OFF MARKET

Off market may 2024 for $7.8M

$6,964,210

•

3,892

sq ft

102 Chestnut St, Boston, MA 02108

About this home

Get prepared to be wowed by the stunning restoration of this special Beacon Hill townhome. No detail has been overlooked during the complete overhaul of the historic property on the Flat of Beacon Hill. Set back from Chestnut Street, the curb appeal of this attractive home is enhanced by a charming front garden and impressive granite steps flanked by custom wrought iron railings. Step through the wide double-door entry and the quality and thoughtfulness of this home design is immediately evident. A spacious kitchen features a long dining island, large capacity appliances, and an envious amount of storage. Huge windows light up the room and open to a South-facing deck. The sunny space is perfect for grilling and entertaining, and overlooks the home’s backyard. Back inside, elevator access is provided from the garden level family room all the way up to the copper cladded penthouse and roof deck. One parking space at The Brimmer Street Garage is included.

Single-familyProperty Type

1855Year Built

1,540 sq ftLot Size

$1,789Est. Price/Sq.Ft.

1 car garageParking

Listed by Eliott Levine • Olde Forge Realty

Bought with Kevin Caulfield • Compass

Redfin checked: a few seconds ago

•Source:MLS PIN #73193860

Redfin Estimate

$6,964,210

$911K since sold in May 2024$177K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 40.8% higher than the average sale price ($4.95M) of 5 comparable homes.

SOLD MAR 3, 2026
$2,085,000
A
3 beds3 baths2,581 sq ft
24 Fayette St, Boston, MA 02116
SOLD JAN 28, 2026
$4,800,000
B
4 beds4 baths4,013 sq ft
32 West Cedar St, Boston, MA 02108
SOLD AUG 17, 2026
$4,250,000
C
4 beds4.5 baths3,500 sq ft
109 Appleton St, Boston, MA 02116
SOLD JUL 7, 2026
$7,000,000
D
5 beds6 baths3,765 sq ft
62 Chestnut St, Boston, MA 02108
SOLD SEP 18, 2026
$6,600,000
E
3 beds4 baths3,641 sq ft
102 Saint Botolph St, Boston, MA 02115

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Earn from this home

Sell

$600,064

Est. take-home

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Rent

$4,615/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

$1,695,000
2 beds2 baths1,038 sq ft
21 Walnut Unit Maisonette, Boston, MA 02108
$1,650,000
2 beds2 baths1,615 sq ft
45 Province St #901, Boston, MA 02108
$7,990,000
5 beds5.5 baths7,782 sq ft
11 Chestnut St, Boston, MA 02108
See all

Provided by Redfin

Sale history for 102 Chestnut St

Date

Event

Price

MLS PIN #73193860

May 22, 2024

Sold

$7,875,000

$2,023/sq ft

Feb 27, 2024

Contingent

—

Jan 16, 2024

Listed

$8,000,000

$2,055/sq ft

MLS PIN #72723410

Dec 17, 2020

Sold

$2,850,000

$732/sq ft

Sep 15, 2020

Contingent

—

Sep 9, 2020

Listed

$3,200,000

$822/sq ft

+22

On the market for the first time in 62 years, this classic townhouse with old world charm is located at the bottom of Chestnut St two doors up from the Brimmer St Garage. Four floors with double parlor/dining room and kitchen on the first floor. Upper two floors have four+ bedrooms and two baths. Lower level has a large bedroom, utility room, half bath and entrance to both Chestnut St. and a large rear yard. Original details throughout.

Year

Property tax

Land + Additions

Assessment*

2023

$29,986 (−19.5%)

$1,450,600 + $1,341,400

$2,792,000

2022

$37,259 (+4.1%)

$2,228,300 + $1,196,200

$3,424,500

2021

$35,797 (+16.8%)

$2,184,600 + $1,170,300

$3,354,900

2020

$30,660 (+5.2%)

$1,773,400 + $1,130,000

$2,903,400

2019

$29,155 (+7.6%)

$1,446,500 + $1,319,600

$2,766,100

2018

$27,102 (+3.9%)

$1,446,500 + $1,139,600

$2,586,100

2017

$26,083 (+0.1%)

$1,446,500 + $1,016,500

$2,463,000

2016

$26,050 (−7.9%)

$1,446,500 + $921,700

$2,368,200

2015

$28,287 (+1.1%)

$1,169,900 + $1,165,900

$2,335,800

2014

$27,984 (+2.3%)

$1,169,900 + $1,054,600

$2,224,500

2013

$27,355 (+8.8%)

