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107-109 Chestnut Street PH, Boston MA 02108 - Preview 1 107-109 Chestnut Street PH, Boston MA 02108 - Preview 2 107-109 Chestnut Street PH, Boston MA 02108 - Preview 3 107-109 Chestnut Street PH, Boston MA 02108 - Preview 4 107-109 Chestnut Street PH, Boston MA 02108 - Preview 5 107-109 Chestnut Street PH, Boston MA 02108 - Preview 6 107-109 Chestnut Street PH, Boston MA 02108 - Preview 7 107-109 Chestnut Street PH, Boston MA 02108 - Preview 8 107-109 Chestnut Street PH, Boston MA 02108 - Preview 9 107-109 Chestnut Street PH, Boston MA 02108 - Preview 10 107-109 Chestnut Street PH, Boston MA 02108 - Preview 11 107-109 Chestnut Street PH, Boston MA 02108 - Preview 12 107-109 Chestnut Street PH, Boston MA 02108 - Preview 13 107-109 Chestnut Street PH, Boston MA 02108 - Preview 14 107-109 Chestnut Street PH, Boston MA 02108 - Preview 15 107-109 Chestnut Street PH, Boston MA 02108 - Preview 16 107-109 Chestnut Street PH, Boston MA 02108 - Preview 17 107-109 Chestnut Street PH, Boston MA 02108 - Preview 18

107-109 Chestnut Street PH, Boston MA 02108

Boston, MA 02108 • Beacon Hill
$12,000,000
Est. $69,656/month
4
Beds
4.5
Baths
3,863
Sq Ft
$3,106
Price/Sq Ft
1913
Year Built
Condominium
Type
4 hours 22 minutes
Time on Market
Active Listed May 5, 2026 • MLS# 73512701 Copied!

About this home

Spectacular penthouse duplex in a stunning Italian Renaissance Revival masterpiece on Beacon Hill’s coveted Flat of the Hill, inspired by Isabella Stewart Gardner’s famed Fenway Court. Exceptionally unique, this architecturally significant residence has been masterfully transformed by the current owners through an extraordinary renovation. Spanning 4 bedrooms, 4.5 baths, and 3,863± SF, the home is complemented by five private outdoor spaces totaling ~1,300 SF—an unparalleled offering for seamless indoor-outdoor living. Grand living and entertaining spaces feature soaring ceilings, bespoke finishes, custom wood beams, and abundant natural light with panoramic Charles River views, just to name a few. A luxurious primary suite with two decks and a spa-inspired bath crowns the home. Elevator access, two parking spaces, and an unrivaled locations moment from the Public Garden and Charles Street complete this exceptional offering.

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Property Overview

Property Type
Condominium
Listing Type
For Sale
Year Built
1913
Bedrooms
4
Full Bathrooms
4
Half Bathrooms
1
Living Area
3,863 sq ft
Total Rooms
8
Stories
2
Entry Level
4

Facts & Features

Central AC

Home Facts

Type Residential
Style Condominium
Year Built 1913
Living Area 3,863 sq ft
Bedrooms 4
Full Baths 4
Half Baths 1
Total Rooms 8

Interior

Heating Central
Cooling Central Air
Flooring None
Appliances None
Fireplace None
Fireplaces 2
Basement N
Laundry In Unit
Features None

Exterior

Construction None
Architecture Other (see Remarks)
Roof None
Features Deck, Deck - Roof, Balcony, City View(s), Other
Pool None
Spa None
Fencing None
Patio/Porch Deck, Deck - Roof

Parking

Features Off Street
Total Spaces 2

Utilities

Electric None
Water Public
Sewer Public Sewer
Gas None
Other None

Financial

Annual Tax $73,070
Assessed Value $5,836,400

Interior Features

Flooring:
Appliances:
Interior Features:
Windows:
Basement: N
Laundry: In Unit
Security:

Construction & Materials

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

Heating, Cooling & Utilities

Heating: Central
Cooling: Central Air
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Deck, Deck - Roof, Balcony, City View(s), Other
Patio & Porch: Deck, Deck - Roof
Fencing:
Other Structures:
Lot Features:
Road Surface:

Parking & Garage

Total Parking Spaces: 2
Parking Features: Off Street

Special Features

Fireplaces: 2
Fireplace Type:
View: Yes
View Type: City
Community Amenities: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Bike Path, Highway Access, Private School, Public School, T-Station, University

Location

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Neighborhood

Beacon Hill

107-109 Chestnut Street PH, 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

