27 Dudley Street, Roxbury's Fort HillBoston, MA 02119MLS Number 73478206

  • Price: $3,625,000
  • Est. Mortgage of $/month
  • 132 Days on Market
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Federal 30-year interest rate: 6.49% last updated on Jun 25, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • 14Bedrooms
  • 0.19Acreage
  • 11Bathrooms
  • 1900Year Built
Under Agreement
27 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 0211927 Dudley Street Boston MA 02119
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Cape Coastal Sotheby's International Realty

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Cape Coastal Sotheby's International Realty
Office: 508-477-6688
540 Falmouth Road (Mashpee Rotary)
Mashpee, MA 02649
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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Basic Information

  • Gross Income $291,000
  • Lot Features Corner Lot
  • Mls StatusUnder Agreement
  • Parcel Number W:09 P:03293 S:000,3397293

Location

  • Address27 Dudley Street
  • Building Number27
  • CountySuffolk
  • NeighborhoodRoxbury's Fort Hill
  • StateMA
  • StreetDudley Street
  • SubdivisionRoxbury's Fort Hill
  • TownBoston
  • Zip02119

Exterior

  • Fencing Fenced
  • RoofShingle, Rubber

Utilities

  • Cooling Central Air
  • Cooling YN Yes
  • Heat SystemYes
  • Heating Central
  • Sewer Public Sewer
  • Water Source Public

Legal

  • ZoningR4

Tax Information

  • Tax Assessed Value $2,056,900
  • Tax Year 2026
  • Taxes$25,748

Rooms

  • Bathroom11
  • Bathrooms Total Decimal 11
  • Bedrooms14
  • Full Bath11

Building

  • Building Area Units Square Feet
  • Construction Materials Brick
  • FoundationBrick/Mortar
  • Levels 8
  • Rooms28
  • Stories8
  • Units7
  • Utilities For Gas Range, For Gas Oven, For Electric Dryer, Washer Hookup
  • Window Features Insulated Windows
  • Year Built1900
  • Year Built Details Approximate
  • Year Built Source Public Records

Amenities

  • Amenities
    • Bike Path
    • Conservation Area
    • Highway Access
    • House of Worship
    • Laundromat
    • Marina
    • Medical Facility
    • Other
    • Park
    • Pool
    • Private School
    • Public School
    • Public Transportation
    • Shopping
    • T-Station
    • Tennis Court(s)
    • University
    • Walk/Jog Trails
  • Appliances IncludedRange, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
  • Other AmenitiesTennis

Parking

  • Open Parking YN Yes
  • Parking Features Paved Drive, Off Street
  • Parking Spaces8

Basic Information

  • List Price$3,625,000
  • MLSPIN 73478206
  • Modification Date06/28/2026
  • Property SubType5-9 Family
  • Purchase Contract Date05/21/2026
  • Virtual TourView Tour

Property

  • Acreage0.19

Interior

  • Flooring Wood, Tile
  • Interior Features Living Room, Dining Room, Kitchen, Laundry Room

Property Information

  • Building Area Source Measured
  • Living Area 6,509
  • Lot Size Square Feet 8,241
  • Lot Size Units Acres
  • Square Feet6,509

Other

  • Date Listed02/18/2026
  • Farm Land Area Units Square Feet
  • View Count6

Driving Directions

Listed by Mission Realty Advisors of Compass

Roxbury's Fort Hill Boston, MA Demographics

There is no data available

Roxbury's Fort Hill Boston, MA Real Estate Market Data

There is no data available

Roxbury's Fort Hill Boston, MA Schools

School NameDistanceTypeGrades

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. 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. MLSPIN 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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