20 Chestnut Street # 1, Boston MA 02108

Boston, MA 02108 • Beacon Hill

$6,495,000

Est. $41,973/month

4

Beds

3.5

Baths

3,485

Sq Ft

$1,864

Price/Sq Ft

0.04

Acres

1880

Year Built

Condominium

Type

116

Days on Market

Active Price Drop -$500,000 Listed Sep 3, 2025 • MLS# 73425403 Copied!

About this home

Stunning 2023 total renovated 4 bedroom, 3.5 bathroom Parlor Duplex in the heart of historic Beacon Hill with Rare Opportunity On-Site Garage. Thoughtfully re-imagined with attention to detail, this elegant home includes direct access to a Private Garage and a flexible carriage house space perfect for a home office or au pair suite located above Garage. The chef’s kitchen is a culinary dream, featuring a large center island, top-tier appliances, and a full butler’s pantry with wine storage. Bright and airy, the grand dining room opens to a Juliet balcony and flows into a sophisticated grand living room featuring dual fireplaces—ideal for entertaining. The expansive primary suite offers a peaceful escape with its own fireplace and a spa-like en-suite bath. Additional features include spacious secondary bedrooms, a dedicated laundry room, a chic wet bar, and a serene private landscaped courtyard perfect for entertaining. Architect: Pauli & Uribe

Property Overview

Property Type

Condominium

Listing Type

For Sale

Year Built

1880

Bedrooms

4

Full Bathrooms

3

Half Bathrooms

1

Living Area

3,485 sq ft

Total Rooms

8

Stories

2

Entry Level

1

Facts & Features

1 Car Garage

Central AC

Home Facts

Type Residential

Style Condominium

Year Built 1880

Living Area 3,485 sq ft

Lot Size 0.04 acres

Bedrooms 4

Full Baths 3

Half Baths 1

Total Rooms 8

Interior

Heating Central, Baseboard

Cooling Central Air

Flooring Tile, Hardwood

Appliances Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, Range Hood

Fireplace None

Fireplaces 3

Basement Y

Laundry In Unit

Features Wet Bar

Exterior

Construction None

Architecture None

Roof None

Features Courtyard

Pool None

Spa None

Fencing None

Patio/Porch None

Parking

Garage Spaces 1

Has Garage Yes

Features Attached, Heated Garage, Storage

Total Spaces 1

Utilities

Electric None

Water Public

Sewer Public Sewer

Gas None

Other None

Financial

Annual Tax $83,283

Assessed Value $7,192,000

Interior Features

Flooring: Tile, Hardwood

Appliances: Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, Range Hood

Interior Features: Wet Bar

Windows:

Basement: Y

Laundry: In Unit

Security: Intercom

Construction & Materials

Year Built: 1880

Structure Type: Brownstone, Duplex

Exterior Materials:

Roof:

Foundation:

Stories: 2

Heating, Cooling & Utilities

Heating: Central, Baseboard

Cooling: Central Air

Hot Water:

Water Source: Public

Sewer: Public Sewer

Energy Features:

Exterior & Lot

Exterior Features: Courtyard

Patio & Porch:

Fencing:

Other Structures:

Lot Features:

Road Surface:

Parking & Garage

Garage Spaces: 1

Garage Type: Attached

Total Parking Spaces: 1

Parking Features: Attached, Heated Garage, Storage

Special Features

Fireplaces: 3

Fireplace Type:

Community Amenities: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Highway Access, Private School, T-Station, University

