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27 Dudley St, Boston MA 02119 – 14 bed 11 bath For Sale – 73343819

$ 3,700,000
27 Dudley St, Boston MA 02119, ,

Overview

  • Updated On:
  • April 19, 2025
  • listingid
  • 73343819
  • 14 Bedrooms
  • 11 Bathrooms
  • 0 Garage Spaces
  • 8 Non-Garage Parking Spaces
  • 1900

Description

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.

This property is listed by Mission Realty Advisors from Compass

Property Listing Details

Overview

MLS Status
Price $ 3,700,000
Living Area 6,509.00 ft2
Bedrooms 14
Total Rooms 28
Listing MLS ID 73343819
Days on Market 39
Bathrooms 11

Unit Information

Bedrooms 14
Full Bathrooms 11
Half Bathrooms 0
Cooling Central Air
Heating Central
Uncovered Parking 8
Garage Parking 0
Water View
Unit Level
Common Walls
Laundry Features Electric Dryer Hookup,Washer Hookup
Lead Paint Unknown
Outdoor Space Available
Living Area Includes Basement
Patio And Porch Features
Parking Features Paved Drive,Off Street
Waterview Features
Flooring Wood,Tile

Building Information

Building Name
Units in Building 7
Pets Allowed
Association Amenities
Pool Features
Waterfront Features
Association Fee Includes
Construction Materials Brick
Year Built 1900
Security Features
Sewer Public Sewer
Spa Features
Structure Type
Water Source Public
Basement
Roof Shingle,Rubber

Additional Details

Community Features Public Transportation,Shopping,Pool,Tennis Court(s),Park,Walk/Jog Trails,Medical Facility,Laundromat,Bike Path,Conservation Area,Highway Access,House of Worship,Marina,Private School,Public School,T-Station,University,Other
Disclosures Rents are projected rents for 9/1/2025,please see attached proforma for current and projected rents. Number of parking spaces is to be determined,minimum of 8 parking spaces. Projected parking income is $1000/mo. 7th unit will be completed summer 2025.
Last Updated 2025-04-19T07:05:00.000Z
Building Area Source Measured
MLS PIN Page
Parcel Number W:09 P:03293 S:000,3397293
Original List Price 3800000
Listing Office compass
Tax Annual Amount 23245.5
Tax Assessed Value 1988500
Tax Book Number 58524
Tax Year 2025
Year Built Details Approximate
Year Built Source Public Records
Zoning R4
Listing Agent mission realty advisors

Property Address

Address: 27 Dudley St, Boston MA 02119
City:
State/County:
Zip: 02119
Country: US

Amenities and Features

Other Features
Dining Room
Dishwasher
Disposal
Dryer
Has Cooling System
Has Heating System
Kitchen
Laundry Room
Living Room
Microwave
Open Parking
Range
Refrigerator
Washer

Payment Calculator

$ 21,200.03
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
$ 17,746.70

Map

Transport
Supermarkets
Schools
Restaurants
Pharmacies
Hospitals

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27 Dudley St, Boston MA 02119 | © 2024 DOUGLAS ELLIMAN REAL ESTATE. ALL MATERIAL PRESENTED HEREIN IS INTENDED FOR INFORMATION PURPOSES ONLY. WHILE THIS INFORMATION IS BELIEVED TO BE CORRECT, IT IS REPRESENTED SUBJECT TO ERRORS, OMISSIONS, CHANGES OR WITHDRAWAL WITHOUT NOTICE. ALL PROPERTY INFORMATION, INCLUDING, BUT NOT LIMITED TO SQUARE FOOTAGE, ROOM COUNT, NUMBER OF BEDROOMS AND THE SCHOOL DISTRICT IN PROPERTY LISTINGS ARE DEEMED RELIABLE, BUT SHOULD BE VERIFIED BY YOUR OWN ATTORNEY, ARCHITECT OR ZONING EXPERT. THE NUMBER OF BEDROOMS LISTED ABOVE IS NOT A LEGAL CONCLUSION. EACH PERSON SHOULD CONSULT WITH HIS/HER OWN ATTORNEY, ARCHITECT OR ZONING EXPERT TO MAKE A DETERMINATION AS TO THE NUMBER OF ROOMS IN THE UNIT THAT MAY BE LEGALLY USED AS A BEDROOM. EQUAL HOUSING OPPORTUNITY.

Property Details

27 Dudley St, Boston MA 02119 – 14 bed 11 bath For Sale – 73343819

$ 3,700,000

Status:

27 Dudley St, Boston MA 02119, , , 02119

Country: US

Property Overview

MLS #: 73343819

Type: /

Action:

Year Built: 1900 (Approximate, Source: Public Records, Effective: )

Living Area: 6,509.00 ft2 (Total: 6509 Square Feet, Source: Measured)

Lot Size: 0.19 ft2 (Area: 0.19 Acres, SqFt: 8241)

Total Rooms: 28

Condition:

Availability:

Building Name:

Interior Features

Bedrooms: 14 (Main Level: )

Bathrooms: Total: 11 (Full: 11, Half: 0, Decimal: 11, Main Level: )

Basement:

Fireplaces: 0 ()

Flooring: Wood,Tile

Laundry: Electric Dryer Hookup,Washer Hookup

Window Features: Insulated Windows

Door Features:

