Residence photography unavailable
01 / 12
For Sale

27 Chestnut Street, Boston MA 02108

Boston, MA 02108

$2.7M
3 BD · 2 BA · 2,180 sf · Built 1913
The residence

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.

At a glance
Property type
Condominium
Status
Active
Year built
1913
Living area
2,180 sf
MLS#
af06b62c8417a0fc79f730cb32ad4e8f
Beds · Baths
3 · 2
Location

Boston, MA.

Boston keeps its history in plain sight — brick, granite and gaslight along streets laid down long before the grid. Life here runs on short distances: the harbour, the Common, the theatre district and the river all within a walk of one another.

Estimated Monthly Payment+
$13K/mo
Approximate · principal & interest only
Display Currency
$2.7M

Indicative conversion — settlement always in USD.

Private Showing

Arrange a viewing.

A senior advisor will reply personally to coordinate access at a time that suits you. All inquiries are held in confidence.

Submitted in confidence to the listing advisor. By submitting, you consent to be contacted by SZ INC. Realty at the number and email provided, including by call and text; message and data rates may apply, and consent is not a condition of any purchase or lease. See our Privacy Policy.

Listing courtesy of Gibson Sotheby's International Realty · MLSPIN

MLS Property Information Network.The property listing data and information 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 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.

Listings updated Oct 17, 2026

Fair Housing