#73339389, Lawrence Fisch, Listing Office: Boston's Preferred Properties, Inc.
27 Dudley St Boston, MA 02119
Property details
About 27 Dudley St
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.
Highlights
Summary
- Full Bathrooms: 11
- Appliances: Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
- Flooring Type: Wood, Tile
- Interior: Living Room, Dining Room, Kitchen, Laundry Room
- Total Bedroom Count: 14
- Parking: Paved Drive, Off Street
- Heating: Central
- Cooling: Central Air
- List Price: $3,700,000
- Price/SqFt: $568
- Lot: Corner Lot
- Directions: Corner of Dudley St and Lambert Ave.
- Year Built: 1900
- Stories: 9
- Living Area: 6,509 SqFt
- Lot Size: 0.19 Acres
- MLS Number: 73343819
- MLS Name: MLS Property Information Network
- Office Name: Compass
- Office Phone: (617) 206-3333
- Listing Agent: Mission Realty Advisors
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Last updated on: 5/8/2025, 5:20:30 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
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$3,700,000
27 Dudley St
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Price information
Property sales
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Tax history
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Nearby schools
6
Nathan Hale Elementary School
Public District PK-5
0.3 mi
•51 Cedar St
3
Dudley Street Neighborhood Charter School
Public Charter PK-5
0.9 mi
•6 Shirley St
2
David A. Ellis Elementary School
Public District PK-5
0.9 mi
•302 Walnut Ave
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $33,000. Typical income of Boston, MA residents is less than $<35k annually. The most common type of family is single, no kids. Most residents in this area have high school diploma education.
Similar homes for sale
This home is located at 27 Dudley St in Boston, MA and zip code 02119 in the Roxbury neighborhood. This 6,509 square foot home, which was built in 1900, sits on a 0.19 acre lot. Features: 14 bedrooms, 11 bathrooms. It has been listed on Rocket Homes since March 11, 2025 and is currently priced at $3,700,000.
In April 2025, from all listings sold in Boston, MA there were more than 136 sold above asking price, over 160 sold below and more than 52 were sold right at the asked price. The number of listings in Boston, MA increased by 31.8% between March and April 2025. In April 2025 median list price was $840,482 and the average listing age was 47 days.