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$3,450,000
14
Beds
11
Baths
6,509
Living Area
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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 $22,825/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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Highlights
- Area: Roxbury's Fort Hill
- Heating: Central
- Parking Spots: 8
- Property Type: 5-9 Family
- Total Rooms: 28
- Status: Closed
- Cooling: Central Air
- Levels: 8
- Property Class: Residential Income
- Stories: 8
- 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: $2,056,900
- Taxes: $25,748
- Tax Year: 2026
- Total Rent: $22,825
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Content © 2026 MLS Property Information Network, Inc. The information in this listing was gathered from third party resources including the seller and public records.
Listing information provided courtesy of The Attias Group, LLC.
MLS Property Information Network, Inc. and its subscribers disclaim any and all representations or warranties as to the accuracy of this information.
