20 Chestnut St # 1, Boston MA 02108

Boston, MA 02108 • Beacon Hill

$18,000

Est. $291/month

4

Beds

3.5

Baths

3,335

Sq Ft

$5

Price/Sq Ft

0

Lot Sq Ft

1880

Year Built

Condominium

Type

74

Days on Market

Active Price Drop -$4,000 Listed Oct 14, 2025 • MLS# 73443468 Copied!

About this home

Available NOW -2023 totally renovated 4 bedroom, 3.5 bathroom Parlor Duplex with on-site Garage Parking on Chestnut Street. Thoughtfully re-imagined with attention to detail, A flexible Carriage House Studio 4th Bed is perfect for a home office or au pair suite. 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. On-site private garage behind the home on Spruce Place.

Property Overview

Property Type

Condominium

Listing Type

For Rent

Year Built

1880

Bedrooms

4

Full Bathrooms

3

Half Bathrooms

1

Living Area

3,335 sq ft

Total Rooms

8

Entry Level

1

Facts & Features

1 Car Garage

Home Facts

Type Residential Lease

Style Condominium

Year Built 1880

Living Area 3,335 sq ft

Lot Size 0.00

Bedrooms 4

Full Baths 3

Half Baths 1

Total Rooms 8

Interior

Heating None

Cooling None

Flooring None

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

Fireplace None

Fireplaces 3

Basement None

Laundry In Basement, In Unit

Features None

Exterior

Construction None

Architecture None

Roof None

Features Patio, Fenced Yard, Garden

Pool None

Spa None

Fencing Fenced

Patio/Porch Patio

Parking

Garage Spaces 1

Has Garage Yes

Features None

Total Spaces 1

Utilities

Electric None

Water None

Sewer None

Gas None

Other None

Financial

HOA Yes

Interior Features

Flooring:

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

Interior Features:

Windows:

Basement:

Laundry: In Basement, In Unit

Security:

Construction & Materials

Year Built: 1880

Structure Type:

Exterior Materials:

Roof:

Foundation:

Heating, Cooling & Utilities

Heating:

Cooling:

Hot Water:

Water Source:

Sewer:

Energy Features:

Exterior & Lot

Exterior Features: Patio, Fenced Yard, Garden

Patio & Porch: Patio

Fencing: Fenced

Other Structures:

Lot Features:

Road Surface:

Parking & Garage

Garage Spaces: 1

Total Parking Spaces: 1

Parking Features:

Special Features

Fireplaces: 3

Fireplace Type:

Community Amenities: Public Transportation, Shopping, Park, Medical Facility, Bike Path, Highway Access, House of Worship, Marina, Private School, T-Station, University

Location

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Neighborhood

Beacon Hill

20 Chestnut St # 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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Year 1

95% Interest

Year 15

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Year 30

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Property History

Property Timeline

🏠

Listed for Sale

Oct 14, 2025

$18,000

Original listing

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

Date	Event	Price	Change	$/sqft	Details
10/14/2025	🏠 Listed for Sale	$18,000	-	-	Original listing

Price & Status History

Date	Event	Price	Change
Dec 5, 2025	Sold	$6,495,000	—
Oct 14, 2025	New Listing Added	$18,000	—

Market Statistics

Days on Market

74 days

Price per Sq Ft

$5

Total Price Drop

-$4,000

Tax History

Year	Taxes	Assessment
Tax history not available

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High Schools

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20 Chestnut St # 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

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Nearby Schools

Elementary Schools

Middle Schools

High Schools

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