$1,169,900 + $911,900

$2,081,800

2012

$25,137 (+8.1%)

$700,380 + $1,227,312

$1,927,692

2009

$23,250 (+23.7%)

$700,380 + $1,117,476

$1,817,856

2006

$18,790

$636,700 + $1,130,900

$1,767,600

Tax history for 102 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$29,986 (−19.5%)

$1,450,600 + $1,341,400

$2,792,000

2022

$37,259 (+4.1%)

$2,228,300 + $1,196,200

$3,424,500

2021

$35,797 (+16.8%)

$2,184,600 + $1,170,300

$3,354,900

2020

$30,660 (+5.2%)

$1,773,400 + $1,130,000

$2,903,400

2019

$29,155 (+7.6%)

$1,446,500 + $1,319,600

$2,766,100

2018

$27,102 (+3.9%)

$1,446,500 + $1,139,600

$2,586,100

2017

$26,083 (+0.1%)

$1,446,500 + $1,016,500

$2,463,000

2016

$26,050 (−7.9%)

$1,446,500 + $921,700

$2,368,200

2015

$28,287 (+1.1%)

$1,169,900 + $1,165,900

$2,335,800

2014

$27,984 (+2.3%)

$1,169,900 + $1,054,600

$2,224,500

2013

$27,355 (+8.8%)

$1,169,900 + $911,900

$2,081,800

2012

$25,137 (+8.1%)

$700,380 + $1,227,312

$1,927,692

2009

$23,250 (+23.7%)

$700,380 + $1,117,476

$1,817,856

2006

$18,790

$636,700 + $1,130,900

$1,767,600

*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

1,742 Sq. Ft.

Year renovated

2022

Sq. Ft.

2,924

Year built

1855

Style

Single Family Residential

County

Suffolk County

APN

3353806

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 21, 2023.

Property details

Parking

Parking Information
Has Garage
# of Garage Spaces: 1
# of Covered Spaces: 1
Parking Features: Detached, Heated Garage, Oversized, Off Street, Deeded

Interior

Master Bedroom Information
Level: Third
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Closet - Linen,Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Hardwood,Window(s) - Bay/Bow/Box,Cable Hookup,Double Vanity,High Speed Internet Hookup,Recessed Lighting,Remodeled,Crown Molding

Bedroom #2 Information
Level: Fourth Floor
Features: Bathroom - Full,Closet,Closet/Cabinets - Custom Built,Flooring - Hardwood,High Speed Internet Hookup,Recessed Lighting

Bedroom #3 Information
Level: Fourth Floor
Features: Closet,Flooring - Hardwood,Window(s) - Bay/Bow/Box,High Speed Internet Hookup,Lighting - Overhead,Closet - Double

Bedroom #4 Information
Level: Fourth Floor
Features: Closet,Flooring - Hardwood,Window(s) - Bay/Bow/Box,High Speed Internet Hookup,Lighting - Overhead,Crown Molding

Bathroom Information
# of Bathrooms (Full): 4
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Level: Third
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Shower Stall,Bathroom - Tiled With Tub,Flooring - Stone/Ceramic Tile,Countertops - Upgraded,Bidet,Soaking Tub

Bathroom #2 Information
Level: Second
Features: Bathroom - Half

Bathroom #3 Information
Level: Fourth Floor
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Tub & Shower,Closet - Linen

Living Room Information
Level: Main,Second
Features: Bathroom - Half,Closet,Closet/Cabinets - Custom Built,Flooring - Hardwood,Window(s) - Bay/Bow/Box,Balcony / Deck,Cable Hookup,Deck - Exterior,High Speed Internet Hookup,Open Floorplan,Recessed Lighting,Remodeled,Gas Stove,Lighting - Overhead,Crown Molding,Vestibule,Pocket Door

Family Room Information
Level: First
Features: Bathroom - Full,Walk-In Closet(s),Flooring - Hardwood,Balcony / Deck,Balcony - Exterior,Wet Bar,Cable Hookup,High Speed Internet Hookup,Recessed Lighting,Slider,Crown Molding

Dining Room Information
Level: Main,Second
Features: Bathroom - Half,Closet,Closet/Cabinets - Custom Built,Flooring - Hardwood,Window(s) - Bay/Bow/Box,Balcony / Deck,Cable Hookup,Deck - Exterior,High Speed Internet Hookup,Open Floorplan,Recessed Lighting,Remodeled,Gas Stove,Lighting - Overhead,Crown Molding,Vestibule,Pocket Door

