Active
Price Drop -$300,000
Listed Mar 16, 2026 •
MLS# 73487348
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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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Rising School
College Ready Curriculum
Diverse Student Body
Grades 05-12
F
Blackstone Elementary School
1.0 mi
|
#809 of 824 |
Score: 26.3
Improved 12 spots from last year
-31.9 below state avg
582 students
Moderate
Grades PK-06
F
Trotter Elementary School
1.0 mi
|
#794 of 824 |
Score: 29.2
Dropped 6 spots from last year
-29 below state avg
352 students
Diverse
Grades PK-06
M
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
1.2 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
Nativity Prep School
1.3 mi
Grades 05-08
Dearborn Middle School
1.4 mi
Mother Caroline Academy
1.4 mi
Grades 05-08
Middle School Academy
1.5 mi
Epiphany School
2.5 mi
Grades 05-08
C
Ohrenberger School
5.9 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
0.7 mi
Frederick Pilot Middle
1.3 mi
H
High Schools
10 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
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
A+
Boston Latin Academy
0.9 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
Cathedral High School
1.0 mi
9 sports
• 430 athletes
Grades 07-12
A+
Boston Latin School
1.4 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
1.5 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
Newman School
1.7 mi
Grades 07-12
C
Ruth Batson Academy
1.9 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
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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Property Tax$8
Homeowners Insurance$200
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Year 15
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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 BenzingerOffice: Boston Realty Advisors
Date
Event
Price
Change
$/sqft
Details
05/11/2026
↓
Price Reduced
$4,950,000
$300,000
-
From $5,250,000 to $4,950,000 (-5.7%)
03/16/2026
🏠
Listed for Sale
$5,250,000
-
-
Original listing
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
108 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 AgentKevin Benzinger
Listing OfficeBoston Realty Advisors
Agent MLS IDCN216101
Office MLS IDAN8461
Listing Data UpdatedMay 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.