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You are here:
Home Boston Beacon Hill Condos for Sale

20 Chestnut St. Boston, MA 02108

$6,995,000
4 Beds
4 Baths
3640 SQFT
Acres: N/A
$1,790 HOA
20 Chestnut St.
Boston, MA 02108

Property Description

Welcome to 20 Chestnut St; U:1, a meticulously renovated Brownstone condominium and private Carriage House atop Beacon Hill, where historic charm meets modern elegance. This exquisite home offers four bedrooms, three & a half bathrooms, private courtyard and garage parking. Dream kitchen, complete with a butler’s pantry, seamlessly flows into a grand dining and living area, featuring dual fireplaces, soaring ceilings, Juliet balcony, and powder room. The lavish primary suite is atrue retreat, boasting a spa-like bathroom, dual closets, fireplace, and french doors overlooking the private courtyard. Two well-appointed bedrooms, full bathroom, laundry room, and wet bar complete the main living. Step outside to the large tranquil private courtyard, a serene urban oasis adjacent to the au-pair suite above the carriage house offering endless possibilities - ideal for home office, guest house, or stylish lounge. Steps from Charles St. & the Boston Common, home delivers unmatched city living.

Property Overview

Property Details click or tap to expand

Kitchen, Dining, and Appliances

  • Kitchen Dimensions: 23X17
  • Kitchen Level: Second Floor
  • Breakfast Bar / Nook, Closet/Cabinets - Custom Built, Crown Molding, Decorative Molding, Flooring - Hardwood, Kitchen Island, Lighting - Overhead, Lighting - Pendant, Pot Filler Faucet, Wet bar, Window(s) - Bay/Bow/Box, Window(s) - Picture
  • Dishwasher, Dryer, Freezer, Microwave, Range, Refrigerator, Refrigerator - Wine Storage, Vent Hood, Washer
  • Dining Room Dimensions: 22X17
  • Dining Room Level: Second Floor
  • Dining Room Features: Cable Hookup, Crown Molding, Decorative Molding, Fireplace, Flooring - Hardwood, Lighting - Pendant, Lighting - Sconce, Window(s) - Bay/Bow/Box, Window(s) - Picture

Bedrooms

  • Bedrooms: 4
  • Master Bedroom Dimensions: 23X13
  • Master Bedroom Level: First Floor
  • Master Bedroom Features: Bathroom - Double Vanity/Sink, Bathroom - Full, Closet - Walk-in, Crown Molding, Decorative Molding, Exterior Access, Fireplace, Flooring - Hardwood, Flooring - Marble, Lighting - Sconce, Recessed Lighting, Window(s) - Bay/Bow/Box, Window(s) - Picture
  • Bedroom 2 Dimensions: 11X13
  • Bedroom 2 Level: First Floor
  • Master Bedroom Features: Cable Hookup, Closet, Crown Molding, Decorative Molding, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Lighting - Sconce, Recessed Lighting, Wet bar, Window(s) - Bay/Bow/Box, Window(s) - Picture
  • Bedroom 3 Dimensions: 14X17
  • Bedroom 3 Level: First Floor
  • Master Bedroom Features: Cable Hookup, Closet, Crown Molding, Decorative Molding, Flooring - Hardwood, Recessed Lighting, Window(s) - Bay/Bow/Box, Window(s) - Picture

Other Rooms

  • Total Rooms: 9
  • Living Room Dimensions: 21X17
  • Living Room Level: Second Floor
  • Living Room Features: Cable Hookup, Crown Molding, Decorative Molding, Fireplace, Flooring - Hardwood, Lighting - Pendant, Lighting - Sconce, Recessed Lighting, Window(s) - Bay/Bow/Box, Window(s) - Picture

