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

Investment Analysis — 301-305 Dudley Street

Boston, MA 02119 — Roxbury

Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 10-unit multi-family in 02119 carries an estimated $30,800/mo in gross rent — about a 6.69% cap rate and $280,797/yr in estimated NOI at the $4,200,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

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.

Estimates — not financial advice

These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.

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

Listing Provided By

Listing Agent: Kevin Benzinger

Listing Office: Boston Realty Advisors

MLS® Number: 73487348