Skip to content
×
Pro Members Get
Full Access!
Get off the sidelines and take action in real estate investing with BiggerPockets Pro. Our comprehensive suite of tools and resources minimize mistakes, support informed decisions, and propel you to success.
Advanced networking features
Market and Deal Finder tools
Property analysis calculators
Landlord Command Center
ANNUAL Save 16%
$32.50 /mo
$390 billed annualy
MONTHLY
$39 /mo
billed monthly
7 day free trial. Cancel anytime
Copied
Photo
Copied
Photo
Photo
Photo
Photo
See all photos

$3,700,000

For Sale - Active
27 Dudley St, Boston, MA 02119
14 Beds
11 Baths
6,509 Square Feet
0.19 Acres Lot
Built in 1900
For Sale - Active
2 Units
Checked: 9 hours ago
Updated: May 22, 2025 at 01:50PM

Investment Summary


Monthly Cash Flow
-$17,735
Cap Rate
0.5%
Cash-on-Cash Return
-25.0%
Debt Coverage Ratio
0.08
Internal Rate of Return (5 years)
-20.1%

Property Description


0.19 Acres Lot
Built in 1900
For Sale - Active
2 Units

27 Dudley Street | Roxbury’s Fort Hill | 7-Unit | 14 Beds | 11 Baths | $24,250/Month Income | 7.2% Cap Rate Projected by 9/1/25. Step into a high-performing investment with historic flair. Once home to Maurice Starr—where New Kids on the Block and New Edition recorded—27 Dudley Street blends cultural legacy with cash flow in Roxbury’s Fort Hill.This fully renovated seven-unit property is located in a federally designated Opportunity Zone, offering potential tax benefits. Gut-renovated in 2021, each unit features high-end finishes: waterfall quartz countertops, central HVAC, in-unit laundry, hardwood floors, and 8+ off-street parking spaces. By September 1, 2025, the property is projected to generate $24,250/month in rental income with a 7.2% cap rate. Located near public transit, universities, and Longwood Medical, this is a rare turnkey opportunity in one of Boston’s most dynamic growth corridors. Full pro forma and unit breakdown available upon request.

Build Your Team


Quickly find investor-friendly professionals who can help you succeed in real estate investing at any stage of the investing journey.

Agents

Match with investor-friendly agents who can help you find, analyze, and close your next deal

Find an Agent

Lenders

Get the best funding…find investor-friendly lenders who specialize in your deal strategy

Find a Lender

Property Managers

Transition to passive investing. Find a trusted property management partnership that lasts.

Find a Property Manager

Tax Pros & Accountants

Taxes and financial reporting made easy—find experts to create tax savings strategies, file taxes, and more

Find a Tax Pro

Location


Property Details


Parking

  • Description: Paved Drive, Off Street
  • Details: Paved, Off Street
  • Garage Spaces: 0
  • Spaces Total: 8

Bedroom Information

  • # of Bedrooms: 14

Bathroom Information

  • # of Baths (Full): 11
  • # of Baths (Partial): 2
  • # of Baths (Total): 11.0

Interior Features

  • # of Rooms: 28
  • # of Stories: 9
  • Basement: Yes

Exterior Features

  • Exterior Walls Materials: Brick
  • Foundation: Brick/Mortar
  • Roof Type: Gable
  • Roof Material: Shingle, Rubber

Land Information

  • Land Use: Residential Income
  • Land Use Subtype: Apartments (general)

Lot Information

  • Parcel ID: ROXBW:09P:03293S:000
  • Lot Size: 8241 sqft

Property Information

  • Property Type: Multi Family
  • Year Built: 1900

Tax Information

  • Annual Tax: $23,245

Utilities

  • Water & Sewer: Public
  • Heating: Central
  • Cooling: Central Air

Location

  • County: Suffolk

Investment Summary


Monthly Cash Flow
-$17,735
Cap Rate
0.5%
Cash-on-Cash Return
-25.0%
Debt Coverage Ratio
0.08
Internal Rate of Return (5 years)
-20.1%

Purchase Details

Find an Agent

Purchase price:
$3,700,000
Amount financed:
-$2,960,000
Down payment:
$740,000
Closing costs:
$111,000
Rehab costs:
$0
Initial cash invested:
$851,000
Square feet:
6,509
Cost per square foot:
$568
Monthly rent per square foot:
$0.78

Financing Details

Find a Lender

Loan amount:
$2,960,000
Loan to value ratio:
80.0%
Loan type:
Amortizing
Term:
30 years
Interest rate:
6.810%
Principal & interest:
$19,317
Property tax:
$1,937
Insurance:
$357
Private mortgage insurance (PMI):
$0
Monthly payment:
$21,611

Operating Income

Find a Property Manager

% Rent Monthly Yearly
Gross rent:
$5,100 $61,200
Vacancy loss: (6%)
6% -$306 -$3,672
Operating income:
$4,794 $57,528

Operating Expenses


% Rent Monthly Yearly
Property taxes: (38%)
38%-$1,937-$23,246
Insurance: (7%)
7%-$357-$4,284
Property management: (8%)
8%-$408-$4,896
Repairs & maintenance: (5%)
5%-$255-$3,060
Capital expenditures: (5%)
5%-$255-$3,060
HOA fees: (n/a)
n/an/an/a
Total operating expenses: (63%)
63%-$3,212-$38,546

Cash Flow


Monthly Yearly
Net operating income:
$1,582 $18,984
Mortgage payments:
-$19,317 -$231,804
Cash flow:
$17,735 $212,820