Active Under Contract
191 Days on market
301-305 Dudley Street Boston — Photo 1 of 14

301-305 Dudley Street Boston — Photo 1 of 14

Recent Drop: $1,050,000

$5,250,000
$4,200,000

$4,200,000

301-305 Dudley Street, Boston, MA 02119

Boston, MA 02119 — Roxbury

Beds

31

Baths

15

SqFt

18,990

Style

5+ Family - 5+ Units Side by Side

Built

1900

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.

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$221/sqft
Local Avg (Boston)$636/sqft
65% BelowMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Boston, MA.

Property Details

Financials

Original Price$5,250,000
Annual Taxes$99

Parking

Garage0
Off-Street2

Interior Specifications

Total Rooms60
FireplacesNone
Flooring--
BasementNone

Climate & Utilities

Heating--
Cooling--
WaterPublic
SewerPublic Sewer

Building & Exterior

Construction--
Roof--
FoundationOther
Zoning99

Property & Lot

Acres0.09
SqFt Lot4,048
Lot FeaturesOther

Geography

Property History

Price Drop
$4,200,000

Was $4,950,000

Jul 14, 2026

MLS® 73487348

Price Drop
$4,950,000

Was $5,250,000

May 11, 2026

MLS® 73487348

Listed
$5,250,000

Mar 16, 2026

MLS® 73487348

Population

27,377

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$48K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

73.5%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Suffolk County

2,337 housing units permitted in the last 12 months (+13% vs the prior 12 months) — 2,062 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jul '26)

Listing Provided By

Listing Agent: Kevin Benzinger

Listing Office: Boston Realty Advisors

MLS® Number: 73487348

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