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27 Chestnut Street GABoston, MA 02108

For Sale

$2,699,000

Smart Buyer Rebate $13,495

This spectacular 3+ bedroom, 2 bath duplex w/ 18ft ceilings combines Beacon Hill elegance w/ contemporary style! With a unique double height living room, the spaces are extraordinary, creating an architectural masterpiece all within one of the most notable South Slope buildings. Oversized windows add to the appeal of this incredible condo. Polished concrete flooring along w/ industrial elements including a metal staircase & steel beam accents, create a space that is both visually appealing, as well as open, inviting & dramatic. A private entry is located off the building's enclosed courtyard-a hidden oasis. An inviting sitting room, bdrm & bath are located on the upper floor that overlooks the expansive lower floor where the living room & den have access to a charming enclosed patio. Two addt'l bdrms & a bath are located on one side of the unit, and the opposite side offers a large dining room & fantastic oversized kitchen. Common courtyard, common deck w/sweeping views, live-in super.

Listed by Rebecca Davis Tulman and Leslie Singleton Adam

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Gibson Sotheby's International Realty

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(617) 5105050

Last updated April 25, 2026

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Source: MLSPin #73504892

Listing Facts

  • TypeCondo
  • NeighborhoodSouth Slope
  • Bedrooms3
  • Bathrooms2
  • Days on Prevu10
  • HOA/Maint. Fees$1,233.25/month
  • Taxes$15,918.03/year
  • Size2,180 sqft
  • Price per sqft$1,238

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Pets Allowed
  • Air Conditioning
  • Storage
  • Fitness Center

Location

Mortgage Calculator

Listing History

04/21/2026
Listed by Gibson Sotheby's International Realty
$2,699,000

Property Details for 27 Chestnut Street GA

Association

Amenities

  • Association Amenities: Hot Water, Elevator(s), Fitness Center, Storage, Garden Area
  • Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Bike Path, T-Station, Other
  • Pets Allowed: Yes

Fees

  • Association Fee: $1,233.25 Monthly
  • Association Fee Includes: Heat, Water, Sewer, Insurance, Maintenance Structure, Maintenance Grounds, Snow Removal, Trash, Air Conditioning, Reserve Funds

Exterior

Construction

  • Number Of Units Total: 30
  • Property Attached: Yes
  • Roof: Other
  • Stories: 2
  • Stories Total: 2
  • Structure Type: High-Rise
  • Year Built: 1913
  • Year Built Details: Approximate
  • Architectural Style: Other (See Remarks)
  • Construction Materials: See Remarks
  • Entry Level: 1
  • Exterior Features: Deck - Roof, Patio, Patio - Enclosed

Features

  • Patio And Porch Features: Deck - Roof, Patio, Patio - Enclosed

Measurements

  • Building Area Total: 2,180
  • Building Area Units: Square Feet
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 1278300
  • Tax Annual Amount: $15,918.03
  • Tax Assessed Value: $1,623,100.00
  • Tax Year: 2026

Interior

Features

  • Appliances: Range, Dishwasher, Refrigerator, Freezer, Washer, Dryer
  • Flooring: Concrete, Other

Measurements

  • Living Area: 2,180
  • Living Area Source: Master Deed

Rooms

  • Basement: N
  • Bathrooms Full: 2
  • Bathrooms Total Integer: 2
  • Bedrooms Total: 3
  • Rooms Total: 7

Parking

Parking

  • Open Parking: Yes
  • Parking Features: On Street

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Heating: Forced Air, Natural Gas
  • Has Heating: Yes
  • Laundry Features: In Unit, Electric Dryer Hookup
  • Sewer: Public Sewer
  • Utilities: For Electric Range, For Electric Oven, For Electric Dryer
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this condo have?

There are 3 bedrooms and 2 bathrooms in this condo at 27 Chestnut Street GA.

Are pets allowed at 27 Chestnut Street?

Yes, 27 Chestnut Street allows pets.

What are the annual taxes for 27 Chestnut Street GA?

Annual taxes for this condo are estimated at $15,918.

How does 27 Chestnut Street GA compare to other condos in South Slope?

This condo is listed 54% below the average price for condos in South Slope and has been on the market for 95 less days than the typical home in this area.

What is the square footage on this condo?

According to the MLS, this listing is 2,180 sqft.

27 Chestnut Street GA is a 3-bedroom, 2-bath condo for sale in Boston MA 02108. Listed on Prevu for 10 days at $2,699,000. This property features 2,180 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 private outdoor space, dishwasher, pets allowed, air conditioning, storage, fitness center, and washer/dryer. View other 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.