baths6,082 sq ft
9 Walnut St, Boston, MA 02108
SOLD APR 17, 2026
$2,650,000
D
5 beds3 baths3,600 sq ft
11 West Cedar St, Boston, MA 02108
SOLD JUN 23, 2026
$10,600,000
E
4 beds4.5 baths3,863 sq ft
107-109 Chestnut St Ph, Boston, MA 02108
SOLD SEP 9, 2026
$4,500,000
F
4 beds3.5 baths3,303 sq ft
5 Charles River Sq, Boston, MA 02114

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Earn from this home

Sell

$2,172,347

Est. take-home

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Rent

$4,723/mo

Redfin rental estimate

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Market trends in Flat of the Hill, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

93.2%

0.0% MoM

Median sale price

$1.3M

$0 MoM

Avg. days on market

46d

0 days MoM

Recently sold homes

0 MoM

New listings for sale

OPEN SAT, 12PM TO 1PM
$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
$1,695,000
2 beds2 baths1,038 sq ft
21 Walnut Unit Maisonette, Boston, MA 02108
See all

Provided by Redfin

Sale history for 90 Chestnut

Date

Event

Price

MLS PIN #72279856

Jul 11, 2018

Sold

$5,130,000

$799/sq ft

May 30, 2018

Pending

—

Mar 2, 2018

Price Changed

$5,900,000

$919/sq ft

Feb 9, 2018

Listed

$6,500,000

$1,012/sq ft

MLS PIN #71198845

Dec 1, 2011

Sold

$3,750,000

$584/sq ft

Oct 24, 2011

Contingent

—

Mar 11, 2011

Listed

$4,200,000

$654/sq ft

+20

New Look! Just Staged! The Henry Davis Sleeper House is a magnificent 5 floor colonial revival home designed by America's "first interior decorator" renowned for his summer Mansion "Beauport" on the Historic Registry. 90 Chestnut was Sleeper's in town home & is replete with grand open rooms w skylights , stunning details as imported paneling, arched windows, many fireplaces. Elevator fr 1 to 3. Combined with 21st century amenities & crowned by a lovely roof garden. Two Garage spaces available.

Public record

Public record
Permits

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

—

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Townhouse

County

Suffolk County

APN

—

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Apr 7, 2023.

Mar 24, 2025 • Final

Short form bldg

Perform interior demolition on a residential building.

Demolition

Jan 30, 2020 • Final

Electrical fire alarms

Work on a fire alarm.

Fire sprinkler

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
Has Garage
# of Garage Spaces: 1
# of Covered Spaces: 1

Interior

Bathroom Information
# of Bathrooms (Full): 5
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

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

Interior Features
# of Rooms (Total): 12

Exterior

Building Information
Building Area (Total): 6,421
Construction Materials: Brick
Year Built Source: Public Records
Year Built Details: Approximate

Exterior Features
Patio And Porch Features: Deck - Roof
Exterior Features: Deck - Roof

Property Information
PropertySubType: Single Family Residence
Property AttachedYN: Yes

Lot Information
Frontage Length: 22

Financial

Tax Information
Tax Annual Amount: $48,836.80
Tax Year: 2017

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public

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

Location

Location Information
Directions: On Chestnut between River and Brimmer Streets.
UnparsedAddress: 90 Chestnut, Boston MA 02108

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Bike Path, Highway Access, T-Station

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: —
Style: Townhouse
Year Built: —
Year Renovated: —
County: Suffolk County
APN: —

Home facts updated by county records on Apr 7, 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

9/10 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

$5.57M – $6.74M

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Nearby similar homes

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Chef kitchen • Private patio • Gas fireplace

New listings for sale in 02108

OPEN SAT, 12PM TO 1PM3D WALKTHROUGH

$599,000

1 bed1 bath591 sq ft

21 Beacon St Unit 4T, Boston, MA 02108

Common roof deck • Updated open kitchen • Large closets

$7,800,000

3 beds3.5 baths2,882 sq ft

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Concierge services • Front facing views • Parlor level living

$1,449,000

2 beds2 baths1,378 sq ft

45 Province St #1402, Boston, MA 02108

Private terrace • Designer finishes • Gas cooking

$1,695,000

2 beds2 baths1,038 sq ft

21 Walnut Unit Maisonette, Boston, MA 02108

Private entrance • Landscaped garden • Secluded patio

Home values near 90 Chestnut

Data from public records.

Address	Redfin Estimate
71 Chestnut Street #1, Boston, MA 2 Beds \| 1 Baths \| 1175 Sq. Ft.	$1,210,993
96 Chestnut Street #2, Boston, MA 3 Beds \| 2.5 Baths \| 1473 Sq. Ft.	$2,123,133

Address	Redfin Estimate
98 Chestnut Street #4, Boston, MA 2 Beds \| 2 Baths \| 1389 Sq. Ft.	$2,390,272
96 Chestnut Street #5, Boston, MA 2 Beds \| 2 Baths \| 1432 Sq. Ft.	$2,321,938

Address	Redfin Estimate
96 Chestnut Street #3, Boston, MA 2 Beds \| 2 Baths \| 1316 Sq. Ft.	$2,018,259
94 Chestnut Street, Boston, MA 6 Beds \| 5 Baths \| 4778 Sq. Ft.	$4,344,324

Property information provided by MLS PIN when last listed in 2018. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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