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Canceled

27 Dudley St, Boston MA 02119

$3,700,000

Estimated $7,936.66/month Calculator

Multi Family

Total Units: 7

Price Per Unit: $528,571.43

Total Rent: 184800/year

Estimated CAP Rate: 4.37%

14 Bedrooms

11 Full Baths

6,509 SqFt

Total Parking: 8

8,241 SqFt

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 home has been viewed 88 times

Last Checked: August 12th, 2025 at 4:29am (Source: MLS PIN #73343819)

Gross Income: $184,800

Gross Expenses: $23,245

Net Income Calc: $161,555

CAP Rate: 4.37%

Annual Expenses for 27 Dudley St, Boston MA 02119

Total Gross Expenses (Calculated)$23,245/year

APOD AvailableYes

Heating

Electricity

Water

Gas

Insurance

Sewer

Trash Removal

Repair & Maintenance

Management

Miscellaneous

Real Estate Tax$23,245.50

Annual Income & Unit Breakdown for 27 Dudley St, Boston MA 02119

Total Gross Income (Calculated)$184,800

Unit 1

Rental Income$4,200

LeaseY

Bedrooms3

Bathrooms2 Full

Floor1

Levels in Unit2

HeatingYes

Rent Includes

Unit 2

Rental Income$4,200

LeaseY

Bedrooms3

Bathrooms2 Full

Floor1

Levels in Unit2

HeatingYes

Rent Includes

Unit 3

Rental Income$3,200

LeaseY

Bedrooms2

Bathrooms2 Full

Floor1

Levels in Unit2

HeatingYes

Rent Includes

Unit 4

Rental Income$3,800

LeaseY

Bedrooms3

Bathrooms2 Full

Floor3

Levels in Unit2

HeatingYes

Rent Includes

General Information for 27 Dudley St, Boston MA 02119

Listing ID73343819

Property TypeMulti Family / 5+ Family

Price$3,700,000 ($568.44/SqFt)

Style5-9 Family

CityBoston

CountySuffolk

MLS AreaRoxbury's Fort Hill

Neighborhood(s)

Approximate Living Area Total6,509 SqFt

Approximate Lot Size (Acres)0.19 acres

Total Parking8

Garage Parking

Year Built1900

Year Built SourcePublic Records

Year Renovated

Year Built DetailsApproximate

Water

Sewer

Electric

Hot Water

Roof Material

Basement

Construction MaterialsBrick

Lot FeaturesCorner Lot

Foundation Area

Foundation DescriptionBrick/Mortar

Accessible Features

Outdoor Space

ZoningR4

Zoning Details

Water Views

Water Views Features

WaterfrontNo

Waterfront Features

Energy FeaturesInsulated Windows

Terms

Disclosures for 27 Dudley St, Boston MA 02119

Lead Paint

UFFI

Living Area Includes BasementYes

Living Area DisclosureLiving area was measured, buyer to do own due dili

Building Area SourceMeasured

Title 5

Exclusions

Disclosures

Financial Data SourceEstimated, Owner

Total Gross Expenses By Broker$0

Total Gross Income By Broker$291,000

Total Net Income By Broker$247,147

For Sale By OwnerNo

Short Sale / Forclosure (Bank Owned)

Buyer Agent Compensation2%

Facilitator Compensation2%

Sub-Agent Compensation

Compensation Based OnGross/full Sale Price

Financial Information for 27 Dudley St, Boston MA 02119

Real Estate Taxes$23,245.50

Tax Year2025

Assessed Value$1,988,500

Financial Data SourceEstimated, Owner

Total Gross Expenses By Broker$0

BostonRealEstate.com Gross Expenses

Total Gross Income By Broker$291,000

BostonRealEstate.com Gross Income

Total Net Income By Broker$247,147

BostonRealEstate.com Gross NOI

CAP Rate (based on Broker info)

CAP Rate (BostonRealEstate.com)4.37%

Location Information for 27 Dudley St, Boston MA 02119

Elementary School

Middle School

High School

Neighborhood(s)

MLS AreaRoxbury's Fort Hill

Area AmenitiesWalk/jog Trails, Conservation Area, Highway Access, House Of Worship, Public School, Shopping, Park, Medical Facility, Laundromat, Bike Path, Public Transportation, T-station, Pool, Tennis Court(s), Marina, Private School, University, Other

Contact Information for 27 Dudley St, Boston MA 02119

Agent

Name: Mission Realty Advisors

Office

Name: Compass

Phone: 617-206-3333

Team Members

Name: Jacqueline Giron Jaeger

Phone: 617-901-4551

Name: Eric W. Johnson

Phone: 203-893-8316

Name: William MacDonald

Phone: 857-540-1779

Payment Calculator

, Interest

Property Taxes 1937.13

Principal & Interest 22798.22

HOA Dues $0

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Compass

Mission Realty Advisors

Agent Phone

Office Phone

(617) 206-3333

Text Agent Call Agent Call Office

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)

EXIT

Canceled

27 Dudley St, Boston MA 02119

$3,700,000

Annual Expenses for 27 Dudley St, Boston MA 02119

Annual Income & Unit Breakdown for 27 Dudley St, Boston MA 02119

General Information for 27 Dudley St, Boston MA 02119

Disclosures for 27 Dudley St, Boston MA 02119

Financial Information for 27 Dudley St, Boston MA 02119

Location Information for 27 Dudley St, Boston MA 02119

Contact Information for 27 Dudley St, Boston MA 02119

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Mission Realty Advisors