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301-305 Dudley Street, Boston MA 02119

Boston, MA 02119 • Roxbury
$4,950,000
Est. $25,238/month
31
Beds
15
Baths
18,990
Sq Ft
$261
Price/Sq Ft
0.09
Acres
1900
Year Built
5+ Family - 5+ Units Side by Side
Type
60
Days on Market
Active Price Drop -$300,000 Listed Mar 16, 2026 • MLS# 73487348 Copied!

About this home

301-305 Dudley Street, Roxbury presents a unique mixed-use investment opportunity featuring eight residential units and two street-level commercial spaces, in one of Boston's most rapidly evolving corridors. The handsome brick facade building boasts generously sized residential units, with seven of eight having undergone recent renovations, delivering modern living spaces while preserving the classic character of the property. Each residence offers excellent natural light and air, creating bright and comfortable homes that appeal to today's discerning renter. The property includes coveted off-street parking, a highly sought-after amenity in this transit-oriented neighborhood that further enhances tenant retention. With its rare combination of renovated residential units, active commercial income, and brick construction, 301-305 Dudley Street represents a truly compelling value-add and stabilized investment opportunity.

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Property Overview

Property Type
5+ Family - 5+ Units Side by Side
Listing Type
For Sale
Year Built
1900
Bedrooms
31
Full Bathrooms
15
Living Area
18,990 sq ft
Total Rooms
60
Stories
5
Levels
5

Facts & Features

Home Facts

Type Residential Income
Style 5+ Family - 5+ Units Side by Side
Year Built 1900
Living Area 18,990 sq ft
Lot Size 0.09 acres
Bedrooms 31
Full Baths 15
Total Rooms 60

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
Total Spaces 2

Utilities

Electric None
Water Public
Sewer Public Sewer
Gas None
Other None

Financial

Annual Tax $99
Assessed Value $99

Interior Features

Flooring:
Appliances:
Interior Features:
Windows:
Basement:
Laundry:
Security:

Construction & Materials

Year Built: 1900
Structure Type:
Exterior Materials:
Roof:
Foundation: Other
Stories: 5

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

Total Parking Spaces: 2
Parking Features:

Location

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Neighborhood

Roxbury

301-305 Dudley Street, Boston MA 02119

Boston, MA 02119

Walkability

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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
E

Elementary Schools

3 schools
D
Orchard Gardens K-8 School
0.2 mi | #326 of 352 | Score: 28.7
Improved 13 spots from last year
-29.5 below state avg
689 students Diverse
Grades PK-08
Mason Elementary
0.3 mi
F
Mason Elementary School
0.3 mi | #792 of 824 | Score: 29.3
Dropped 66 spots from last year
-29 below state avg
205 students Diverse
Grades PK-05
M

Middle Schools

2 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
Timilty Middle
0.7 mi
H

High Schools

3 schools
B
Dearborn STEM Academy
0.2 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
F
Boston Day and Evening Academy Charter School
0.2 mi | #345 of 346 | Score: 14.4
Improved 45 spots from last year
-43.8 below state avg
323 students Diverse
Rising School
Grades 09-12
A-
O'Bryant School of Math & Science
0.7 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
Learn about these ratings

Monthly Payment Calculator

Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%

Monthly Payment Breakdown

Principal & Interest $0
Property Tax $8
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
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo

Payment Over Time

Interest
Principal
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.

Property History

Market Insights

1
Price Changes
5.7%
Price Range

Property Timeline

Price Reduced
May 11, 2026
$4,950,000 $300,000 (-5.71%)
From $5,250,000 to $4,950,000 (-5.7%)
🏠
Listed for Sale
Mar 16, 2026
$5,250,000
Original listing
Agent: Kevin Benzinger Office: Boston Realty Advisors

Price & Status History

Date Event Price Change
May 11, 2026 Price Changed $4,950,000 -$300,000
Mar 16, 2026 New Listing Added $5,250,000

Market Statistics

Days on Market
60 days
Price per Sq Ft
$261
Total Price Drop
-$300,000

Tax History

Year Taxes Assessment
99 $99 $99

Financial Details

Annual Property Tax
$99
Tax Year 99
Assessed Value
$99

Listing Information

Listing Agent Kevin Benzinger
Listing Office Boston Realty Advisors
Agent MLS ID CN216101
Office MLS ID AN8461
Listing Data Updated May 15, 2026 3:05 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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