299 Dudley Street Boston — Photo 1 of 18
Recent Drop: $775,000
$3,800,000
Investment Analysis — 299 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 8-unit multi-family in 02119 carries an estimated $24,640/mo in gross rent — about a 5.91% cap rate and $224,618/yr in estimated NOI at the $3,800,000 list price. Adjust every assumption in the calculator below.
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.
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 MLS and other third-party data may be inaccurate or out of date.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
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
Listing Agent: Kevin Benzinger
Listing Office: Boston Realty Advisors
MLS® Number: 73487339