Kitchen Information
Level: Main,Second
Features: Bathroom - Half,Closet/Cabinets - Custom Built,Flooring - Hardwood,Window(s) - Bay/Bow/Box,Dining Area,Balcony / Deck,Balcony - Exterior,Countertops - Stone/Granite/Solid,Countertops - Upgraded,Kitchen Island,Cabinets - Upgraded,Cable Hookup,Exterior Access,High Speed Internet Hookup,Recessed Lighting,Remodeled,Wine Chiller,Gas Stove,Lighting - Overhead,Crown Molding

Laundry Information
Laundry Features: Flooring - Hardwood, Countertops - Stone/Granite/Solid, Recessed Lighting, Sink, Fourth Floor, Electric Dryer Hookup, Washer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 3
Fireplace Features: Dining Room, Family Room, Kitchen, Living Room, Master Bedroom

Interior Features
# of Rooms (Total): 13
Window Features: Insulated Windows
Flooring: Hardwood, Flooring - Hardwood
Interior Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower, Recessed Lighting, Bathroom, Wet Bar, Finish - Sheetrock, Wired for Sound, Internet Available - Broadband, Elevator

Exterior

Building Information
Building Area (Total): 3,892
Foundation Details: Slab
Construction Materials: Brick
Year Built Source: Public Records
Year Built Details: Actual
Lead Paint: None

Exterior Features
Fencing: Fenced/Enclosed, Fenced
Roof: Rubber
Patio And Porch Features: Deck - Roof, Deck - Composite, Enclosed, Covered
Exterior Features: Deck - Roof, Deck - Composite, Patio - Enclosed, Covered Patio/Deck, Balcony, Rain Gutters, Decorative Lighting, Fenced Yard, City View(s), Garden, Outdoor Gas Grill Hookup

Property Information
PropertySubType: Single Family Residence
Property Condition: Updated/Remodeled
Property AttachedYN: Yes
Green Energy Efficient : Thermostat
Security Features: Security System

Lot Information
Lot Size (Acres): 0.04
Lot Features: Level
ViewYN: Has View
View: City View(s), City
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $24,934
Tax Year: 2024

Utilities

Utility Information
Utilities: for Gas Range, for Electric Oven, for Electric Dryer, Washer Hookup, Icemaker Connection, Outdoor Gas Grill Hookup
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air
Cooling: Heat Pump

Location

Location Information
Directions: Flat of Beacon Hill
UnparsedAddress: 102 Chestnut St, Boston MA 02108

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Bike Path, Highway Access, House of Worship, Private School, Public School, T-Station, University

Public facts

Beds: 4
Baths: 4.5
Sq. Ft.: 2,924
Stories: 3.0
Lot Size: 1,742 square feet
Style: Single Family Residential
Year Built: 1855
Year Renovated: 2022
County: Suffolk County
APN: 3353806

Home facts updated by county records on Sep 21, 2023

Other

Miscellaneous Information
Heat Zones: 5

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 • 0.5mi

2/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

10/10 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

$6.62M – $8.01M

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Nearby similar homes

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OPEN SUN, 12PM TO 1PM

$3,995,000

5 beds5 baths3,228 sq ft

54 Brimmer St, Boston, MA 02108

New listings for sale in 02108

$1,695,000

2 beds2 baths1,038 sq ft

21 Walnut Unit Maisonette, Boston, MA 02108

$1,650,000

2 beds2 baths1,615 sq ft

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$7,990,000

5 beds5.5 baths7,782 sq ft

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Home values near 102 Chestnut St

Data from public records.

Address	Redfin Estimate
106 Chestnut St, Boston, MA 4 Beds \| 5 Baths \| 2744 Sq. Ft.	$4,687,188
100 Chestnut St Apartment 3, Boston, MA 2 Beds \| 2 Baths \| 1360 Sq. Ft.	$1,979,910

Address	Redfin Estimate
104 Chestnut St, Boston, MA 4 Beds \| 3 Baths \| 3021 Sq. Ft.	$3,437,383
98 Chestnut St Apartment 4, Boston, MA 2 Beds \| 2 Baths \| 1389 Sq. Ft.	$2,381,546

Address	Redfin Estimate
100 Chestnut St Apartment 2, Boston, MA 1 Beds \| 1 Baths \| 640 Sq. Ft.	$906,143
96 Chestnut St Apartment 3, Boston, MA 2 Beds \| 2 Baths \| 1316 Sq. Ft.	$1,997,872

Property information provided by MLS PIN when last listed in 2024. 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 Flat of the Hill, MA

Sale history for 102 Chestnut St

Tax history for 102 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 102 Chestnut St

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