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27 Chestnut Street, Boston MA 02108

Boston, MA 02108 • Beacon Hill
$2,699,000
Est. $16,407/month
3
Beds
2
Baths
2,180
Sq Ft
$1,238
Price/Sq Ft
1913
Year Built
11 hours 38 minutes
Time on Market
Active Listed Apr 21, 2026 • MLS# 73504892 Copied!

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.

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Property Overview

Property Type
Condominium
Listing Type
For Sale
Year Built
1913
Bedrooms
3
Full Bathrooms
2
Living Area
2,180 sq ft
Total Rooms
7
Stories
2
Entry Level
1

Facts & Features

Central AC

Home Facts

Type Residential
Style Condominium
Year Built 1913
Living Area 2,180 sq ft
Bedrooms 3
Full Baths 2
Total Rooms 7

Interior

Heating Forced Air, Natural Gas
Cooling Central Air
Flooring Concrete, Other
Appliances Range, Dishwasher, Refrigerator, Freezer, Washer, Dryer
Fireplace None
Basement N
Laundry In Unit, Electric Dryer Hookup
Features None

Exterior

Construction See Remarks
Architecture Other (see Remarks)
Roof Other
Features Deck - Roof, Patio, Patio - Enclosed
Pool None
Spa None
Fencing None
Patio/Porch Deck - Roof, Patio, Patio - Enclosed

Parking

Features On Street

Utilities

Electric None
Water Public
Sewer Public Sewer
Gas None
Other For Electric Range, For Electric Oven, For Electric Dryer

Financial

Annual Tax $15,918
Assessed Value $1,623,100

Interior Features

Flooring: Concrete, Other
Appliances: Range, Dishwasher, Refrigerator, Freezer, Washer, Dryer
Interior Features:
Windows:
Basement: N
Laundry: In Unit, Electric Dryer Hookup
Security: Intercom, Other

Construction & Materials

Style: Other (See Remarks)
Year Built: 1913
Structure Type: High-Rise
Exterior Materials: See Remarks
Roof: Other
Foundation:
Stories: 2

Heating, Cooling & Utilities

Heating: Forced Air, Natural Gas
Heating Zones: 2
Cooling: Central Air
Cooling Zones: 2
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Deck - Roof, Patio, Patio - Enclosed
Patio & Porch: Deck - Roof, Patio, Patio - Enclosed
Fencing:
Other Structures:
Lot Features:
Road Surface:

Parking & Garage

Parking Features: On Street

Location

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Neighborhood

Beacon Hill

27 Chestnut Street, Boston MA 02108

Boston, MA 02108

Walkability

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Nearby Schools

School District
Boston School District local
C-
🎓 Where Graduates Go Class of 2021
52% attend college
38% 4-Year 14% 2-Year 7% Out of State 7% Working
School Safety 2024-25
3.7% Above Average
3.2% Suspensions 0.3% In-School 0.5% Emergency
1.8% below state avg
E

Elementary Schools

3 schools
Advent School
0.2 mi
Grades K-06
Park Street School
0.2 mi
Grades K-07
The Learning Project
0.6 mi
Grades K-06
M

Middle Schools

1 school
B+
Darby Vassall Upper School
1.3 mi | #118 of 352 | Score: 47.5
Improved 26 spots from last year
-10.7 below state avg
298 students Very Diverse
Rising School Diverse Student Body
Grades 06-08
H

High Schools

3 schools
C-
Edward M. Kennedy Academy for Health Careers: A Horace Mann Charter Public School - Lower Campus
0.6 mi | #307 of 346 | Score: 36.8
Improved 17 spots from last year
-21.4 below state avg
383 students Diverse
High Graduation Rate Career Tech Programs College Ready Curriculum
Grades 09-11
Commonwealth School
0.7 mi
Grades 09-12
Snowden International
0.7 mi
Learn about these ratings

Monthly Payment Calculator

Monthly Payment
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Principal, interest, taxes & insurance
Loan Amount
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After down payment
Total Interest
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Over life of loan
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Including down payment
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Down: $0
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,327
Homeowners Insurance $200
HOA Fee $1,233/mo
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

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Current Rate
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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Property History

Property Timeline

🏠
Listed for Sale
Apr 21, 2026
$2,699,000
Original listing
Agent: Rebecca Davis Tulman and Leslie Singleton Adam Office: Gibson Sotheby's International Realty

Price & Status History

Date Event Price Change
Apr 21, 2026 New Listing Added $2,699,000

Market Statistics

Time on Market
11 hours 38 minutes
Price per Sq Ft
$1,238

Tax History

Year Taxes Assessment
2026 $15,918 $1,623,100

Financial Details

Annual Property Tax
$15,918
Tax Year 2026
HOA Fee
$1,233
Monthly
Assessed Value
$1,623,100

Listing Information

Listing Agent Rebecca Davis Tulman and Leslie Singleton Adam
Listing Office Gibson Sotheby's International Realty
Agent MLS ID TM348767
Office MLS ID AN7429
Listing Data Updated Apr 21, 2026 4:20 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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