409 Dudley Street, Boston MA 02119
Boston, MA 02119 • Roxbury
$3,999,000
Est. $20,429/month
About this home
Meticulously renovated in 2016, 409 Dudley is a stunning brick 9-Unit Multifamily Asset. Fully leased, with a mix of large studio, 1-bedroom, 2-bedroom, and 3-bedroom units, the property offers a unique residential experience with high-ceilings, bright open floor plans, on-site parking, storage, common laundry, and unique features that date back to its original bones. The property is set in a vibrant neighborhood offering tenants access to transit and a wealth of amenities. All utilities are separate and the property is extremely well maintained with professional management and management space in the basement.
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Property History
Market Insights
100%
Price Range
Property Timeline
Pending Sale
May 11, 2026
Offer accepted, sale pending
Listed for Sale
Mar 18, 2026
$3,999,000
Original listing
Agent: Kevin Benzinger
Office: Boston Realty Advisors
Current Active Listing - MLS #73464186
Full transaction history available when tracking began
Currently Listed
Dec 30, 2025
$95
MLS #73464186 - Active
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 05/11/2026 | ⏳ Pending Sale | - | - | - | Offer accepted, sale pending |
| 03/18/2026 | 🏠 Listed for Sale | $3,999,000 | - | - | Original listing |
| 12/30/2025 | 🏡 Currently Listed | $95 | - | - | MLS #73464186 - Active |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 99 | $99 | $99 |
Financial Details
Annual Property Tax
$99
Tax Year 99
Assessed Value
$99
Facts & Features
Home Facts
Type
Residential Income
Style
5+ Family - 5+ Units Side by Side
Year Built
1899
Living Area
13,440 sq ft
Lot Size
0.16 acres
Bedrooms
22
Full Baths
16
Total Rooms
54
Investment Metrics
Units
9
Unit 1 Rent
— · Y
Unit 2 Rent
— · Y
Interior
Heating
None
Cooling
None
Flooring
None
Appliances
None
Fireplace
None
Basement
None
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
Utilities
Electric
None
Water
Public
Sewer
Public Sewer
Gas
None
Other
None
Financial
Annual Tax
$99
Assessed Value
$99
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)
54 days
Property Overview
Property Type
5+ Family - 5+ Units Side by Side
Listing Type
For Sale
Year Built
1899
Bedrooms
22
Full Bathrooms
16
Living Area
13,440 sq ft
Total Rooms
54
Stories
3
Levels
3
Floor Layout
Interactive room guide
Floor Layout
Finished Area
13,440 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:
Laundry:
Security:
Construction & Materials
Year Built:
1899
Structure Type:
Exterior Materials:
Roof:
Foundation:
Other
Stories:
3
Heating, Cooling & Utilities
Heating:
Cooling:
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Patio & Porch:
Fencing:
Other Structures:
Lot Features:
Other
Road Surface:
Parking & Garage
Parking Features:
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
D
Orchard Gardens K-8 School
0.4 mi
|
#326 of 352
|
Score: 28.7
Improved 13 spots from last year
-29.5 below state avg
689 students
Diverse
Grades PK-08
C-
Winthrop Elementary School
0.6 mi
|
#665 of 824
|
Score: 37.6
Dropped 171 spots from last year
-20.6 below state avg
226 students
Diverse
Grades PK-06
B
Excel Academy Charter School
0.7 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
C+
Bridge Boston Charter School
0.7 mi
|
#241 of 352
|
Score: 37.2
Dropped 80 spots from last year
-21 below state avg
329 students
Diverse
Grades PK-08
B
Boston Collegiate Charter School
0.8 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
C
Hale Elementary School
0.8 mi
|
#582 of 824
|
Score: 41.7
Dropped 281 spots from last year
-16.5 below state avg
162 students
Diverse
Diverse Student Body
Grades PK-06
F
Clap Elementary School
0.9 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
C
Hurley K-8 School
0.9 mi
|
#258 of 352
|
Score: 35.8
Dropped 23 spots from last year
-22.4 below state avg
335 students
Moderate
Grades PK-08
F
Trotter Elementary School
0.9 mi
|
#794 of 824
|
Score: 29.2
Dropped 6 spots from last year
-29 below state avg
352 students
Diverse
Grades PK-06
D
Perkins Elementary School
1.0 mi
|
#772 of 824
|
Score: 30.9
Improved 29 spots from last year
-27.3 below state avg
167 students
Diverse
Rising School
Diverse Student Body
Grades PK-06
Middle Schools
10 schools
F
Higginson/Lewis K-8 School
0.7 mi
|
#349 of 352
|
Score: 23.6
Improved 3 spots from last year
-34.6 below state avg
213 students
Diverse
Grades 03-08
A
Uncommon Schools - Roxbury Preparatory Dorchester Campus Middle School
1.0 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
1.3 mi
Mother Caroline Academy
1.3 mi
Grades 05-08
Nativity Prep School
1.4 mi
Grades 05-08
Middle School Academy
1.4 mi
Epiphany School
2.3 mi
Grades 05-08
C
Ohrenberger School
5.8 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
Timilty Middle
0.9 mi
Frederick Pilot Middle
1.1 mi
High Schools
10 schools
B
Dearborn STEM Academy
0.3 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
A+
Boston Latin Academy
0.8 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-
O'Bryant School of Math & Science
0.9 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
Cathedral High School
1.1 mi
9 sports
• 430 athletes
Grades 07-12
A+
Boston Latin School
1.6 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
C
Quincy Upper School
1.6 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
Meridian Academy
1.7 mi
Grades 06-09
C
Ruth Batson Academy
1.7 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
Newman School
1.9 mi
Grades 07-12
D
English High School
2.2 mi
|
#324 of 346
|
Score: 29.7
Improved 34 spots from last year
-28.5 below state avg
720 students
Moderate
8 sports
• 332 athletes
Rising School
Career Tech Programs
Grades 07-12
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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
Roxbury
409 Dudley Street, Boston MA 02119
Boston, MA 02119
Listing Information
Listing Agent
Kevin Benzinger
Listing Office
Boston Realty Advisors
Office Phone
617-375-7900
Agent MLS ID
CN216101
Office MLS ID
AN8461
Listing Data Updated
May 11, 2026 12:21 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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