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Active

27 Chestnut Street #GA

Boston, MA 02108

$2,699,000
3Bedrooms
2Bathrooms
2,180Square feet
1913Year built

Residential · Active · MLS #73504892
Listing Courtesy of Gibson Sotheby's International Realty | Rebecca Davis Tulman And Leslie Singleton Adam

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MLS PIN data

About this home

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.

Property information

Details at a glance

Interior

Rooms
7
Heating
Forced Air, Natural Gas
Cooling
Central Air
Flooring
Concrete, Other

Building

Style
Condominium
Year built
1913
Roof
Other

Land & utilities

Water
Public
Sewer
Public Sewer
Zoning
Res

Financial

Annual taxes
$15,918
Assessment year
2026
HOA fee
1233.25

Listing history

Price and status timeline

  1. Ter

    $2,750,000 · Sep 2, 2025

  2. Ter

    $2,750,000 · Feb 4, 2025

  3. Ter

    $2,899,000 · Sep 27, 2024

Property value estimate

An informed starting point

Estimated value$2,589,898

Estimated range $2,160,408$3,019,388

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Automated estimates are not appraisals or guarantees of market value.

Comparable sales

Recent properties for context

Recent comparable sales are not available for this property.

Photo insights

Condition signals

Overall presentationaverage

Generated from listing photography; not a substitute for an inspection.

Local market context

How this home compares in Beacon Hill

MetricThis propertyBeacon Hill
List price$2,699,000$3,550,00024% below local
Price / sq ft$1,238$1,60223% below local
Days on market906930% above local
Explore homes in Boston

Active neighborhood listing statistics from MLS PIN as of September 6, 2026. Asking prices are not completed-sale values.

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Common questions

About 27 Chestnut Street #GA

Can I schedule a private showing?

Yes. Request a tour of 27 Chestnut Street #GA and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.