27 Dudley St, Boston, MA 02119

$3,700,000 - Roxbury's Fort Hill

Search Again

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.

— MLSPIN #: 73343819

Map of 27 Dudley St, Boston, MA 02119

27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119
27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119
27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119
27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119
27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119
27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119
27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119
27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119
27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119 27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119
27 Dudley St, Roxbury's Fort Hill, Boston, MA 02119
List Price:$3,700,000
Status:Active
MLS ID:73343819
Town:Boston
Neighborhood:Roxbury's Fort Hill
County:Suffolk
Zip:02119
Property Type:Residential Income
Property Sub Type:5-9 Family
Bedrooms:14
Full Baths:11
Living Area:6,509 sqft
Acres:0.19
Taxes:23,246
Appliances:Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
Cooling:Central Air
Flooring:Wood, Tile
Heating:Central
Lot Features:Corner Lot
Parking Features:Paved Drive, Off Street
Status:Active
Water Source:Public
Year Built:1900
Roof:Shingle, Rubber
Window Features:Insulated Windows
Directions:Corner of Dudley St and Lambert Ave.
Laundry Features:Electric Dryer Hookup, Washer Hookup
Foundation Details:Brick/Mortar
Postal Code Plus4:3522
Construction Materials:Brick
Listing Contract Date:2025-03-11
Cooling?:Yes
Heating?:Yes
Lot Size Area:0.19
Lot Size Square Feet:8,241
Rooms Total:28
Bathrooms Total Integer:11
Building Area Source:Measured
Building Area Total:6,509
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
Fencing:Fenced
Interior Features:Living Room, Dining Room, Kitchen, Laundry Room
Levels:9
Living Area Units:Square Feet
Lot Size Units:Acres
Number Of Units Total:7
Open Parking?:Yes
Parcel Number:W:09 P:03293 S:000, 3397293
Road Frontage Type:Public
Sewer:Public Sewer
Utilities:for Gas Range, for Gas Oven, for Electric Dryer, Washer Hookup
Zoning:R4
Stories Total:9
Year Built Source:Public Records
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.
Farm Land Area Units:Square Feet
Financial Data Source:Estimated, Owner
Gross Income:$291,000
Listing Agreement:Exclusive Right To Sell
Apod Available:Yes
Certificate Number:000000082203
Comp Based On:Gross/Full Sale Price
Cooling Units:7
Mh:Cooling Zones, Cc:Cooling Zones, Mf:Cooling Zones, Sf:Cooling Zones:7
Disclosure:No
Dpr Flag:No
Flrs 1:1
Flrs 2:1
Flrs 3:1
Flrs 4:3
Heat Units:7
Heat Zones:7
Lead Paint:Unknown
Lease 1:Yes
Lease 2:Yes
Lease 3:Yes
Lease 4:Yes
Levels 1:2
Levels 2:2
Levels 3:2
Levels 4:2
Listing Alert:No
List Price Per Sqft:$568.44
Page:334
Price Per Sqft:$568.44
Square Feet Disclosures:Living area was measured, buyer to do own due diligence.
Square Feet Incl Base:Yes
Year Round:Yes
Net Operating Income:$247,147
Original List Price:$3,800,000
Parking Total:8
Tax Assessed Value:$1,988,500
Tax Year:2025
Total Actual Rent:$24,200
Year Built Details:Approximate
Bedrms 1:3
Bedrms 2:3
Bedrms 3:2
Bedrms 4:3
F Bths 1:2
F Bths 2:2
F Bths 3:2
F Bths 4:2
Hot Water:Electric
Rent1:4,200
Rent2:4,200
Rent3:3,200
Rent4:3,800

Disclaimer:

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.

MLS Property Information Network, Inc. data last updated on April 30, 2025 01:29 AM

Property Last Updated: April 19, 2025 03:09 AM

Listing Courtesy of: Compass
Listing Agent: Mission Realty Advisors
617-942-1609