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You are here:
Home Massachusetts Boston Beacon Hill Condos for Sale

20 Chestnut Street Boston, MA 02108

113 Days on Boston Pads
Price Reduced $500,000
35 Photos
$6,495,000
4 Beds
4 Baths
3485 SQFT
0.04 Acre
$1,990 HOA
20 Chestnut Street
Boston, MA 02108

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

Property Overview

Kitchen, Dining, and Appliances

  • Dishwasher, Disposal, Dryer, Freezer, Microwave, Range, Refrigerator, Refrigerator - Wine Storage, Vent Hood, Washer

Bedrooms

  • Bedrooms: 4

Other Rooms

  • Total Rooms: 8

Bathrooms

  • Full Baths: 3
  • Half Baths 1
  • Master Bath: 1

Amenities

  • Amenities: Highway Access, Medical Facility, Park, Private School, Public Transportation, Shopping, T-Station, University, Walk/Jog Trails
  • Association Fee Includes: Heat, Hot Water, Master Insurance, Sewer, Water

Utilities

  • Heating: Central Heat, Hot Water Baseboard
  • Cooling: Central Air
  • Water: City/Town Water
  • Sewer: City/Town Sewer

Unit Features

  • Square Feet: 3485
  • Unit Building: 1
  • Unit Level: 1
  • Unit Placement: Back|Front|Street
  • Interior Features: French Doors, Intercom
  • Security: Intercom
  • Floors: 2
  • Pets Allowed: No
  • Fireplaces: 3
  • Laundry Features: In Unit
  • Accessability Features: Unknown

Condo Complex Information

  • Condo Type: Condo
  • Complex Complete: U
  • Number of Units: 2
  • Elevator: No
  • Condo Association: U
  • HOA Fee: $1,990
  • Fee Interval: Monthly
  • Management: Professional - Off Site

Construction

  • Year Built: 1880
  • Style: Brownstone, Courtyard, Duplex
  • Flooring Type: Hardwood, Tile
  • Lead Paint: Unknown
  • Warranty: No

Garage & Parking

  • Garage Parking: Attached, Heated, Storage
  • Garage Spaces: 1
  • Parking Spaces: 1

Exterior & Grounds

  • Pool: No

Other Information

  • MLS ID# 73425403
  • Last Updated: 12/05/25

Date Event Price Price/Sq Ft Source
09/15/2025Active$6,495,000$1,864MLSPIN
09/11/2025Price Change$6,495,000$1,864MLSPIN
09/07/2025Active$6,995,000$2,007MLSPIN
09/03/2025New$6,995,000$2,007MLSPIN
06/29/2021Back on Market$7,495,000$2,059MLSPIN
06/29/2021Temporarily Withdrawn$7,495,000$2,059MLSPIN
06/14/2021Extended$7,495,000$2,059MLSPIN
04/20/2021Extended$7,495,000$2,059MLSPIN
02/21/2021Extended$7,495,000$2,059MLSPIN
09/16/2020Active$7,700,000$2,115MLSPIN
09/16/2020Active$7,495,000$2,059MLSPIN