Bathrooms

  • Full Baths: 3
  • Half Baths 1
  • Bathroom 1 Level: Second Floor
  • Bathroom 1 Features: Flooring - Stone/Ceramic Tile, Recessed Lighting
  • Bathroom 2 Level: First Floor
  • Bathroom 2 Features: Flooring - Stone/Ceramic Tile, Recessed Lighting
  • Bathroom 3 Level: First Floor
  • Bathroom 3 Features: Flooring - Stone/Ceramic Tile, Recessed Lighting

Amenities

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

Utilities

  • Heating: Central Heat, Electric, Extra Flue, Gas, Heat Pump
  • Cooling: Central Air
  • Water: City/Town Water, Private
  • Sewer: City/Town Sewer, Private

Unit Features

  • Square Feet: 3640
  • Unit Building: 1
  • Unit Level: 1
  • Security: Intercom, TV Monitor
  • Floors: 2
  • Pets Allowed: No
  • Fireplaces: 3
  • Laundry Features: In Unit
  • Accessability Features: Unknown

Condo Complex Information

  • Condo Type: Condo
  • Complex Complete: U
  • Year Converted: 2020
  • Number of Units: 3
  • Elevator: No
  • Condo Association: U
  • HOA Fee: $1,790
  • Management: Professional - Off Site

Construction

  • Year Built: 1880
  • Style: Antique, Brownstone, Courtyard, Duplex, Gambrel /Dutch, Mid-Century Modern
  • Construction Type: Brick
  • Flooring Type: Hardwood, Marble
  • Lead Paint: Unknown
  • Warranty: No

Garage & Parking

  • Garage Parking: Assigned, Deeded, Detached, Garage Door Opener, Heated, Side Entry, Storage
  • Garage Spaces: 1
  • Parking Features: 1-10 Spaces, Assigned, Attached, Deeded, Garage, Off-Street, On Street Permit, Open, Other (See Remarks)
  • Parking Spaces: 1

Exterior & Grounds

  • Exterior Features: Balcony, Decorative Lighting, Patio, Sprinkler System, Storage Shed
  • Pool: No

Other Information

  • MLS ID# 73381746
  • Last Updated: 05/30/25

Property History click or tap to expand

Date Event Price Price/Sq Ft Source
05/29/2025New$6,995,000$1,922MLSPIN
05/27/2025Canceled$6,995,000$1,922MLSPIN
03/22/2025Active$6,995,000$1,922MLSPIN
03/18/2025New$6,995,000$1,922MLSPIN
07/16/2024Canceled$6,995,000$1,922MLSPIN
06/22/2024Active$6,995,000$1,922MLSPIN
06/18/2024Price Change$6,995,000$1,922MLSPIN
04/13/2024Active$7,100,000$1,951MLSPIN
04/09/2024New$7,100,000$1,951MLSPIN
08/29/2018Sold$4,000,000$1,282MLSPIN
05/25/2018Under Agreement$4,500,000$1,443MLSPIN
05/12/2018Contingent$4,500,000$1,443MLSPIN
03/05/2018Active$4,500,000$1,443MLSPIN
12/17/2013Sold$3,600,000$1,154MLSPIN
11/04/2013Under Agreement$3,900,000$1,250MLSPIN
10/17/2013Contingent$3,900,000$1,250MLSPIN
09/24/2013Active$3,900,000$1,250MLSPIN
09/23/2013Expired$3,900,000$1,250MLSPIN
02/08/2013Active$4,300,000$1,379MLSPIN
02/08/2013Active$3,900,000$1,250MLSPIN
06/01/2007Sold$3,000,000$948MLSPIN
04/27/2007Under Agreement$3,250,000$1,028MLSPIN
03/31/2007Active$3,400,000$1,075MLSPIN
03/31/2007Active$3,250,000$1,028MLSPIN
03/30/2007Canceled$3,400,000$1,075MLSPIN
12/04/2006Temporarily Withdrawn$3,400,000$1,075MLSPIN
10/16/2006Active$3,400,000$1,075MLSPIN

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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

Seller's Representative: Nicole Stabnikov, Commonwealth Standard Realty Advisors
MLS ID#: 73381746

© 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 2025-05-30 09:08:00

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