19 Walker St, Boston MA 02129
Boston, MA 02129 • Charlestown
$1,800,000
Est. $10,381/month
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About this home
It’s rare to find a turnkey two-family that hits every mark, but this Charlestown gem on a quiet, sought-after street does exactly that. Whether you’re looking for a high-performing investment or a home with built-in rental income, this property delivers. Unit 1 is a modern one-bedroom retreat with a private deck. Upstairs, Unit 2 is a stunning duplex that masterfully balances contemporary updates with historic character. The main level flows seamlessly between the kitchen, dining, and living areas, while the top floor houses three sun-filled bedrooms and a stylishly renovated bath.The real "wow" factor? The private roof deck. It offers breathtaking, 360-degree unobstructed views of the city skyline—a true sanctuary in the heart of the neighborhood. With a proven track record for short-term rentals and a flexible layout, this is a standout opportunity in one of Boston’s most iconic locations.
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Recently Sold Nearby
Property History
Property Timeline
Listed for Sale
May 28, 2026
$1,800,000
Original listing
Agent: Aranson Maguire Group
Office: Compass
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 05/28/2026 | 🏠 Listed for Sale | $1,800,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2025 | $12,948 | $1,118,100 |
Financial Details
Annual Property Tax
$12,948
Tax Year 2025
Assessed Value
$1,118,100
Facts & Features
Home Facts
Type
Residential Income
Style
Multi Family
Year Built
1840
Living Area
2,224 sq ft
Lot Size
0.02 acres
Bedrooms
4
Full Baths
2
Half Baths
1
Total Rooms
9
Investment Metrics
Units
2
Unit 1 Rent
— · N
Unit 2 Rent
— · N
Interior
Heating
None
Cooling
None
Flooring
Hardwood
Appliances
None
Fireplace
None
Basement
Interior Entry, Unfinished
Laundry
None
Features
None
Exterior
Construction
None
Architecture
None
Roof
Rubber
Features
None
Pool
None
Spa
None
Fencing
None
Patio/Porch
Deck, Deck - Roof
Parking
Features
Paved Drive, On Street
Utilities
Electric
None
Water
Public
Sewer
Public Sewer
Gas
None
Other
For Gas Range
Financial
Annual Tax
$12,948
Assessed Value
$1,118,100
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Seller Disclosures
Late October Closing Preferred. Unit 1 Rented To Family, Unit 2 Used As Air Bnb. Air Bnb Financials Provided Upon Request.
Additional Details
Possession
None
Accepted Financing
Other (see Remarks)
Structure Type
[]
Sq Ft Source
Public Record
Documents
None
County
Suffolk
Total market time (incl. prior listings)
4 days
Property Overview
Property Type
Multi Family
Listing Type
For Sale
Year Built
1840
Bedrooms
4
Full Bathrooms
2
Half Bathrooms
1
Living Area
2,224 sq ft
Total Rooms
9
Stories
3
Levels
3
Floor Layout
Interactive room guide
Floor Layout
Finished Area
2,224 sq ft above grade
Display Options
Outdoor Areas
Patio & porchDeck, Deck - Roof
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:
Windows:
Basement:
Interior Entry, Unfinished
Laundry:
Security:
Construction & Materials
Year Built:
1840
Structure Type:
Exterior Materials:
Roof:
Rubber
Foundation:
Stone
Stories:
3
Heating, Cooling & Utilities
Heating:
Cooling:
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Patio & Porch:
Deck, Deck - Roof
Fencing:
Other Structures:
Lot Features:
Level
Road Surface:
Paved
Parking & Garage
Parking Features:
Paved Drive, On Street
Special Features
View:
Yes
View Type:
City View(s)
Community Amenities:
Public Transportation, Shopping, Park
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
3 schools
D
Horace Mann School for the Deaf Hard of Hearing
< 0.1 mi
|
#374 of 346
|
Score: 33.9
Same rank as last year
73 students
Diverse
Diverse Student Body
Grades PK-12
A-
Warren-Prescott K-8 School
0.1 mi
|
#85 of 352
|
Score: 51.3
Improved 4 spots from last year
-7 below state avg
507 students
Diverse
Grades PK-08
C
Harvard-Kent Elementary School
0.5 mi
|
#589 of 824
|
Score: 41.5
Dropped 181 spots from last year
-16.7 below state avg
334 students
Very Diverse
Diverse Student Body
Grades PK-06
Middle Schools
3 schools
Edwards Middle
< 0.1 mi
B+
Darby Vassall Upper School
1.2 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
C+
Cambridge Street Upper School
1.3 mi
|
#214 of 352
|
Score: 39.8
Dropped 26 spots from last year
-18.4 below state avg
301 students
Very Diverse
Diverse Student Body
Grades 06-08
High Schools
3 schools
Charlestown High
0.3 mi
D
Charlestown High School
0.3 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
B-
Community Charter School of Cambridge
1.2 mi
|
#178 of 346
|
Score: 53.1
Dropped 57 spots from last year
-5.2 below state avg
251 students
Diverse
7 sports
• 202 athletes
High Graduation Rate
College Ready Curriculum
Grades 06-12
Learn about these ratings
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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
Total Cost
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Including down payment
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Down: $0
%
Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$1,079
Homeowners Insurance
$200
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
$0
Total principal paid
$0
Total interest paid
$0
Rate Impact
-0.5% Rate
$0/mo
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Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
Payment Over Time
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.
Location
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Neighborhood
Charlestown
19 Walker St, Boston MA 02129
Boston, MA 02129
Listing Information
Listing Agent
Aranson Maguire Group
Listing Office
Compass
Office Phone
617-206-3333
Agent MLS ID
TM343886
Office MLS ID
AN2383
Listing Data Updated
Jun 1, 2026 3:08 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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