20 Chestnut St, Unit 1

$18,000
Price
4
Beds
3,335 Sq. Ft.
$65 / Sq. Ft.
3,335
Sq. Ft.
$65
per Sq. Ft.

Description

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...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.
  1. Listed by Beth Dickerson • Gibson Sotheby's International Realty

Property Details for 20 Chestnut Street, Unit 1

Town
Boston
MLS Area
Beacon Hill
Area
MA-Boston-Beacon Hill, MA-Boston
Style
Garden
Garage Spaces
1
Parking Spaces
1.00
Parking Spaces Total
2
LISTING UPDATED: 11/29/2025 03:07 AM

Property Details for 20 Chestnut Street, Unit 1

StatusActive
MLS #73443468
Days on Market59
Rental Incentives-
Available Date12/05/2025
Furnished-
Compass TypeRental
MLS TypeRental / Condominium
Year Built1880
CountySuffolk County

Location

Listing Courtesy of Gibson Sotheby's International Realty, Beth Dickerson
Add your commute

Building Information for 20 Chestnut Street, Unit 1

Building/Complex20 Chestnut StFloor1Stories-Residences-Pet PolicyAllowedPet Policy DetailsYes w/ RestrictionsYear Built1880Lot Size-

Property Information for 20 Chestnut Street, Unit 1

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Park, Medical Facility, Bike Path, Highway Access, House of Worship, Marina, Private School, T-Station, University
  • Living Area: 3335.0
  • SqFt with Basement: No
  • Type of Condo: Condo
  • Waterfront: No
  • Water View: No
  • Year Built Details: Approximate
Features
Interior Features
  • Appliances: Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator
  • Num of Baths: 4.0
  • Num of Full Baths: 3
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 3.50
  • Bathrooms Total Integer: 4
  • FireplaceYN: Yes
  • Fireplaces: 3
  • Laundry Features: In Basement, In Unit
  • Primary Bath: Yes
  • SpaYN: No
Exterior Features
  • Exterior Features: Patio, Fenced Yard, Garden
  • Exterior Features: Fenced Yard, Garden Area, Patio
  • Fencing: Fenced
  • Patio And Porch Features: Patio
Parking Features
  • Covered Spaces: 1.00
  • Garage: Yes
Utilities
  • Cooling: Yes
Room Information
Primary Bedroom
  • Primary Bedroom Level: Basement
Bedroom 2
  • Bedroom2 Level: Basement
Bedroom 3
  • Bedroom3 Level: Basement
Bedroom 4
  • Bedroom4 Level: First
Bathroom 1
  • Bathroom1 Level: Basement
Bathroom 2
  • Bathroom2 Level: Basement
Bathroom 3
  • Bathroom3 Level: First
Dining Room
  • Dining Room Level: First
Family Room
  • Family Room Level: First
Kitchen
  • Kitchen Level: First
Living Room
  • Room Living Room Level: First
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Disclosures: 4-9 month lease. Also available for sale $6,495,000. Listing agent needs to show show for sale with advanced notice.
Tax Information
  • Listing Terms: Lease Option
  • Tax ID: 3356418
Building / Association Information
Living Characteristics
  • Beds Total: 4
Income / Expenses
  • Insurance Required: Yes
Complex & Association Information
  • Adult Community: No
Unit Information
Unit Information
  • Unit Building: 1
  • Unit Floor Level Integer: 1.0
Rental Info
Rental Info
  • Date Available: 12-06-2025
  • Available Now: Yes

Property History for 20 Chestnut Street, Unit 1

DateEvent & SourcePriceAppreciation
Nov 25, 2025

Price Change

MLS PIN #73443468

$18,000—
Oct 28, 2025

Price Change

MLS PIN #73443468

$20,000—
Oct 14, 2025

Listed (Active)

MLS PIN #73443468

$22,000—
Sep 5, 2025

Canceled

MLS PIN #73410995

$22,000—
Jul 30, 2025

Listed (Active)

MLS PIN #73410995

$25,000—
Jul 27, 2025

Temporarily Withdrawn

MLS PIN #73381742

$26,000—
May 29, 2025

Listed (Active)

