27 Chestnut Street, Boston MA 02108
Boston, MA 02108 • Beacon Hill
$1,880,000
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Sale Statistics
Sale Overview
Original List Price:
$1,880,000
Final Sale Price:
$1,880,000
Difference:
+$0 (+0.0%)
Performance Metrics
100.0%
List to Sale Ratio
Sold at asking price
52
Days on Market
Average time
Price per Square Foot Analysis
Original $/sq ft:
$1,096
Sale $/sq ft:
$1,096
This property sold for $1,096 per square foot
Sale Summary
This property sold exactly at the asking price.
The property spent 52 days on market before selling.
About this home
This lovely, totally renovated three bedroom duplex has the feel of a townhouse. The apartment is situated in the former School of Theology of Boston University on wonderful Chestnut Street. This highly sought after building, with a live-in superintendent, has many amenities, such as a courtyard garden, gym, bike room, storage, elevator and a scenic common roof deck. A focal point of the apartment is a spacious, elegant living room with a soaring south facing window, a new balcony, LED lighting and an architectural fireplace. The recently installed chef’s kitchen has it all, including a pantry and a laundry/storage room. There is a cozy den connected to the kitchen as well as a separate dining area with a newly installed wet bar and wine cooler. The unit includes two beautiful full bathrooms and a private main bedroom suite on the second floor. Located one block away from Boston Common Garage - This is a must see.
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Recently Sold Nearby
Property History
Market Insights
46.3%
Price Range
53
Total Days on Market
1
Previous Sales
Property Timeline
Current Active Listing - MLS #73504892
Full transaction history available when tracking began
Currently Listed
Apr 21, 2026
$2,699,000
MLS #73504892 - Active
Sold
Jan 15, 2021
$1,880,000
Property sold
Days on Market: 53
Listed for Sale
Sep 24, 2020
$1,880,000
Original listing
Agent: Sally T. Brewster
Office: Brewster & Berkowitz R. E.
Previous Transaction - MLS #72624900
Full transaction history available when tracking began
Previously Sold
Apr 24, 2020
$1,450,000
MLS #72624900
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 04/21/2026 | 🏡 Currently Listed | $2,699,000 | - | - | MLS #73504892 - Active |
| 01/15/2021 | ✓ Sold | $1,880,000 | - | - | Property sold |
| 09/24/2020 | 🏠 Listed for Sale | $1,880,000 | - | - | Original listing |
| 04/24/2020 | 🏷️ Previously Sold | $1,450,000 | - | - | MLS #72624900 |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2020 | $15,707 | $1,746,400 |
Financial Details
Annual Property Tax
$15,707
Tax Year 2020
HOA Fee
$914
Monthly
Assessed Value
$1,746,400
Facts & Features
Central AC
Home Facts
Type
Residential
Style
Condominium
Year Built
1880
Living Area
1,715 sq ft
Bedrooms
3
Full Baths
2
Total Rooms
6
Interior
Heating
Natural Gas
Cooling
Central Air
Flooring
Hardwood
Appliances
None
Fireplace
None
Fireplaces
1
Basement
Y
Laundry
Common Area, In Unit
Features
Wet Bar
Exterior
Construction
None
Architecture
None
Roof
None
Features
Deck - Roof, Patio, City View(s), Garden
Pool
None
Spa
None
Fencing
None
Patio/Porch
Deck - Roof, Patio
Parking
Features
On Street
Utilities
Electric
None
Water
Public
Sewer
Public Sewer
Gas
None
Other
None
Financial
Annual Tax
$15,707
Assessed Value
$1,746,400
HOA & Community
HOA Fee
$914 Monthly
Fee Includes
Heat, Gas, Water, Sewer, Insurance, Security, Maintenance Structure, Maintenance Grounds, Snow Removal, Trash, Air Conditioning, Reserve Funds
Amenities
Hot Water, Laundry, Elevator(s), Fitness Center, Storage, Garden Area
Optional Fee Includes
None
Pets
Yes
MA Disclosures
Seller Disclosures
None
Additional Details
Possession
None
Accepted Financing
None
Structure Type
["Low-Rise"]
Unit/Building
GB
Sq Ft Source
