Roxbury - Fort Hill

Brick building with gothic-style arched windows, black awning with '27 Dudley Street' and surrounding snow on the ground and sidewalk.

27 Dudley Street

Great opportunity to own a 7 unit building in a fabulous, historic Fort Hill location!

27 Dudley Street | Roxbury’s Fort Hill | 7-Unit | 14 Beds | 11 Baths | $24,250/Month Income | 7.2% Cap Rate Projected by 9/1/25.

Step into a high-performing investment with historic flair. Once home to Maurice Starr—where New Kids on the Block and New Edition recorded—27 Dudley Street blends cultural legacy with cash flow in Roxbury’s Fort Hill.This fully renovated seven-unit property is located in a federally designated Opportunity Zone, offering potential tax benefits. Gut-renovated in 2021, each unit features high-end finishes: waterfall quartz countertops, central HVAC, in-unit laundry, hardwood floors, and 8+ off-street parking spaces. By September 1, 2025, the property is projected to generate $24,250/month in rental income with a 7.2% cap rate. Located near public transit, universities, and Longwood Medical, this is a rare turnkey opportunity in one of Boston’s most dynamic growth corridors. Full pro forma and unit breakdown available upon request.

DOWNLOADS

  • Proforma

    View rent roll and financials.

  • Floor Plans - 7 Units

    Building plans w/ 7th unit

  • Floorplans - 6 Units

    View floor plans for current units.

  • Full Brochure

    View the full property brochure.

  • Proposed 2nd Building Drawings

    Description goes here

QUICK FACTS

1900

Year Built

14

Bedrooms

7

Units

11

Bathrooms

6,509

Square feet

.15 ac

Lot size

VIDEO TOUR

PHOTO GALLERY

LOCATION

 

LET’S CONNECT

Want to schedule a showing or have questions about the property? Drop us a line.

Aerial view of a cityscape with a residential area featuring houses, and a Palo Alto parking lot, pointing to 27 Dudley Street with a label and arrow.