Accessibility:

Entry: Level , Location:

Other Equipment:

Construction & Design

Style:

Materials: Brick

Foundation: Brick/Mortar (Area: )

Roof: Shingle,Rubber

Stories: 9 (9)

Common Walls:

Body Type:

Utilities & Green Features

Heating: Central

Cooling: Central Air

Water Source: Public

Sewer: Public Sewer ()

Utilities: for Gas Range,for Gas Oven,for Electric Dryer,Washer Hookup

Electric: (Expense: )

Gas:

Energy Certificate:

Green Energy Efficient:

Green Energy Generation:

Green Indoor Air Quality:

Green Water Conservation:

Insulation:

Exterior & Lot Features

Garage Spaces: 0

Covered Spaces: 0

Parking Total: 8

Parking Features: Paved Drive,Off Street

Pool:

Spa:

Patio/Porch:

Fencing: Fenced

Lot Features: Corner Lot

View: (, Waterview Y/N: )

Waterfront:

Road Frontage: Public ()

Road Surface:

Road Responsibility:

Other Structures:

Horse Amenities:

Wooded Area:

Pasture Area:

Cultivated Area:

Additional Parcels: (Number: )

Outdoor Space:

Community & Association

Community Features: Public Transportation,Shopping,Pool,Tennis Court(s),Park,Walk/Jog Trails,Medical Facility,Laundromat,Bike Path,Conservation Area,Highway Access,House of Worship,Marina,Private School,Public School,T-Station,University,Other

Association Fee: ()

Fee Includes:

Association Amenities:

Pets Allowed:

Schools: E: , M: , H:

Zoning: R4 ()

MLS Area: Major: , Minor:

Management:

Optional Fee: (Includes: )

Property Description

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.

Room Details

Living Room (): x ( sqft) - Features:

Dining Room (): x ( sqft) - Features:

Kitchen (): x ( sqft) - Features:

Master Bedroom (): x ( sqft) - Features:

Master Bathroom: Features:

Laundry Dimensions:

Multi-Unit Information (if applicable)

Total Units: 7

Units Owner Occupied:

Unit 1: Beds: 3, Full Baths: 2, Half Baths: 0, Levels: 2, Rent: 4200, Lease: Y

Unit 2: Beds: 3, Full Baths: 2, Half Baths: 0, Levels: 2, Rent: 4200, Lease: Y

Unit 3: Beds: 2, Full Baths: 2, Half Baths: 0, Levels: 2, Rent: 3200, Lease: Y

Unit 4: Beds: 3, Full Baths: 2, Half Baths: 0, Levels: 2, Rent: 3800, Lease: Y

Complex Complete:

Unit Building:

Financial & Lease Information

Tax Annual Amount: 23245.5 (Year: 2025)

Tax Assessed Value: 1988500

Tax Block/Lot/Book/Map: / / 58524 /

Parcel Number: W:09 P:03293 S:000,3397293

Special Licenses:

Current Financing:

Gross Income: 291000 (Scheduled: )

Net Operating Income: 247147

Operating Expense: (Water/Sewer: , Insurance: )

Financial Data Source: Estimated,Owner

APOD Available: Yes

Tenant Pays:

Rent Includes:

Total Actual Rent: 24200

Lease Term: (Existing Type: )

Deposit Required: (Security: , First Month: , Last Month: )

Insurance Required:

References Required:

Listing & Agent Information

Listing Agent: Mission Realty Advisors (MLS ID: TM334200) / Team: BB803910,NB113206,CN211811

Listing Office: Compass (MLS ID: AN2383)

Agent (Property): 57

Buyer Agent MLS ID:

Buyer Office MLS ID:

Listing Agreement: Exclusive Right To Sell

Listing Contract Date: 2025-03-11

Expiration Date: 1900-01-01

Original List Price: 3800000

Price Per SqFt (List): 568.44

Market Time (Property): 39 (Broker: 39, Prev Broker: 0, Prev Property: 0)

MLS Status: Active

Possession:

Directions: Corner of Dudley St and Lambert Ave.

Disclosures: Rents are projected rents for 9/1/2025,please see attached proforma for current and projected rents. Number of parking spaces is to be determined,minimum of 8 parking spaces. Projected parking income is $1000/mo. 7th unit will be completed summer 2025., N

Lead Paint: Unknown

Title 5:

Exclusions:

Contingency:

Special Listing Conditions:

Lender Owned:

Short Sale Lender Approval Required:

Home Warranty Y/N:

Documents Available: (Count: )

Showings Deferral Date:

Open House Flag: 1

Listing Alert: No

Square Feet Disclosures: Living area was measured, buyer to do own due diligence. (Incl. Base: Yes, Other: )

Master Book/Page: / (Page: 334)

Sale Information (if applicable)

Close Date:

Close Price:

Price Per SqFt (Sold):

Anticipated Sold Date:

Concessions Amount:

Purchase Contract Date:

Sold vs Rent:

System Information

Property ID: 1859864

Modification Timestamp: 2025-04-19T07:05:00.000Z

Bridge Modification Timestamp: 2025-04-19T07:09:58.680Z

Original Entry Timestamp: 2025-03-11T16:17:00.000Z

Status Change Timestamp: 2025-04-15T14:30:00.000Z

Off Market Date:

Development Status:

Business Type:

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