408 W Second, Boston MA 02127
Boston, MA 02127 • South Boston
$1,049,000
Est. $6,468/month
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About this home
Prime South Boston Opportunity: Character, Scale, and Unmatched PotentialWelcome to 408 West 2nd Street, a classic South Boston multi-family property that perfectly balances historic character with incredible modern potential. Situated in one of Boston’s most dynamic and sought-after neighborhoods, this turn-of-the-century two-family home is a rare find for savvy investors, developers, or owner-occupants looking to establish their roots and generate rental income simultaneously.Spanning three floors at 1,570 square feet, this structurally sound 1910 build offers a versatile layout currently configured with 4 bedrooms and 2 bathrooms.The Potential: Whether you are looking to execute a high-end luxury renovation, add building height and massing, maintain it as a high-yield income generator, or craft a stunning bi-level owner's unit while renting the other unit--Opportunities abound!
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Recently Sold Nearby
Property History
Market Insights
Property Timeline
Status: Active under contract
Jun 10, 2026
Active → Active Under Contract
Pending Sale
Jun 10, 2026
Offer accepted, sale pending
Listed for Sale
Jun 4, 2026
$1,049,000
Original listing
Agent: David Winick
Office: Cosmopolitan Realty Advisors
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 06/10/2026 | 📋 Status: Active under contract | - | - | - | Active → Active Under Contract |
| 06/10/2026 | ⏳ Pending Sale | - | - | - | Offer accepted, sale pending |
| 06/04/2026 | 🏠 Listed for Sale | $1,049,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2025 | $11,566 | $998,800 |
Financial Details
Annual Property Tax
$11,566
Tax Year 2025
Assessed Value
$998,800
Facts & Features
Home Facts
Type
Residential Income
Style
Multi Family
Year Built
1910
Living Area
1,570 sq ft
Lot Size
0.03 acres
Total Rooms
10
Investment Metrics
Units
2
Unit 1 Rent
— · N
Unit 2 Rent
— · N
Interior
Heating
None
Cooling
None
Flooring
None
Appliances
None
Fireplace
None
Fireplaces
2
Basement
Partial
Laundry
None
Features
None
Exterior
Construction
None
Architecture
None
Roof
None
Features
None
Pool
None
Spa
None
Fencing
None
Patio/Porch
None
Parking
Features
None
Total Spaces
1
Utilities
Electric
None
Water
Public
Sewer
Public Sewer
Gas
None
Other
None
Financial
Annual Tax
$11,566
Assessed Value
$998,800
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Seller Disclosures
None
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Sq Ft Source
Public Record
Documents
None
County
Suffolk
Total market time (incl. prior listings)
11 days
Property Overview
Property Type
Multi Family
Listing Type
Sale Pending
Year Built
1910
Living Area
1,570 sq ft
Total Rooms
10
Stories
3
Levels
3
Floor Layout
Interactive room guide
Floor Layout
Finished Area
1,570 sq ft above grade
Display Options
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:
Appliances:
Interior Features:
Windows:
Basement:
Partial
Laundry:
Security:
Construction & Materials
Year Built:
1910
Structure Type:
Exterior Materials:
Roof:
Foundation:
Stone
Stories:
3
Heating, Cooling & Utilities
Heating:
Heating Zones:
1
Cooling:
Hot Water:
Natural Gas
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Patio & Porch:
Fencing:
Other Structures:
Lot Features:
Road Surface:
Parking & Garage
Total Parking Spaces:
1
Parking Features:
Special Features
Fireplaces:
2
Fireplace Type:
View:
Yes
View Type:
City View(s)
Community Amenities:
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
St. Peter Academy School
0.3 mi
Grades PK-08
F
Tynan Elementary School
0.4 mi
|
#819 of 825
|
Score: 24.7
Dropped 97 spots from last year
-33.5 below state avg
218 students
Diverse
Diverse Student Body
Grades PK-06
F
Condon K-8 School
0.4 mi
|
#347 of 352
|
Score: 24.2
Improved 11 spots from last year
-34 below state avg
448 students
Diverse
Diverse Student Body
Grades PK-08
B
Excel Academy Charter School
1.1 mi
|
#149 of 346
|
Score: 56.4
Improved 166 spots from last year
-1.9 below state avg
1,376 students
Moderate
High Graduation Rate
Rising School
Grades 05-12
F
Clap Elementary School
1.2 mi
|
#811 of 825
|
Score: 25.6
Dropped 26 spots from last year
