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.
Property Details
Price:
$3,700,000
MLS #:
73343819
Status:
Active
Beds:
14
Baths:
11
Type:
Multi Family
Subtype:
5-9 Family
Neighborhood:
Roxbury’s Fort Hill
Listed Date:
Mar 11, 2025
Finished Sq Ft:
6,509
Total Sq Ft:
6,509
Lot Size:
8,276 sqft / 0.19 acres (approx)
Year Built:
1900
Units:
7
See this Listing
Schools
Interior
Appliances
Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
Bathrooms
11 Full Bathrooms
Cooling
Central Air
Flooring
Wood, Tile
Heating
Central
Laundry Features
Electric Dryer Hookup, Washer Hookup
Exterior
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
Construction Materials
Brick
Parking Features
Paved Drive, Off Street
Parking Spots
8
Roof
Shingle, Rubber
Financial
Tax Year
2025
Taxes
$23,246
Map
Community
- Address27 Dudley St Boston MA
- CityBoston
- CountySuffolk
- Zip Code02119
Subdivisions in Boston
- Adams Village
- Ashmont Hill
- Ashmont Hill / Carruth Area
- Back Bay
- Bay Village
- Beacon Hill
- Bellevue Hill
- Boston
- Brighton-Oak Square
- Charlestown
- Chestnut Hill
- Chestnut Hill /Brookline line
- Chestnut Hill Park Condominium
- Clam Point Neighborhood
- Eight Streets Neighborhood
- Ellis South End Neighborhood
- Fairmount Hill
- Fields Corner
- Gas Light District
- Golf Course Neighborhood
- Harbor View
- Harborview
- Highland
- Hyde Park
- Jamaica Plain
- Lower Mills
- Melville Park
- Metropolitan Heights Area
- Metropolitan Hill
- Mission Hill – Longwood Medical
- Oak Square
- Parkway neighborhood
- Roslindale
- Roslindale – WC Bates
- roslindale village
- Roxbury’s Moreland Street Historic District
- Savin Hill: Minutes to Carson Beach/UMass Boston T-Stop
- South Boston
- Suffolk County
- Sumner Hill
- Thomas Park
- Woodbourne
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Market Summary
Current real estate data for Multi Family in Boston as of Aug 02, 2025
333
Multi Family Listed
148
Avg DOM
490
Avg $ / SqFt
$1,972,436
Avg List Price
Property Summary
- 27 Dudley St Boston MA is a Multi Family for sale in Boston, MA, 02119. It is listed for $3,700,000 To schedule a showing of MLS#73343819 at 27 Dudley St in Boston, MA, contact your Cornerstone Real Estate agent at 617-238-7400.
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Courtesy of Compass. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
27 Dudley St
Boston, MA
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