
299 Dudley Street Boston — Photo 1 of 18
Recent Drop: $775,000
$3,800,000
299 Dudley Street, Boston, MA 02119
Boston, MA 02119 — Roxbury
Beds
24
Baths
16
SqFt
7,200
Style
5+ Family - 5+ Units Side by Side
Built
2015
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.
Market Value Analysis
* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Boston, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Neighborhood
Other
Geography
Property History
$3,800,000
Was $4,375,000
Jul 14, 2026
MLS® 73487339
$4,375,000
Was $4,575,000
May 11, 2026
MLS® 73487339
$4,575,000
Mar 16, 2026
MLS® 73487339
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 Agent: Kevin Benzinger
Listing Office: Boston Realty Advisors
MLS® Number: 73487339
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