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
(Extended)
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
Disclaimer: The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing 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 or leasing. 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 set forth herein. We may make use of information provided by users of this website - see our Terms of Use for more details on our privacy policy.
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Last updated on: 7/11/2025, 6:45:27 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
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. The most common annual income of people living in Boston, MA is less than $<35k. The most common type of family is single, no kids. Typical level of education for residents in this area is high school diploma.
How much money do the neighbors make?
What level of education do the neighbors have?
What types of families live nearby?
Are the neighbors home owners or renters?
How old are people in this area?
What do the neighbors do for fun?
Pro Boxing
Mexican League Soccer
Major League Soccer (MLS)
Where do the neighbors shop?
H&M
Foot Locker
Burlington
Where do the neighbors go to eat?
Boston Market
Little Caesars
Popeyes
What do the neighbors drive?
Honda
Dodge
Nissan
What do the neighbors listen to?
Rhythmic Contemporary Hits
Urban Adult Contemporary
Frequently asked questions
About 27 Dudley St
The listing price of 27 Dudley St property is $3,700,000.
The property 27 Dudley St is a multi located in Boston, Massachusetts, 02119.
Active Listing: 27 Dudley St is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 27 Dudley St are: Nathan Hale Elementary School (GreatSchools Rating 6/10), Dudley Street Neighborhood Charter School (GreatSchools Rating 3/10), David A. Ellis Elementary School (GreatSchools Rating 2/10), Maurice J. Tobin K-8 School (GreatSchools Rating 2/10), Higginson / Lewis K-8 School (GreatSchools Rating 2/10), Orchard Gardens K-8 School (GreatSchools Rating 2/10), John D. O'Bryant School of Mathematics and Science (GreatSchools Rating 8/10), Madison Park High (GreatSchools Rating 1/10), City on a Hill Charter Public School Circuit Street (GreatSchools Rating 1/10).
The property 27 Dudley St is 6,509 SqFt (source: MLS/tax record).
The year of construction for 27 Dudley St is 1900.
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.
Over 166 listings were sold over their listed price in June 2025 in Boston, MA. In the same period over 220 listings were sold below the listed price and 53 listings were sold for the listed price. The inventory of homes for sale in Boston, MA between May and June 2025 increased by 4.6%. In June 2025 median list price was $842,218 and the average listing age was 36 days.