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.
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Roxbury's Fort Hill
27 Dudley St, Boston MA 02119
Boston, MA 02119
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 05/21/2026 | ⏳ Pending Sale | - | - | - | Offer accepted, sale pending |
| 02/18/2026 | 🏠 Listed for Sale | $3,625,000 | - | - | Original listing |
| 09/14/2017 | 🏷️ Previously Sold | $1,325,000 | - | - | MLS #72181478 |
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