27 Dudley St Boston MA 02119 MLS #73343819

27 Dudley St
Boston, MA, 02119
$3,800,000
14 Beds
11 Baths
6,509 SqFt
0.19 Acres
$3,800,000
27 Dudley St
Boston, MA, 02119
Discover a piece of music history at 27 Dudley Street in Roxbury’s Fort Hill, a turn-key six-family property with potential to add a seventh unit. Once home to Maurice Starr, where New Kids on the Block and New Edition recorded their first albums, this property is a remarkable investment. Located in a designated Opportunity Zone, it offers the potential for significant tax benefits for investors to defer or reduce capital gains taxes. Renovated to the studs in 2021, the building features 6 condo-quality units equipped with modern gourmet kitchens, waterfall quartz countertops, central HVAC, hardwood floors, in-unit laundry and 8 off-street parking spaces. With a projected 6.8% cap rate by September 1, 2025, 27 Dudley Street is a prime income-generating asset with historic significance. Conveniently near public transportation, universities and Boston’s Longwood Medical Area, the location is ideal. A full proforma is available to explore this iconic property’s investment potential!

Property Details

Price:
$3,800,000
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:
6

Schools

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
$243,631
Tax Year
2025
Taxes
$23,246
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Marie Andrews

Marie Andrews

Realtor®, Broker/Owner, GBREB, Notary Public

Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…

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