27 Dudley St, Boston, MA 02119

Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group
27 Dudley St,Boston, MA 02119
$3,700,000
  • 14 Beds
  • 11 Baths
  • 6,509 sq. ft.
  • Multi-family
  • Active
Listed by: mission realty advisors
Office: compass
MLS#:73435766
Source:MLSPIN

Price summary

  • Price:$3,700,000
  • Price per sq. ft.:$568.44

About this home

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.

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Home facts

  • Year built:1900
  • Listing ID #:73435766
  • Updated:November 21, 2025 at 11:48 AM

Rooms and interior

  • Bedrooms:14
  • Total bathrooms:11
  • Full bathrooms:11
  • Living area:6,509 sq. ft.

Heating and cooling

  • Cooling:7 Cooling Zones, Central Air
  • Heating:Central

Structure and exterior

  • Roof:Rubber, Shingle
  • Year built:1900
  • Building area:6,509 sq. ft.
  • Lot area:0.19 Acres

Utilities

  • Water:Public
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$3,700,000
  • Price per sq. ft.:$568.44
  • Tax amount:$23,245 (2025)
The property listing data and information, or the Images, 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, and the Images, 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, or as to the accuracy of any of the Images, set forth herein.

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