10 schools
Park Street School
< 0.1 mi
Grades K-07
Advent School
0.1 mi
Grades K-06
The Learning Project
0.3 mi
Grades K-06
Kingsley Montessori School
0.7 mi
Grades PK-06
D
Melvin H. King South End Academy
0.9 mi | #24 of 25 | Score: 20.2
Improved 363 spots from last year
-38.1 below state avg
125 students Diverse
Rising School Diverse Student Body
Grades PK-12
F
Blackstone Elementary School
1.1 mi | #809 of 824 | Score: 26.3
Improved 12 spots from last year
-31.9 below state avg
582 students Moderate
Grades PK-06
St. John Elementary School
1.1 mi
Grades PK-08
A
Eliot K-8 Innovation School
1.2 mi | #48 of 352 | Score: 57.2
Improved 2 spots from last year
-1.1 below state avg
784 students Diverse
Strong Attendance
Grades PK-08
C
Hurley K-8 School
1.3 mi | #258 of 352 | Score: 35.8
Dropped 23 spots from last year
-22.4 below state avg
335 students Moderate
Grades PK-08
Kids Are People School
1.3 mi
Grades PK-12
M

Middle Schools

10 schools
Middle School Academy
2.0 mi
F
Higginson/Lewis K-8 School
2.6 mi | #349 of 352 | Score: 23.6
Improved 3 spots from last year
-34.6 below state avg
213 students Diverse
Grades 03-08
Nativity Prep School
2.8 mi
Grades 05-08
A
Uncommon Schools - Roxbury Preparatory Dorchester Campus Middle School
3.1 mi | #4 of 16 | Score: 41.9
Improved 187 spots from last year
-16.3 below state avg
1,126 students Diverse
Rising School College Ready Curriculum
Grades 05-08
Dearborn Middle School
3.4 mi
Mother Caroline Academy
3.4 mi
Grades 05-08
Epiphany School
4.4 mi
Grades 05-08
C
Ohrenberger School
7.7 mi | #265 of 352 | Score: 34.9
Improved 20 spots from last year
-23.3 below state avg
477 students Diverse
Rising School Diverse Student Body
Grades 03-08
Edwards Middle
1.6 mi
UP Academy
2.0 mi
H

High Schools

10 schools
Newman School
0.6 mi
Grades 07-12
C
Quincy Upper School
0.8 mi | #268 of 346 | Score: 44.6
Improved 4 spots from last year
-13.6 below state avg
557 students Very Diverse
12 sports • 208 athletes
High Graduation Rate Diverse Student Body
Grades 06-12
Cathedral High School
1.1 mi
9 sports • 430 athletes
Grades 07-12
D
Charlestown High School
1.7 mi | #322 of 346 | Score: 31.0
Improved 49 spots from last year
-27.2 below state avg
754 students Diverse
11 sports • 488 athletes
Early College Program Rising School
Grades 07-12
A+
Boston Latin School
2.0 mi | #19 of 346 | Score: 73.3
Improved 61 spots from last year
+15.1 above state avg
2,424 students Very Diverse
18 sports • 2,006 athletes
Strong AP Program High Graduation Rate Rising School Strong Athletics
Grades 07-12
A-
O'Bryant School of Math & Science
2.0 mi | #90 of 346 | Score: 61.1
Improved 94 spots from last year
+2.9 above state avg
1,509 students Very Diverse
High Graduation Rate Rising School College Ready Curriculum Diverse Student Body
Grades 07-12
B
Dearborn STEM Academy
2.1 mi | #13 of 25 | Score: 31.7
Improved 356 spots from last year
-26.6 below state avg
565 students Diverse
10 sports • 242 athletes
Early College Program Rising School
Grades 07-12
C-
East Boston High School
2.6 mi | #305 of 346 | Score: 37.3
Improved 31 spots from last year
-20.9 below state avg
1,252 students Less Diverse
14 sports • 584 athletes
Early College Program Rising School
Grades 07-12
A+
Boston Latin Academy
2.9 mi | #2 of 25 | Score: 63.9
Improved 214 spots from last year
+5.7 above state avg
1,693 students Very Diverse
17 sports • 1,298 athletes
High Graduation Rate Rising School Strong Athletics Diverse Student Body
Grades 07-12
C
Ruth Batson Academy
3.1 mi | #19 of 25 | Score: 27.6
Improved 346 spots from last year
-30.6 below state avg
604 students Diverse
8 sports • 128 athletes
Early College Program Rising School
Grades 07-12
Learn about these ratings
School data provided by BMN Schools

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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $6,089
Homeowners Insurance $200
HOA Fee $2,689/mo
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
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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
May 5, 2026
$12,000,000
Original listing
Agent: Tracy Campion Office: Campion & Company Fine Homes Real Estate

Price & Status History

Date Event Price Change
May 5, 2026 New Listing Added $12,000,000 —

Market Statistics

Time on Market
4 hours 22 minutes
Price per Sq Ft
$3,106

Tax History

Year Taxes Assessment
2026 $73,070 $5,836,400

Financial Details

Annual Property Tax
$73,070
Tax Year 2026
HOA Fee
$2,689
Monthly
Assessed Value
$5,836,400

Listing Information

Listing Agent Tracy Campion
Listing Office Campion & Company Fine Homes Real Estate
Agent MLS ID BB904054
Office MLS ID BB5984
Listing Data Updated May 5, 2026 11:03 AM 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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