Luxury Real Estate Group Boston > Boston > 27 Dudley St

LRG Boston

(617) 233-5800

355 Boylston St

Boston, Ma 02116

27 Dudley St

Boston, MA

Property 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 $22,925/month with a 6.3% cap rate and a projected 7.4% 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.

offered at

$3,625,000

  • Status: New
  • Listing ID: 73478206
  • Bedrooms: 14
  • Full Baths: 11
  • Living Area: 6,509 sqft Convert
  • Lot Size: 8,241 sqft Convert
  • Acres: 0.19

Additional Details

Type: Multi-Family, 5-9 Family

Area: Roxbury's Fort Hill

Zip Code: 02119

Levels: 8

Parking

Garage Capacity: 8

Parking: Paved Drive, Off Street

Parking Spaces: 8

Rooms and Dimensions

Total Units: 7

Total Floors: 8

Total Rooms: 28

Contact: LRG Boston at (617) 233-5800

LRGBOSTON.COM

355 Boylston St. Boston, MA 02116

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