$6,495,000
$500K PRICE DROP

20 Chestnut St Unit 1 Boston, MA 02108

Beacon Hill Neighborhood

Estimated payment $43,229/month

Total Views 26,265
4 Beds
3.5 Baths
3,485 Sq Ft
$1,864 Price per Sq Ft

Highlights

  • Medical Services
  • Property is near public transit
  • 3 Fireplaces
  • Brownstone
  • Wood Flooring
  • 4-minute walk to The Boston Common Frog Pond

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

Listing Agent

Beth Dickerson

Gibson Sotheby's International Realty Listed on: 09/03/2025

Gibson Sotheby's International Realty

Property Details

Home Type

  • Condominium

Est. Annual Taxes

  • $83,283

Year Built

  • Built in 1880

HOA Fees

  • $1,990 Monthly HOA Fees

Parking

  • 1 Car Attached Garage
  • Parking Storage or Cabinetry
  • Heated Garage

Home Design

  • Brownstone
  • Entry on the 1st floor

Interior Spaces

  • 3,485 Sq Ft Home
  • 2-Story Property
  • Wet Bar
  • 3 Fireplaces
  • French Doors
  • Intercom
  • Basement

Kitchen

  • Range with Range Hood
  • Microwave
  • Freezer
  • Dishwasher
  • Wine Refrigerator
  • Disposal

Flooring

  • Wood
  • Tile

Bedrooms and Bathrooms

  • 4 Bedrooms

Laundry

  • Laundry in unit
  • Dryer
  • Washer

Outdoor Features

  • Courtyard

Location

  • Property is near public transit
  • Property is near schools

Utilities

  • Central Heating and Cooling System
  • Baseboard Heating
  • Hot Water Heating System

Listing and Financial Details

  • Assessor Parcel Number W:05 P:01466 S:002,3356418

Community Details

Overview

  • Association fees include heat, water, sewer, insurance
  • 2 Units

Amenities

  • Medical Services
  • Shops

Recreation

  • Park
  • Jogging Path

Pet Policy

  • Call for details about the types of pets allowed

Property Details

Home Type

Condominium

Est. Annual Taxes

$83,283

Year Built

Built in 1880

Lot Details

0

HOA Fees

$1,990 per month

Parking

1

Listing Details

  • Property Type: Residential
  • Property Sub Type: Condominium
  • Structure Type: Brownstone, Duplex
  • Year Built: 1880
  • Entry Level: 1
  • Year Built Details: Approximate
  • Special Features: None
  • Stories: 2

Interior Features

  • Flooring: Tile, Hardwood
  • Interior Amenities: Wet Bar
  • Door Features: French Doors
  • Entry Location: Unit Placement(Street,Front,Back)
  • Fireplace YN: Yes
  • Fireplaces: 3
  • Appliances: Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, Range Hood
  • Total Bedrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Total Bathrooms: 4
  • Master Bathroom Features: Yes
  • Laundry Features: In Unit
  • Basement: Y
  • Above Grade Finished Sq Ft: 3485
  • Living Area: 3485
  • Other Equipment: Intercom
  • Spa YN: No
  • Stories Total: 2
  • MAIN LO: BB5918

Exterior Features

  • Exterior Features: Courtyard
  • Home Warranty YN: No
  • Waterfront YN: No
  • Waterview Flag: No

Garage/Parking

  • Garage Spaces: 1
  • Attached Garage YN: Yes
  • Carport Y N: No
  • Covered Parking Spaces: 1
  • Garage YN: Yes
  • Parking Features: Attached, Heated Garage, Storage

Utilities

  • Sewer: Public Sewer
  • Cooling: Central Air
  • Heating: Central, Baseboard
  • Cooling Y N: Yes
  • Heating YN: Yes
  • Security Features: Intercom
  • Water Source: Public

Condo/Co-op/Association

  • Association Amenities: Hot Water
  • Association Fee: 1990
  • Association Fee Frequency: Monthly
  • Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Highway Access, Private School, T-Station, University
  • Senior Community YN: No
  • MANAGEMENT: Professional - Off Site