MLS PIN #73381742

$27,000—
May 27, 2025

Canceled

MLS PIN #73364000

$28,000—
Apr 24, 2025

Listed (Active)

MLS PIN #73364000

$28,000—
Feb 21, 2025

Canceled

MLS PIN #73279417

$24,000—
Feb 21, 2025

Temporarily Withdrawn

MLS PIN #73279417

$24,000—
Aug 19, 2024

Listed (Active)

MLS PIN #73279417

$27,000—
Aug 13, 2024

Rented

MLS PIN #73230825

$27,000—
Aug 13, 2024

Contingent

MLS PIN #73230825

—
Jun 12, 2024

Price Change

MLS PIN #73230825

$30,000—
May 1, 2024

Listed (Active)

MLS PIN #73230825

$32,500—
Jul 18, 2022

Rented

MLS PIN #73010452

$27,000—
Jul 18, 2022

Canceled

MLS PIN #73010455

$36,000—
Jul 18, 2022

Contingent

MLS PIN #73010452

—
Jul 12, 2022

Listed (Active)

MLS PIN #73010455

$36,000—
Jul 12, 2022

Listed (Active)

MLS PIN #73010452

$30,000—
Mar 1, 2010

Rented

MLS PIN #71033661

$13,500—
Mar 1, 2010

Contingent

MLS PIN #71033661

—
Feb 17, 2010

Listed (Active)

MLS PIN #71033661

$13,500—
DateEvent & SourcePrice
11/25/2025

Price Change

MLS PIN #73443468

$18,000
10/28/2025

Price Change

MLS PIN #73443468

$20,000
10/14/2025

Listed (Active)

MLS PIN #73443468

$22,000
09/05/2025

Canceled

MLS PIN #73410995

$22,000
07/30/2025

Listed (Active)

MLS PIN #73410995

$25,000
07/27/2025

Temporarily Withdrawn

MLS PIN #73381742

$26,000
05/29/2025

Listed (Active)

MLS PIN #73381742

$27,000
05/27/2025

Canceled

MLS PIN #73364000

$28,000
04/24/2025

Listed (Active)

MLS PIN #73364000

$28,000
02/21/2025

Canceled

MLS PIN #73279417

$24,000
02/21/2025

Temporarily Withdrawn

MLS PIN #73279417

$24,000
08/19/2024

Listed (Active)

MLS PIN #73279417

$27,000
08/13/2024

Rented

MLS PIN #73230825

$27,000
08/13/2024

Contingent

MLS PIN #73230825

—
06/12/2024

Price Change

MLS PIN #73230825

$30,000
05/01/2024

Listed (Active)

MLS PIN #73230825

$32,500
07/18/2022

Rented

MLS PIN #73010452

$27,000
07/18/2022

Canceled

MLS PIN #73010455

$36,000
07/18/2022

Contingent

MLS PIN #73010452

—
07/12/2022

Listed (Active)

MLS PIN #73010455

$36,000
07/12/2022

Listed (Active)

MLS PIN #73010452

$30,000
03/01/2010

Rented

MLS PIN #71033661

$13,500
03/01/2010

Contingent

MLS PIN #71033661

—
02/17/2010

Listed (Active)

MLS PIN #71033661

$13,500

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Schools near 20 Chestnut Street, Unit 1

This home is within Boston Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 12
Public - 9 to 12
Public - 2 to 12
Rating
School
Distance
Josiah Quincy Elementary School
PublicPK to 5

Quincy Upper School
Public6 to 12

Snowden Int'L High School
Public9 to 12

Mel H King Elementary
Public2 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

20 Chestnut Street, Unit 1 is available for rent in Boston, MA 02108. This property was listed on October 14, 2025 by Gibson Sotheby's International Realty, it's currently listed at $18,000. It has been on the market for a total of 59 days and was last rented on August 13, 2024. This listing's school district is Boston Public Schools. Nearby schools include Josiah Quincy Elementary School, Quincy Upper School and Snowden Int'L High School. 20 Chestnut Street, Unit 1 is a 4-bed, 4-bath, 3,335 sqft a property built in 1880.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the owner. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Gibson Sotheby's International Realty, Beth Dickerson

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, 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., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.