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27 Dudley Street, Roxbury's Fort HillBoston, MA 02119Price: $3,625,000

  • Price: $3,625,000
  • Est. Mortgage of $/month
  • 131 Days on Market
Print
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Federal 30-year interest rate: 6.49% last updated on Jun 25, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $3,625,000List Price
  • 14Bedrooms
  • 11Bathrooms
  • 0.19Acreage
  • 6,509Square Feet
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119
27 Dudley Street Boston MA 02119

Listing Tools

Listed by Mission Realty Advisors of Compass
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.

Property Details of 27 Dudley Street, Roxbury's Fort Hill

Property Details

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