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$3,700,000
24 Days On Site

27 Dudley St
Boston, MA 02119

For Sale|Multi Family|Active
14
Beds
11
Total Baths
11
Full Baths
6,509
SqFt
$568
/SqFt
1900
Built
County:
Suffolk
Call Now: 978-870-9260
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978-870-9260
27 Dudley St27 Dudley St27 Dudley St27 Dudley St
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Monthly Payment (Est.)

$16,881
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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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Listing Snapshot
Price 
$3,700,000
Days On Site 
24 Days
Bedrooms 
14
Inside Area (SqFt) 
6,509 sqft
Total Baths 
11
Full Baths 
11
Partial Baths 
N/A
Lot Size 
0.19 Acres
Year Built 
1900
MLS® Number 
73435766
Status 
Active
Property Tax 
$23,245.5
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
2 days agoListing updated with changes from the MLS®
3 weeks agoListing first seen on site
General Features
Acres 
0.19
Foundation 
Brick/Mortar
Number Of Stories 
9
Parking 
PavedOff Street
Parking Spaces 
8
Property Sub Type 
Multi Family
Sewer 
Public Sewer
SqFt Above 
5291
SqFt Below 
1218
SqFt Total 
6509
Water Source 
Public
Zoning 
R4
Interior Features
Appliances 
RangeDishwasherDisposalMicrowaveRefrigeratorWasherDryerElectric Water Heater
Cooling 
Central Air
Flooring 
WoodTile
Heating 
Central
Laundry Features 
Electric Dryer HookupWasher Hookup
Window Features 
Insulated Windows
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Exterior Features
Construction Details 
Brick
Fencing 
Fenced
Lot Features 
Corner Lot
Roof 
ShingleRubber
Windows/Doors 
Insulated Windows
Community Features
Community Features 
PoolTennis Court(s)ParkOther
MLS Area 
Roxbury's Fort Hill
Listing courtesy of Mission Realty Advisors of Compass



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, landlords, 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, leasing or renting 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, leasing or renting. 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.

Last checked 2025-10-20 12:34 AM UTC

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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