27 Dudley St, Roxbury’s Fort Hill, Boston, MA 02119 | Nathan Klairmont, Real Estate Agent

27 Dudley St, Roxbury’s Fort Hill, Boston, MA 02119

  • $3,700,000
  • $568
27 Dudley St, Roxbury's Fort Hill Boston, MA 02119
For Sale
27 Dudley St, Roxbury's Fort Hill Boston, MA 02119
  • $3,700,000
  • $568


Overview

Property ID: 73435766
  • Multi-family
  • Property Type
  • 14
  • Bedrooms
  • 11
  • Bathrooms
  • 0
  • Garage
  • 8241
  • Sq Ft
  • 1900
  • Year Built

Description

Multi Family property with 14 bedroom(s), 11 bathroom(s) in Roxbury’s Fort Hill Roxbury’s Fort Hill Boston MA.

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 $23,125/month with a 6.3% cap rate and a projected 7.3% 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.

  • Address 27 Dudley St, Roxbury's Fort Hill Boston, MA 02119
  • City Boston
  • State/county MA
  • Zip/Postal Code 02119
  • Area Roxbury, Roxbury's Fort Hill

Details

Updated on September 26, 2025 at 7:22 am
  • Property ID: 73435766
  • Price: $3,700,000
  • Property Size: 8241 Sq Ft
  • Bedrooms: 14
  • Bathrooms: 11
  • Garage: 0
  • Year Built: 1900
  • Property Type: Multi-family
  • Property Status: For Sale

Additional details

  • Cooling: Central Air
  • Fire places: 0
  • Heating: Central
  • Total Rooms: 28
  • Parking Features: Paved Drive,Off Street
  • Roof: Shingle,Rubber
  • Sewer: Public Sewer
  • Water Source: Public
  • Interior Features: Living Room,Dining Room,Kitchen,Laundry Room
  • Office Name: Compass
  • Agent Name: Mission Realty Advisors

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