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$4,950,000

301-305 Dudley Street, Boston MA 02119
Boston, MA 02119
Listed by Kevin Benzinger
Bedrooms
31
Bathrooms
15
Living area
18,990 sqft
Year built
1900

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.

Property details

MLS #
73487348
Property type
5+ Family - 5+ Units Side by Side
Subdivision
N/A
Status
Active
Days on market
N/A
On market date
N/A
Stories
5
Garage spaces
N/A
Lot size
0.09 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Orchard Gardens
0.2 mi away · Grades -1-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
733
Student:teacher ratio
11.8:1
District
Boston
Middle
Higginson/Lewis K-8
0.67 mi away · Grades 3-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
188
Student:teacher ratio
7.5:1
District
Boston
High
Dearborn
0.18 mi away · Grades 6-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
578
Student:teacher ratio
11.3:1
District
Boston

Mortgage calculator

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Est. monthly payment
$29,959/mo
$990,000 down
$3,960,000 loan
Principal & interest$25,684
Property tax (est.)$4,125
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated May 15, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.