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View Breakdown

Map & Resources

Boston Arts Academy

Public Secondary School, Grades: 9-12

0.14mi

Park Street School

Private School, Grades: K-4

0.25mi

Advent School

Private School, Grades: K-6

0.25mi

Park Street School

Private School, Grades: K-7

0.25mi

The Advent School

Grades: 0 - 6

0.26mi

Advent School

Private School, Grades: K-6

0.26mi

Suffolk University

University

0.26mi

David J. Sargent Hall

University

0.29mi

Beacon Hill Pub

Bar

0.27mi

Carrie Nation

Bar

0.28mi

jm Curley

Bar

0.29mi

Roxanne's

Bar

0.29mi

Wig Shop

Bar

0.3mi

Stoddard's Fine Food & Ale

Bar

0.32mi

Silvertone

Bar

0.32mi

Barracuda Tavern

Bar

0.33mi

Charles Street Animal Clinic

Veterinary

0.27mi

Massachusetts General Hospital

Hospital

0.26mi

Shriners Hospitals for Children - Boston

Hospital. Speciality: Paediatrics

0.37mi

Massachusetts Eye and Ear

Hospital

0.39mi

Tufts Medical Center

Hospital

0.49mi

Floating Hospital for Children

Hospital. Speciality: Paediatrics

0.56mi

Boston Fire Department Engine 4, Ladder 24

Fire Station

0.24mi

Boston Fire Department Engine 7, Ladder 17

Fire Station

0.61mi

State Police Government Center

State Police

0.28mi

Tuffte Performing Arts Center

Arts Centre

0.4mi

Bright Family Screening Room

Cinema

0.32mi

AMC Loews Theatres - Boston Common 19

Cinema

0.34mi

Grogan & Company

Gallery

0.15mi

Eugene Galleries, Inc.

Gallery

0.18mi

Emerson Contemporary: Media Art Gallery

Gallery

0.34mi

Huret & Spector Gallery

Gallery

0.42mi

Krakow Witkin Gallery

Gallery

0.44mi

Planet Fitness

Fitness Centre

0.31mi

Bobbi Brown and Steven Plofker Gym

Fitness Centre

0.36mi

Boston Sports Club

Fitness Centre. Sports: Weightlifting, Fitness, Running

0.41mi

Women's Fitness of Boston

Fitness Centre

0.41mi

Oneida Tablet

Sports Centre. Sports: Soccer

0.09mi

Sonny Rao Little League Field

Sports Centre. Sports: Baseball

0.2mi

Boston Common Tennis Courts

Sports Centre. Sports: Tennis

0.25mi

Teddy Ebersol's Red Sox Fields at Lederman Park

Sports Centre. Sports: Soccer, Baseball, Softball, T-Ball

0.43mi

Boston Common

Park

0.06mi

Boston African-American National Historic Site

Park

0.06mi

Louisburg Square

Park

0.09mi

Boston Public Garden

Park

0.16mi

Ashburton Park

State Park

0.21mi

Temple Street Park

Park

0.25mi

Charles River Esplanade

Park

0.29mi

Cardinal Cushing Memorial Park

Municipal Park

0.35mi

Myrtle St. Playground

Playground

0.12mi

Tadpole Playground

Playground

0.15mi

Esplanade Playspace

Playground

0.41mi

Cambridge Trust

Bank

0.13mi

Santander

Bank

0.16mi

TD Bank

Bank

0.24mi

Bank of America

Bank

0.28mi

TD Bank

Bank

0.33mi

Citizens Bank

Bank

0.33mi

Chase

Bank

0.36mi

WebsterBank

Bank

0.36mi

CVS Pharmacy

Pharmacy

0.28mi

Rite Aid

Pharmacy

0.33mi

CVS Pharmacy

Pharmacy

0.39mi

CVS Pharmacy

Pharmacy

0.41mi

CVS Pharmacy

Pharmacy

0.42mi

CVS Pharmacy

Pharmacy

0.46mi

Beacon Hill Market

Convenience

0.12mi

Beacon Capitol Market

Convenience

0.14mi

Beacon St opp Walnut St

43

0.08mi

Charles St @ Beacon St

43

0.15mi

Beacon St @ Park St

43

0.2mi

Park Street

Green B
Green C
Green D
Green E
Red

0.25mi

Tremont St opp Temple Pl

15
39
43
57

0.25mi

Temple Pl @ Washington St

SL5

0.29mi

Charles/MGH

Red

0.31mi

Tremont St @ Boylston Station

15
39
43
57
SL5

0.33mi

Real Estate Resources

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Seller's Representative: Beth Dickerson, Gibson Sotheby's International Realty
MLS ID#: 73425403

© 2025 MLS Property Information Network, Inc.. All rights reserved.

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.

MLS PIN data last updated at 2025-12-05 13:01:00

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