299 Dudley Street Boston, MA ^$ 4,575,000

299 Dudley Street

^$ 4,575,000

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Recently Listed

299 Dudley Street

Boston, MA, 02119

^$ 4,575,000

Bedrooms24 Baths16.0 Sq 7,200

Monthly Estimate*

^$ 28,169

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Multi-Family Home for sale in Boston, MA

for $4,575,000 with 24 bedrooms and 16 full baths. This 7,200 square foot home was built in 2015 on a lot size of 0.08.

299 Dudley Street, Roxbury presents an exceptional opportunity to acquire a boutique multifamily building constructed in 2015, comprising 8 thoughtfully designed three-bedroom, two-bathroom units with modern finishes throughout. Each residence features large, open floor plans bathed in natural light, offering stunning city and skyline views that elevate the everyday living experience. The property is fully equipped with all separate utilities, on-site parking, common laundry, and dedicated storage and bike storage, delivering a comprehensive amenity package that commands strong tenant demand. Situated in a vibrant, transit-oriented neighborhood, 299 Dudley Street offers residents seamless connectivity to Boston's core while benefiting from the continued growth and investment in the surrounding area. With its modern construction, desirable unit mix of spacious three-bedroom homes, and turnkey operational profile, this asset represents a compelling addition to any investor.

Multi-Family Active

Price

^$ 4,575,000

Bedrooms

Full Bath

Property Type

Multi-Family

Taxes

^$ 99

Style

5+ Family - 5+ Units Side by Side

Lot Size

0.08

Year Built

2015

Town/City

Boston

County/Region

Suffolk

MLS | Web ID

73487339

List By

Kevin Benzinger

Listing Agent

Boston Realty Advisors

Broker

Affordability Calculator

$28,177

Per Month

Monthly Principal & Interest: $28,169
Monthly Property Taxes: $8
Monthly Home Insurance: --

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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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Trends

About Boston, MA

685,111 Population

16% Since 2002

^$65,384 Median Income

34.81 Median Age

20% Households with Children

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Trends Information provided by ATTOM Data Solutions.

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Pricing History

Date	Price	Price Change	Description
3/16/2026	$4,575,000		Listed Price

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299 Dudley Street, Boston, MA, 02119 is a Multi-Family Home for sale at $4,575,000 with 7,200 sqft and a lot size of 0.08. 299 Dudley Street has 24 bedrooms, 16.0 baths, and was built in 2015. 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 3/18/2026.

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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299 Dudley Street

Multi-Family Home for sale in Boston, MA

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