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Real Estate
No photos available for this listing

$4,375,000

299 Dudley Street, Boston MA 02119
Boston, MA 02119
Listed by Kevin Benzinger
Bedrooms
24
Bathrooms
16
Living area
7,200 sqft
Year built
2015

About this home

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.

Property details

MLS #
73487339
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
4
Garage spaces
N/A
Lot size
0.08 acres

Location

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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Orchard Gardens
0.19 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
$26,497/mo
$875,000 down
$3,500,000 loan
Principal & interest$22,701
Property tax (est.)$3,646
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.