27 Dudley St
$3,700,000
14
Beds
11
Baths
6,509
Sqft
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$3,700,000
14
Beds
11
Baths
6,509
Living Area
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Property Description
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.
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Highlights
- Area: Roxbury's Fort Hill
- Heating: Central
- Parking Spots: 8
- Property Type: 5-9 Family
- Total Rooms: 28
- Status: Active
- Cooling: Central Air
- Levels: 9
- Property Class: Residential Income
- Stories: 9
- Year Built: 1900
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Additional Details
- Appliances: Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
- Flooring: Wood, Tile
- Interior Features: Living Room, Dining Room, Kitchen, Laundry Room
- Road Frontage Type: Public
- SqFt Source: Measured
- Year Built Details: Approximate
- Zoning: R4
- Construction: Brick
- Foundation: Brick/Mortar
- Lot Features: Corner Lot
- Roof: Shingle, Rubber
- Total Number of Units: 7
- Year Built Source: Public Records
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Amenities
- Community Features: 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
- Parking Features: Paved Drive, Off Street
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Utilities
- Sewer: Public Sewer
- Water Source: Public
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Fees / Taxes
- Assessed Value: $1,988,500
- Compensation Based On: Gross/Full Sale Price
- Tax Year: 2025
- Total Rent: $24,200
- Buyer Agent Compensation: 2%
- Facilitator Compensation: 2%
- Taxes: $23,245
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