-32.6 below state avg
144 students
Diverse
Diverse Student Body
Grades PK-06
Saint John Paul II Academy - Columbia
1.4 mi
Grades PK-08
B
Boston Collegiate Charter School
1.4 mi
|
#154 of 346
|
Score: 55.7
Improved 44 spots from last year
-2.5 below state avg
688 students
Diverse
High Graduation Rate
Rising School
College Ready Curriculum
Diverse Student Body
Grades 05-12
F
Blackstone Elementary School
1.4 mi
|
#808 of 825
|
Score: 26.2
Improved 13 spots from last year
-32 below state avg
572 students
Moderate
Grades PK-06
D
Dever Elementary School
1.4 mi
|
#768 of 825
|
Score: 31.1
Improved 40 spots from last year
-27.1 below state avg
279 students
Diverse
Rising School
Grades K-06
D
Melvin H. King South End Academy
1.5 mi
|
#24 of 25
|
Score: 20.4
Improved 363 spots from last year
-37.8 below state avg
80 students
Diverse
Rising School
Grades PK-12
Middle Schools
10 schools
Middle School Academy
0.4 mi
A
Uncommon Schools - Roxbury Preparatory Dorchester Campus Middle School
2.3 mi
|
#4 of 16
|
Score: 42.5
Improved 187 spots from last year
-15.7 below state avg
1,225 students
Diverse
Rising School
College Ready Curriculum
Grades 05-08
F
Higginson/Lewis K-8 School
2.4 mi
|
#349 of 352
|
Score: 23.2
Improved 3 spots from last year
-35 below state avg
246 students
Diverse
Grades 03-08
Dearborn Middle School
2.8 mi
Mother Caroline Academy
2.9 mi
Grades 05-08
Nativity Prep School
3.1 mi
Grades 05-08
Epiphany School
3.3 mi
Grades 05-08
C
Ohrenberger School
7.5 mi
|
#266 of 352
|
Score: 35.0
Improved 19 spots from last year
-23.2 below state avg
458 students
Diverse
Diverse Student Body
Grades 03-08
UP Academy
0.4 mi
McCormack Middle
1.4 mi
High Schools
10 schools
C
Quincy Upper School
1.2 mi
|
#279 of 346
|
Score: 44.4
Dropped 7 spots from last year
-13.8 below state avg
575 students
Very Diverse
12 sports
• 208 athletes
Diverse Student Body
Grades 06-12
Cathedral High School
1.3 mi
9 sports
• 430 athletes
Grades 07-12
C
Ruth Batson Academy
1.4 mi
|
#20 of 25
|
Score: 29.1
Improved 345 spots from last year
-29.1 below state avg
584 students
Diverse
8 sports
• 128 athletes
Early College Program
Rising School
Grades 07-12
B
Dearborn STEM Academy
2.0 mi
|
#13 of 25
|
Score: 33.4
Improved 356 spots from last year
-24.8 below state avg
565 students
Moderate
10 sports
• 242 athletes
Early College Program
Rising School
Grades 07-12
Newman School
2.1 mi
Grades 07-12
A-
O'Bryant School of Math & Science
2.3 mi
|
#90 of 346
|
Score: 61.6
Improved 94 spots from last year
+3.4 above state avg
1,518 students
Very Diverse
High Graduation Rate
Rising School
College Ready Curriculum
Diverse Student Body
Grades 07-12
A+
Boston Latin Academy
2.5 mi
|
#2 of 25
|
Score: 64.9
Improved 214 spots from last year
+6.7 above state avg
1,669 students
Very Diverse
17 sports
• 1,298 athletes
Strong AP Program
High Graduation Rate
Rising School
Strong Athletics
Grades 07-12
A+
Boston Latin School
2.9 mi
|
#20 of 346
|
Score: 73.7
Improved 60 spots from last year
+15.5 above state avg
2,382 students
Very Diverse
18 sports
• 2,006 athletes
Strong AP Program
High Graduation Rate
Rising School
Strong Athletics
Grades 07-12
D
Charlestown High School
3.1 mi
|
#319 of 346
|
Score: 32.9
Improved 52 spots from last year
-25.4 below state avg
646 students
Diverse
11 sports
• 488 athletes
Early College Program
Rising School
Grades 07-12
C-
East Boston High School
3.1 mi
|
#300 of 346
|
Score: 38.2
Improved 36 spots from last year
-20 below state avg
1,181 students
Moderate
14 sports
• 584 athletes
Early College Program
Rising School
Grades 07-12
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Property Tax
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Homeowners Insurance
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Year 1
95% Interest
Year 15
50/50
Year 30
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Location
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Neighborhood
South Boston
408 W Second, Boston MA 02127
Boston, MA 02127
Listing Information
Listing Agent
David Winick
Listing Office
Cosmopolitan Realty Advisors
Office Phone
781-718-6197
Agent MLS ID
NB113504
Office MLS ID
AN2190
Listing Data Updated
Jul 15, 2026 8:57 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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