27 Dudley St Boston MA 02119 MLS #73343819

27 Dudley St
Boston, MA, 02119
$3,700,000
14 Beds
11 Baths
6,509 SqFt
0.19 Acres
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27 Dudley Street | Roxbury’s Fort Hill | 7-Unit | 14 Beds | 11 Baths | $24,250/Month Income | 7.2% Cap Rate Projected by 9/1/25. Step into a high-performing investment with historic flair. Once home to Maurice Starr—where New Kids on the Block and New Edition recorded—27 Dudley Street blends cultural legacy with cash flow in Roxbury’s Fort Hill.This fully renovated seven-unit property is located in a federally designated Opportunity Zone, offering potential tax benefits. Gut-renovated in 2021, each unit features high-end finishes: waterfall quartz countertops, central HVAC, in-unit laundry, hardwood floors, and 8+ off-street parking spaces. By September 1, 2025, the property is projected to generate $24,250/month in rental income with a 7.2% cap rate. Located near public transit, universities, and Longwood Medical, this is a rare turnkey opportunity in one of Boston’s most dynamic growth corridors. Full pro forma and unit breakdown available upon request.

Property Details

Price:
$3,700,000
MLS #:
73343819
Status:
Active
Beds:
14
Baths:
11
Address:
27 Dudley St
Type:
Multi Family
Subtype:
5-9 Family
Neighborhood:
Roxbury’s Fort Hill
City:
Boston
Listed Date:
Mar 11, 2025
State:
MA
Finished Sq Ft:
6,509
Total Sq Ft:
6,509
ZIP:
02119
Lot Size:
8,241 sqft / 0.19 acres (approx)
Year Built:
1900
Units:
7
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Interior

Appliances
Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
Bathrooms
11 Full Bathrooms
Cooling
Central Air
Flooring
Wood, Tile
Heating
Central
Laundry Features
Electric Dryer Hookup, Washer Hookup

Exterior

Community Features
Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/ Jog Trails, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Marina, Private School, Public School, T- Station, University, Other
Construction Materials
Brick
Parking Features
Paved Drive, Off Street
Parking Spots
8
Roof
Shingle, Rubber

Financial

Net Operating Income
$247,147
Tax Year
2025
Taxes
$23,246

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Community

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