Property Details
Basic Information
- Property SubType: 5-9 Family
- MLS Number: 73478206
- Mls Status: Active
- List Price: $3,625,000
- Date Listed: 02/18/2026
- Virtual Tour: Virtual Tour
- Units: 7
- Description: A rare turnkey 7-unit investment property with cultural significance, 27 Dudley Street was once home to Maurice Starr where New Kids on the Block and New Edition rehearsed and recorded. Fully gut-renovated in 2021, it delivers modern finishes including waterfall quartz countertops, central HVAC, in-unit laundry, hardwood floors, and 8+ off-street parking spaces, ensuring strong tenant demand. Generating $22,825/month with a 6.3% cap rate and a projected 7.3% cap rate by 9/1/26, it combines reliable cash flow with potential Opportunity Zone tax advantages. Positioned near public transit, universities, and Longwood Medical Area, this asset offers cultural legacy, premium quality, and growth potential in one of Boston's fastest-growing neighborhoods. Ideal for 1031 exchange buyers or investors seeking a stable, high-performing asset with long-term appreciation potential. Full pro forma and unit breakdown available on request.
Building
- Acreage: 0.19
- Square Feet: 6,509
- Year Built: 1900
- Zoning: R4
- Stories: 8
- Rooms: 28
- Roof: Shingle, Rubber
- Foundation: Brick/Mortar
Location
- County: Suffolk
- Neighborhood: Roxbury's Fort Hill
- Subdivision: Roxbury's Fort Hill
- Town: Boston
Finance
- Taxes: $25,748
Interior Features
Bedrooms
- Bedrooms: 14
Bathrooms
- Bathrooms: 11
- Full Baths: 11
Utilities and Appliances
Utilities and Appliances
- Appliances Included: Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
Community
Amenities
- Amenities: 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
- Other Amenities: Tennis