Fee Information

  • Association Fee Includes: Heat, Water, Sewer, Insurance

Lot Info

  • Parcel Number: W:05 P:01466 S:002,3356418
  • Zoning: CD
  • Farm Land Area Units: Square Feet
  • Lot Size Acres: 0.04
  • Lot Size Sq Ft: 1728
  • Lot Size Units: Acres
  • Property Attached YN: Yes

Rental Info

  • Pets Allowed: Yes w/ Restrictions

Tax Info

  • Tax Year: 2025
  • Tax Annual Amount: 83283

Multi Family

  • Number Of Units Total: 2
  • Basement Included Sq Ft: No

Map

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $83,283 $7,192,000 $0 $7,192,000
2024 $78,393 $7,192,000 $0 $7,192,000
2023 $74,234 $6,911,900 $0 $6,911,900
2022 $72,295 $6,644,800 $0 $6,644,800
2021 $26,608 $2,493,700 $0 $2,493,700
2020 $23,231 $2,199,900 $0 $2,199,900
2019 $0 $2,110,500 $12,300 $2,098,200
2018 $0 $1,991,200 $12,300 $1,978,900
2017 $0 $1,933,400 $12,300 $1,921,100
2016 -- $1,659,600 $12,300 $1,647,300
2015 -- $1,659,600 $12,300 $1,647,300
2014 $15,432 $1,226,700 $0 $1,226,700
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
11/25/2025 11/25/25 Price Changed $18,000 -10.0% $5 / Sq Ft
10/28/2025 10/28/25 Price Changed $20,000 -9.1% $6 / Sq Ft
10/14/2025 10/14/25 For Rent $22,000 0.0% --
09/11/2025 09/11/25 Price Changed $6,495,000 -7.1% $1,864 / Sq Ft
09/03/2025 09/03/25 For Sale $6,995,000 +599.5% $2,007 / Sq Ft
04/29/2025 04/29/25 Sold $1,000,000 +3233.3% $645 / Sq Ft View Prior Sale
03/12/2025 03/12/25 Pending -- -- --
11/29/2024 11/29/24 Off Market $30,000 -- --
10/09/2024 10/09/24 For Sale $1,099,000 0.0% $709 / Sq Ft
09/30/2024 09/30/24 For Rent $30,000 +11.1% --
08/13/2024 08/13/24 Rented $27,000 0.0% --
07/17/2024 07/17/24 Price Changed $27,000 -10.0% $7 / Sq Ft
06/12/2024 06/12/24 Price Changed $30,000 -7.7% $8 / Sq Ft
05/01/2024 05/01/24 For Rent $32,500 +20.4% --
07/18/2022 07/18/22 Rented $27,000 -10.0% --
07/12/2022 07/12/22 For Rent $30,000 0.0% --
08/29/2018 08/29/18 Sold $4,000,000 -11.1% $1,282 / Sq Ft View Prior Sale
05/12/2018 05/12/18 Pending -- -- --
03/05/2018 03/05/18 For Sale $4,500,000 +25.0% $1,443 / Sq Ft
12/17/2013 12/17/13 Sold $3,600,000 0.0% $1,154 / Sq Ft View Prior Sale
11/04/2013 11/04/13 Pending -- -- --
10/17/2013 10/17/13 Off Market $3,600,000 -- --
09/24/2013 09/24/13 For Sale $3,900,000 -- $1,250 / Sq Ft
Source: MLS Property Information Network (MLS PIN)

Purchase History

Date Type Sale Price Title Company
Deed $4,000,000 --
Deed $4,000,000 --
Deed $3,600,000 --
Deed $3,600,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $3,200,000 Purchase Money Mortgage
Closed $3,200,000 Purchase Money Mortgage
Previous Owner $1,500,000 Commercial
Source: Public Records

Source: MLS Property Information Network (MLS PIN)

MLS Number: 73425403

MLS Property Information Network (MLS PIN)

APN: CBOS-000000-000005-001466-000002