Location

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Neighborhood

Beacon Hill

20 Chestnut Street # 1, Boston MA 02108

Boston, MA 02108

Walkability

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Nearby Schools

School District

Boston School District local

C-

🎓 Where Graduates Go Class of 2021

52% attend college

38% 4-Year 14% 2-Year 7% Out of State 7% Working

⚠ School Safety 2024-25

3.7% Above Average

3.2% Suspensions 0.3% In-School 0.5% Emergency

↓ 1.8% below state avg

E

Elementary Schools

10 schools

Park Street School

0.2 mi

Grades K-07

Advent School

0.3 mi

Grades K-06

The Learning Project

0.6 mi

Grades K-06

St. John Elementary School

0.9 mi

Grades PK-08

Kingsley Montessori School

0.9 mi

Grades PK-06

A

Eliot K-8 Innovation School

0.9 mi | #48 of 352 | Score: 57.2

Improved 2 spots from last year

-1.1 below state avg

784 students Diverse

Strong Attendance

Grades PK-08

D

Melvin H. King South End Academy

1.0 mi | #24 of 25 | Score: 20.2

Improved 363 spots from last year

-38.1 below state avg

125 students Diverse

Rising School Diverse Student Body

Grades PK-12

F

Blackstone Elementary School

1.2 mi | #809 of 824 | Score: 26.3

Improved 12 spots from last year

-31.9 below state avg

582 students Moderate

Grades PK-06

C

Hurley K-8 School

1.4 mi | #258 of 352 | Score: 35.8

Dropped 23 spots from last year

-22.4 below state avg

335 students Moderate

Grades PK-08

C

Harvard-Kent Elementary School

1.4 mi | #589 of 824 | Score: 41.5

Dropped 181 spots from last year

-16.7 below state avg

334 students Very Diverse

Diverse Student Body

Grades PK-06

M

Middle Schools

10 schools

Middle School Academy

1.9 mi

F

Higginson/Lewis K-8 School

2.7 mi | #349 of 352 | Score: 23.6

Improved 3 spots from last year

-34.6 below state avg

213 students Diverse

Grades 03-08

Nativity Prep School

3.1 mi

Grades 05-08

A

Uncommon Schools - Roxbury Preparatory Dorchester Campus Middle School

3.2 mi | #4 of 16 | Score: 41.9

Improved 187 spots from last year

-16.3 below state avg

1,126 students Diverse

Rising School College Ready Curriculum

Grades 05-08

Dearborn Middle School

3.5 mi

Mother Caroline Academy

3.6 mi

Grades 05-08

Epiphany School

4.5 mi

Grades 05-08

C

Ohrenberger School

7.9 mi | #265 of 352 | Score: 34.9

Improved 20 spots from last year

-23.3 below state avg

477 students Diverse

Rising School Diverse Student Body

Grades 03-08

Edwards Middle

1.5 mi

UP Academy

1.9 mi

H

High Schools

10 schools

C

Quincy Upper School

0.7 mi | #268 of 346 | Score: 44.6

Improved 4 spots from last year

-13.6 below state avg

557 students Very Diverse

12 sports • 208 athletes

High Graduation Rate Diverse Student Body

Grades 06-12

Newman School

0.8 mi

Grades 07-12

Cathedral High School

1.1 mi

9 sports • 430 athletes

Grades 07-12

D

Charlestown High School

1.6 mi | #322 of 346 | Score: 31.0

Improved 49 spots from last year

-27.2 below state avg

754 students Diverse

11 sports • 488 athletes

Early College Program Rising School

Grades 07-12

A-

O'Bryant School of Math & Science

2.2 mi | #90 of 346 | Score: 61.1

Improved 94 spots from last year

+2.9 above state avg

1,509 students Very Diverse

High Graduation Rate Rising School College Ready Curriculum Diverse Student Body

Grades 07-12

A+

Boston Latin School

2.2 mi | #19 of 346 | Score: 73.3

Improved 61 spots from last year

+15.1 above state avg

2,424 students Very Diverse

18 sports • 2,006 athletes

Strong AP Program High Graduation Rate Rising School Strong Athletics

Grades 07-12

B

Dearborn STEM Academy

2.3 mi | #13 of 25 | Score: 31.7

Improved 356 spots from last year

-26.6 below state avg

565 students Diverse

10 sports • 242 athletes

Early College Program Rising School

Grades 07-12

C-

East Boston High School

2.3 mi | #305 of 346 | Score: 37.3

Improved 31 spots from last year

-20.9 below state avg

1,252 students Less Diverse

14 sports • 584 athletes

Early College Program Rising School

Grades 07-12

A+

Boston Latin Academy

3.0 mi | #2 of 25 | Score: 63.9

Improved 214 spots from last year

+5.7 above state avg

1,693 students Very Diverse

17 sports • 1,298 athletes

High Graduation Rate Rising School Strong Athletics Diverse Student Body

Grades 07-12

C

Ruth Batson Academy

3.0 mi | #19 of 25 | Score: 27.6

Improved 346 spots from last year

-30.6 below state avg

604 students Diverse

8 sports • 128 athletes

Early College Program Rising School

Grades 07-12

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Property History

Property Timeline

🏠

Listed for Sale

Sep 3, 2025

$6,495,000

Original listing

Agent: Beth Dickerson Office: Gibson Sotheby's International Realty

Date	Event	Price	Change	$/sqft	Details
09/03/2025	🏠 Listed for Sale	$6,495,000	-	-	Original listing

Price & Status History

Date	Event	Price	Change
Nov 29, 2025	Sold	$18,000	—
Sep 3, 2025	New Listing Added	$6,495,000	—

Market Statistics

Days on Market

116 days

Price per Sq Ft

$1,864

Total Price Drop

-$500,000

Tax History

Year	Taxes	Assessment
2025	$83,283	$7,192,000

Financial Details

Annual Property Tax

$83,283

Tax Year 2025

HOA Fee

$1,990

Monthly

Assessed Value

$7,192,000

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High Schools

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20 Chestnut Street # 1, Boston MA 02108

About this home

Property Overview

Facts & Features

Home Facts

Interior

Exterior

Parking

Utilities

Financial

Interior Features

Construction & Materials

Heating, Cooling & Utilities

Exterior & Lot

Parking & Garage

Special Features

Location

Neighborhood

Walkability

Nearby Schools

Elementary Schools

Middle Schools

High Schools

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