20 Chestnut Street #1, Boston, MA 02108 - Photo 1

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$6,495,000

For Sale
Active
Condo
4 Beds
3 Full Baths
1 Partial Bath
3,485 Sq. Ft.
0.04 Acres
1 Car Garage

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Property Description

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

Full Property Details

Full Property Details for 20 Chestnut St #1

General

Price: $6,495,000
HOA FEE: $1,990/month
Taxes: $91,854 (2026)
Status: Active
Type: Condo
MLS ID: 73425403
Updated: 1/27/2026
Added to Site: 196 day(s) ago

Rooms

Bathrooms

Total Bathrooms: 4
Full Bathrooms: 3
Half Bathrooms: 1

Bedrooms

Total Bedrooms: 4

Parking

Garage: Yes
Garage Spaces: 1
Parking Features: Attached, Heated Garage, Storage

Location

County: Suffolk

Structural Information

Basement: Yes
Stories/Levels: 2
Square Feet: 3,485
Year Built: 1880

Lot Features

Lot Size (Acres): 0.04

Financial Considerations

Association Fee: $1,990
Tax Amount: $91,854
Tax Year: 2026

Disclosures and Reports

Property ID: W:05 P:01466 S:002, 1280322

Listed by Gibson Sotheby's International Realty, Beth Dickerson

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Listing agent

— 20 Chestnut St #1 —

Beth Dickerson

Gibson Sotheby's International Realty

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Schools

Schools serving 20 Chestnut St #1

School District:Boston School District

Name	Grades	Distance
Josiah Quincy Elementary School 885 Washington Street, Boston, MA 02111	PK-5	0.7 mi
Eliot K-8 Innovation School 16 Charter Street, Boston, MA 02113	PK-8	0.9 mi
William Mckinley 90 Warren Avenue, Boston, MA 02116	K-12	1 mi
Quincy Upper School 152 Arlington Street, Boston, MA 02116	6-12	0.6 mi
Carter School 270 Columbia Road, Boston, MA 02121	6-12	1.5 mi
Charlestown High School 240 Medford Street, Boston, MA 02129	9-12	1.6 mi
Boston Adult Academy 20 Church St, Boston, MA 02116	9-12	0.6 mi
Snowden Int'L High School 150 Newbury Street, Boston, MA 02116	9-12	0.7 mi
Excel High School 95 G. Street, Boston, MA 02127	9-12	2 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 20 Chestnut St #1 Get Price Alerts and Save Property

Date

Details

Price

Change

Source

9/11/2025

Price Reduced

$6,495,000

-7.15%

MLS

9/03/2025

Listed

$6,995,000

74.88%

MLS

8/29/2018

Sold

$4,000,000

—

Public Record

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Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History

Tax History for 20 Chestnut St #1

Year

Property Taxes

Change

Tax Assessment

Change

2025

$83,283

$7,192,000

—

2024

$78,393

$7,192,000

2023

$74,234

$6,911,900

2022

$72,295

172%

$6,644,800

166%

2021

$26,608

15%

$2,493,700

13%

2020

$23,231

100%

$2,199,900

2019

100%

$2,110,500

2018

100%

$1,991,200

2017

100%

$1,933,400

16%

2016

100%

$1,659,600

—

2015

-100%

$1,659,600

35%

2014

$15,432

—

$1,226,700

—

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Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost

Estimate the Cost for 20 Chestnut St #1

20 Chestnut Street #1, Boston, MA 02108 (MLS# 73425403) is a Condo property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 20 Chestnut Street #1 is currently listed for $6,495,000 and was received on September 03, 2025. Want to learn more about 20 Chestnut Street #1? Do you have questions about finding other Condo real estate for sale in Beacon Hill? You can browse all Beacon Hill real estate or contact a Coldwell Banker agent to request more information.

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20 Chestnut St #1 Boston, MA 02108