27 Dudley St, Boston, MA
36 Days on Boardwalk PropertiesPrice Reduced $100,000
0
27 Dudley St, Boston, MA 02119
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$3,700,000
7 Unit
14 Beds
11 Baths
6509 SQFT
0.19 Acre

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.

Property Details tap to expand

Building Information

  • Total Units: 7
  • Total Floors: 9
  • Total Bedrooms: 14
  • Total Full Baths: 11
  • Amenities: Bike Path, Conservation Area, Highway Access, House of Worship, Laundromat, Marina, Medical Facility, Other (See Remarks), Park, Private School, Public School, Public Transportation, Shopping, Swimming Pool, Tennis Court, T-Station, University, Walk/Jog Trails
  • Common Rooms: Dining Room, Kitchen, Living Room
  • Common Interior Features: Tile Floor
  • Common Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer, Washer Hookup
  • Common Heating: Central Heat, Electric
  • Common Cooling: Central Air

Financial

  • APOD Available: Yes
  • Expenses Source: Estimated, Owner Provided
  • Gross Operating Income: 291000
  • Net Operating Income: 247147

Utilities

  • Heat Zones: 7
  • Cooling Zones: 7
  • Energy Features: Insulated Windows
  • Utility Connections: for Electric Dryer, for Gas Oven, for Gas Range, Washer Hookup
  • Water: City/Town Water, Private
  • Sewer: City/Town Sewer, Private

Unit 1 Description

  • Under Lease: Yes
  • Floors: 1
  • Levels: 2

Unit 2 Description

  • Under Lease: Yes
  • Floors: 1
  • Levels: 2

Unit 3 Description

  • Under Lease: Yes
  • Floors: 1
  • Levels: 2

Unit 4 Description

  • Under Lease: Yes
  • Floors: 3
  • Levels: 2

Construction

  • Year Built: 1900
  • Type: 5-9 Family
  • Construction Type: Brick
  • Foundation Info: Brick
  • Roof Material: Aluminum, Asphalt/Fiberglass Shingles, Rubber
  • Flooring Type: Tile, Wood
  • Lead Paint: Unknown
  • Year Round: Yes
  • Warranty: No

Other Information

  • MLS ID# 73343819
  • Last Updated: 04/15/25

Property History tap to expand

Date Event Price Price/Sq Ft Source
04/15/2025Price Change$3,700,000$568MLSPIN
03/15/2025Active$3,800,000$584MLSPIN
03/11/2025New$3,800,000$584MLSPIN

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Seller's Representative: Mission Realty Advisors, Compass
Sub Agent Compensation: n/a
Buyer Agent Compensation: 2
Facilitator Compensation: 2
Compensation Based On: Gross/Full Sale Price
Sub-Agency Relationship Offered: No

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MLS PIN data last updated at 2025-04-15 15:04:00