Sold

27 Dudley St, Boston, MA

Boston · MA 02119

$3,450,000
Price
14
Beds
11
Baths
6509
Sq. ft.

Overview

Property type: Multi-Family
Year built: Built in 1900
Units: 7 Units
Lot size: 8,241 Sq.Ft Lot
Price per square foot: $557 / Sq.Ft
Parking: 8 Off Street Spaces

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 $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.

Neighborhood & Transit

Roxbury's Fort Hill

27 Dudley St, Boston · MA 02119

Nearby transit

Within 0.5 mile, measured straight-line to the nearest station entrance.

  • Roxbury Crossing Orange 0.36 mi
  • Ruggles Orange Commuter Rail 3 routes 0.46 mi
    • Franklin/Foxboro Line
    • Needham Line
    • Providence/Stoughton Line

Price Insight

Days on Market:
258 days
Listing Price:
$3,625,000
Price per Sq.Ft:
$557
Tax Assessment:
$2,056,900 in 2026
Taxes:
$2,146 / Monthly

Home Facts

Interior Features

Bedrooms
14
Full Bathrooms
11
Half Bathrooms
0
Living Area
6,509 Sq.Ft (Includes Basement)
Broker Disclosure about Living Area
Living area was measured, buyer to do own due diligence.
Kitchen
Unknown
Primary Bedroom
Unknown
Laundry
Unknown
Living levels
Unknown
Rooms
Unknown
Above grade area
5291
Flooring
Unknown
Lead paint
Unknown

Utilities

Heating Type
Unknown
Heating Zone
Unknown
Cooling
Unknown
Cooling Zones
Unknown
Water
Unknown
Sewer
Unknown
Electric Features
Unknown

Exterior Features

Lot Size
8,241 Sq.Ft
Lot Description
Unknown
Exterior Features
Unknown

Parking

Garage Parking
0 Parking Spaces
Off Street Parking
8 Parking Spaces

Construction Details

Construction Type
Unknown
Siding
Brick
Roof
Unknown

Green Features

Electric Vehicle Charger
Unknown
Solar Panels
Unknown
Green Certified
Unknown
Insulation Features
Unknown
Energy Features
Unknown

Listing information

Listing agent
Mission Realty Advisors
Listing office
Compass
MLS PIN #
73478206
Disclosure
Living area was measured, buyer to do own due diligence.