Skip To Content

27 Dudley St

Boston, MA 02119
  • $3,625,000
  • STATUS: Active
  • MLS #: 73478206
UPDATED: 57 min ago
$3,625,000
  • 14
    BEDS
  • 0.19
    ACRES
  • 11
    BATHS
  • 0
    1/2 BATHS
  • 6,509
    SQFT
  • $557
    $/SQFT
Neighborhood:
Type:
Multi-Family
Built:
1900
County:

School Ratings & Info

Listing courtesy of Mission Realty Advisors of Compass.

Description

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.

Monthly Payment Calculator



The property listing data and information 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 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 set forth herein. Data last updated 2026-04-16T07:07:28.47.
www.westcottproperties.com/homes/173145722
Print Image

27 Dudley St Boston, MA 02119

  • Price: $3,625,000
  • Status: Active
  • On Site: Days
  • Updated: 57 min ago
  • MLS #: 73478206
14
Beds
11
Baths
0
½ Baths
0.19
Acres
6,509
SQFT
$557
$/SQFT
1900
Built
Neighborhood:
Roxbury's Fort Hill
County:
Suffolk
Area:
Roxbury's Fort Hill
Property Description
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.
Exterior Features

Construction Materials Brick Covered Spaces 0 Fencing Fenced Garage YN No Levels 8 Lot Features Corner Lot Open Parking YN Yes Parking Features Paved DriveOff Street Parking Total 8 Road Frontage Type Public Roof ShingleRubber Spa YN No Waterfront YN No

Interior Features

Appliances RangeDishwasherDisposalMicrowaveRefrigeratorWasherDryer Building Area Total 6509 Cooling Central Air Cooling Units 7 Cooling YN Yes Cooling Zones 7 Fireplace YN No Fireplaces Total 0 Flooring WoodTile Foundation Details Brick/Mortar Heat Units 7 Heat Zones 7 Heating Central Heating YN Yes Interior Features Living RoomDining RoomKitchenLaundry Room Laundry Features Electric Dryer HookupWasher Hookup Lead Paint Unknown Rooms Total 28 Window Features Insulated Windows

Property Features

Community Features Public TransportationShoppingPoolTennis Court(s)ParkWalk/Jog TrailsMedical FacilityLaundromatBike PathConservation AreaHighway AccessHouse of WorshipMarinaPrivate SchoolPublic SchoolT-StationUniversityOther Gross Income 291000 Home Warranty YN No Net Operating Income 247147 Property Sub Type 5-9 Family Senior Community YN No Sewer Public Sewer Tax Annual Amount 25748 Tax Year 2026 Total Actual Rent 22825 Utilities for Gas Rangefor Gas Ovenfor Electric DryerWasher Hookup Water Source Public Year Built Details Approximate Year Round Yes Zoning R4

Listing information © 2026 MLS Property Information Network. All information is deemed reliable but should be independently verified.
Listing provided courtesy of Mission Realty Advisors of Compass: 617-752-6845.


The property listing data and information 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 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 set forth herein. Data last updated 2026-04-16T07:07:28.47.
 
https://bt-photos.global.ssl.fastly.net/mlspin/orig_boomver_1_73478206_2.jpg https://bt-photos.global.ssl.fastly.net/mlspin/orig_boomver_1_73478206_2.jpg https://bt-photos.global.ssl.fastly.net/mlspin/orig_boomver_1_73478206_2.jpg
Logo
Westcott Properties
178 Broadway
Providence RI, 02903
Listing courtesy of Mission Realty Advisors of Compass.