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20 Chestnut Street 1Boston, MA 02108

For Sale

$6,495,000

Smart Buyer Rebate $32,475

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

Listed by Beth Dickerson

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Gibson Sotheby's International Realty

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617-510-8565

Last updated December 05, 2025

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Source: MLSPin #73425403

Listing Facts

  • TypeCondo
  • NeighborhoodSouth Slope
  • Bedrooms4
  • Bathrooms4
  • Days on Prevu99
  • HOA/Maint. Fees$1,990/month
  • Taxes$83,283/year
  • Size3,485 sqft
  • Price per sqft$1,864

Amenities

  • Dishwasher
  • Washer/Dryer
  • Pets Allowed
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

09/11/2025
Price Decreased
$6,495,000
09/03/2025
Listed by Gibson Sotheby's International Realty
$6,995,000

Property Details for 20 Chestnut Street 1

Association

Amenities

  • Association Amenities: Hot Water
  • Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Highway Access, Private School, T-Station, University
  • Pets Allowed: Yes w/ Restrictions

Fees

  • Association Fee: $1,990.00 Monthly
  • Association Fee Includes: Heat, Water, Sewer, Insurance

Exterior

Construction

  • Number Of Units Total: 2
  • Property Attached: Yes
  • Stories: 2
  • Stories Total: 2
  • Structure Type: Brownstone, Duplex
  • Year Built: 1880
  • Year Built Details: Approximate
  • Entry Level: 1
  • Entry Location: Unit Placement(Street,Front,Back)
  • Exterior Features: Courtyard

Measurements

  • Building Area Total: 3,485
  • Building Area Units: Square Feet
  • Lot Size Acres: 0.04
  • Lot Size Area: 0
  • Lot Size Square Feet: 1,728
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: W:05 P:01466 S:002,3356418
  • Tax Annual Amount: $83,283.00
  • Tax Assessed Value: $7,192,000.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, Range Hood
  • Fireplace: Yes
  • Fireplaces Total: 3
  • Flooring: Tile, Hardwood
  • Interior Features: Wet Bar

Measurements

  • Living Area: 3,485
  • Living Area Source: Public Record

Rooms

  • Basement: Y
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 4
  • Rooms Total: 8

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 1
  • Garage Spaces: 1
  • Garage: Yes
  • Parking Features: Attached, Heated Garage, Storage
  • Parking Total: 1

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Heating: Central, Baseboard
  • Has Heating: Yes
  • Laundry Features: In Unit
  • Other Equipment: Intercom
  • Sewer: Public Sewer
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this condo have?

There are 4 bedrooms and 4 bathrooms in this condo at 20 Chestnut Street 1.

Does this condo have parking?

Yes, there is 1 parking space available for 20 Chestnut Street 1.

Are pets allowed at 20 Chestnut Street?

Yes, 20 Chestnut Street allows pets. Check the Property Details for any relevant restrictions.

What are the annual taxes for 20 Chestnut Street 1?

Annual taxes for this condo are estimated at $83,283.

How does 20 Chestnut Street 1 compare to other condos in South Slope?

This condo is listed 10% above the average price for condos in South Slope and has been on the market for 6 less days than the typical home in this area.

What is the square footage on this condo?

According to the MLS, this listing is 3,485 sqft.

20 Chestnut Street 1 is a 4-bedroom, 4-bath condo for sale in Boston MA 02108. Available on Prevu for 99 days at $6,495,000. This includes a recent price decrease of $500,000. This home features 3,485 square feet of living space, located in South Slope. The median listing price for condos in this area is $7,747,500. Property amenities include dishwasher, pets allowed, air conditioning, parking, and washer/dryer. Explore more condo listings in Boston.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. 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, leasing or renting 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, leasing or renting. 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, or as to the accuracy of any of the Images, set forth herein.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.