301-305 Dudley Street Boston, MA ^$ 5,250,000

301-305 Dudley Street

^$ 5,250,000

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301-305 Dudley Street

Boston, MA, 02119

^$ 5,250,000

Bedrooms31 Baths15.0 Sq 18,990

Monthly Estimate*

^$ 32,325

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Multi-Family Home for sale in Boston, MA

for $5,250,000 with 31 bedrooms and 15 full baths. This 18,990 square foot home was built in 1900 on a lot size of 0.09.

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.

Multi-Family Active

Price

^$ 5,250,000

Bedrooms

Full Bath

Property Type

Multi-Family

Taxes

^$ 99

Style

5+ Family - 5+ Units Side by Side

Lot Size

0.09

Year Built

1900

Town/City

Boston

County/Region

Suffolk

MLS | Web ID

73487348

List By

Kevin Benzinger

Listing Agent

Boston Realty Advisors

Broker

Affordability Calculator

$32,333

Per Month

Monthly Principal & Interest: $32,325
Monthly Property Taxes: $8
Monthly Home Insurance: --

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Yearly Home Insurance

Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Nearby

Trends

Multi-family listings in Boston, MA

Average List Price ^$2,505,922

Percent of Sale Price 52%

About Boston, MA

685,111 Population

16% Since 2002

^$65,384 Median Income

34.81 Median Age

20% Households with Children

View more area information

Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
3/16/2026	$5,250,000		Listed Price

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301-305 Dudley Street, Boston, MA, 02119 is a Multi-Family Home for sale at $5,250,000 with 18,990 sqft and a lot size of 0.09. 301-305 Dudley Street has 31 bedrooms, 15.0 baths, and was built in 1900. The property's zip code is 02119 which is in Boston, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 3/19/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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301-305 Dudley Street

Multi-Family Home for sale in Boston, MA

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