Measured
Sq Ft Disclosures
+ utility room
Documents
None
County
Suffolk
Total market time (incl. prior listings)
53 days
Property Overview
Property Type
Condominium
Listing Type
Sold
Year Built
1880
Bedrooms
3
Full Bathrooms
2
Living Area
1,715 sq ft
Total Rooms
6
Stories
2
Entry Level
1
Floor Layout
Interactive room guide
Floor Layout
Display Options
Outdoor Areas
Patio & porchDeck - Roof, Patio
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Hardwood
Appliances:
Interior Features:
Wet Bar
Windows:
Basement:
Y
Laundry:
Common Area, In Unit
Security:
Intercom
Construction & Materials
Year Built:
1880
Structure Type:
Low-Rise
Exterior Materials:
Roof:
Foundation:
Stories:
2
Heating, Cooling & Utilities
Heating:
Natural Gas
Cooling:
Central Air
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Deck - Roof, Patio, City View(s), Garden
Patio & Porch:
Deck - Roof, Patio
Fencing:
Other Structures:
Lot Features:
Road Surface:
Parking & Garage
Parking Features:
On Street
Special Features
Fireplaces:
1
Fireplace Type:
View:
Yes
View Type:
City
Community Amenities:
Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Laundromat, Bike Path, Highway Access, House of Worship, Private School, Public School, T-Station, University
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
Elementary Schools
10 schools
Park Street School
0.2 mi
Grades K-07
Advent School
0.2 mi
Grades K-06
The Learning Project
0.5 mi
Grades K-06
Kingsley Montessori School
0.9 mi
Grades PK-06
St. John Elementary School
0.9 mi
Grades PK-08
A
Eliot K-8 Innovation School
1.0 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
D
Melvin H. King South End Academy
1.0 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
1.2 mi
|
#809 of 824
|
Score: 26.3
Improved 12 spots from last year
-31.9 below state avg
582 students
Moderate
Grades PK-06
C
Hurley K-8 School
1.4 mi
|
#258 of 352
|
Score: 35.8
Dropped 23 spots from last year
-22.4 below state avg
335 students
Moderate
Grades PK-08
A-
Warren-Prescott K-8 School
1.4 mi
|
#85 of 352
|
Score: 51.3
Improved 4 spots from last year
-7 below state avg
507 students
Diverse
Grades PK-08
Middle Schools
10 schools
Middle School Academy
1.9 mi
F
Higginson/Lewis K-8 School
2.7 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
3.0 mi
Grades 05-08
A
Uncommon Schools - Roxbury Preparatory Dorchester Campus Middle School
3.2 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
3.5 mi
Mother Caroline Academy
3.6 mi
Grades 05-08
Epiphany School
4.5 mi
Grades 05-08
C
Ohrenberger School
7.8 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
1.5 mi
UP Academy
1.9 mi
High Schools
10 schools
C
Quincy Upper School
0.7 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
Newman School
0.8 mi
Grades 07-12
Cathedral High School
1.1 mi
9 sports
• 430 athletes
Grades 07-12
D
Charlestown High School
1.6 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-
O'Bryant School of Math & Science
2.1 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
A+
Boston Latin School
2.2 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
B
Dearborn STEM Academy
2.3 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
2.4 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
3.0 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
3.0 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
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Location
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Neighborhood
Beacon Hill
27 Chestnut Street, Boston MA 02108
Boston, MA 02108
Listing Information
Listing Agent
Sally T. Brewster
Listing Office
Brewster & Berkowitz R. E.
Office Phone
617-367-0505
Agent MLS ID
NB110095
Office MLS ID
NB1079
Listing Data Updated
Jan 19, 2021 11:02 AM EST
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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