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408 W Second, Boston MA 02127 - Preview 1 408 W Second, Boston MA 02127 - Preview 2 408 W Second, Boston MA 02127 - Preview 3 408 W Second, Boston MA 02127 - Preview 4 408 W Second, Boston MA 02127 - Preview 5 408 W Second, Boston MA 02127 - Preview 6 408 W Second, Boston MA 02127 - Preview 7 408 W Second, Boston MA 02127 - Preview 8 408 W Second, Boston MA 02127 - Preview 9 408 W Second, Boston MA 02127 - Preview 10 408 W Second, Boston MA 02127 - Preview 11 408 W Second, Boston MA 02127 - Preview 12 408 W Second, Boston MA 02127 - Preview 13 408 W Second, Boston MA 02127 - Preview 14 408 W Second, Boston MA 02127 - Preview 15

408 W Second, Boston MA 02127

Boston, MA 02127 • South Boston
$1,049,000
Est. $6,468/month
1,570
Sq Ft
$668
Price/Sq Ft
0.03
Acres
1910
Year Built
1
Parking
Multi Family
Type
7
Days on Market
Pending Listed Jun 4, 2026 • MLS# 73530146 Copied! • Updated Jun 15, 2026

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

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
Heating None
Cooling None
Flooring None
Appliances None
Fireplace None
Fireplaces 2
Basement Partial
Laundry None
Features None
Construction None
Architecture None
Roof None
Features None
Pool None
Spa None
Fencing None
Patio/Porch None
Features None
Total Spaces 1
Electric None
Water Public
Sewer Public Sewer
Gas None
Other None

Financial

Annual Tax $11,566
Assessed Value $998,800
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures None
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
For Sale
Year Built
1910
Living Area
1,570 sq ft
Total Rooms
10
Stories
3
Levels
3

Room Details

Other Floor

Bathroom1
Bedroom5
Bedroom4
Bedroom3
Dining Room
Kitchen
Bathroom2
Bedroom2
Living Room
Bathroom3
Master Bedroom
Office
Family Room
Master Bathroom

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:
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
St. Peter Academy School
0.3 mi
Grades PK-08
F
Tynan Elementary School
0.4 mi | #816 of 824 | Score: 24.8
Dropped 94 spots from last year
-33.5 below state avg
227 students Very Diverse
Diverse Student Body
Grades PK-06
F
Condon K-8 School
0.4 mi | #345 of 352 | Score: 24.6
Improved 13 spots from last year
-33.6 below state avg
518 students Diverse
Diverse Student Body
Grades PK-08
B
Excel Academy Charter School
1.1 mi | #155 of 346 | Score: 54.9
Improved 160 spots from last year
-3.3 below state avg
1,379 students Moderate
High Graduation Rate Rising School
Grades 05-12
F
Clap Elementary School
1.2 mi | #808 of 824 | Score: 26.3
Dropped 23 spots from last year
-31.9 below state avg
140 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 | #167 of 346 | Score: 53.7
Improved 31 spots from last year
-4.5 below state avg
708 students Diverse
Rising School College Ready Curriculum Diverse Student Body
Grades 05-12
F
Blackstone Elementary School
1.4 mi | #809 of 824 | Score: 26.3
Improved 12 spots from last year
-31.9 below state avg
582 students Moderate
Grades PK-06
D
Dever Elementary School
1.4 mi | #752 of 824 | Score: 32.4
Improved 56 spots from last year
-25.9 below state avg
445 students Diverse
Rising School
Grades K-06
D
Melvin H. King South End Academy
1.5 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
M

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: 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
F
Higginson/Lewis K-8 School
2.4 mi | #349 of 352 | Score: 23.6
Improved 3 spots from last year
-34.6 below state avg
213 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 | #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
UP Academy
0.4 mi
McCormack Middle
1.4 mi
H

High Schools

10 schools
C
Quincy Upper School
1.2 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
1.3 mi
9 sports • 430 athletes
Grades 07-12
C
Ruth Batson Academy
1.4 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
B
Dearborn STEM Academy
2.0 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
Newman School
2.1 mi
Grades 07-12
A-
O'Bryant School of Math & Science
2.3 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 Academy
2.5 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
A+
Boston Latin School
2.9 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
D
Charlestown High School
3.1 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
C-
East Boston High School
3.1 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
Learn about these ratings
School data provided by BMN Schools

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Monthly Payment Breakdown

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Property Tax $964
Homeowners Insurance $200
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Payment Over Time

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Year 15
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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 Jun 15, 2026 12:27 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

Contact Us

Steven Novak
Steven Novak
BMN Boston Real Estate
(617) 955-2224 mail@steve-novak.com
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408 W Second, Boston MA 02127 - Photo 1 408 W Second, Boston MA 02127 - Photo 2 408 W Second, Boston MA 02127 - Photo 3 408 W Second, Boston MA 02127 - Photo 4 408 W Second, Boston MA 02127 - Photo 5 408 W Second, Boston MA 02127 - Photo 6 408 W Second, Boston MA 02127 - Photo 7 408 W Second, Boston MA 02127 - Photo 8 408 W Second, Boston MA 02127 - Photo 9 408 W Second, Boston MA 02127 - Photo 10 408 W Second, Boston MA 02127 - Photo 11 408 W Second, Boston MA 02127 - Photo 12 408 W Second, Boston MA 02127 - Photo 13 408 W Second, Boston MA 02127 - Photo 14 408 W Second, Boston MA 02127 - Photo 15
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BMN Boston Real Estate

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