A rare turnkey 7-unit investment property with cultural significance, 27 Dudley Street was once home to Maurice Starr where New Kids on the Block and New Edition rehearsed and recorded. Fully gut-renovated in 2021, it delivers modern finishes including waterfall quartz countertops, central HVAC, in-unit laundry, hardwood floors, and 8+ off-street parking spaces, ensuring strong tenant demand. Generating $23,125/month with a 6.3% cap rate and a projected 7.3% by 9/1/26, it combines reliable cash flow with potential Opportunity Zone tax advantages. Positioned near public transit, universities, and Longwood Medical Area, this asset offers cultural legacy, premium quality, and growth potential in one of Boston’s fastest-growing neighborhoods. Ideal for 1031 exchange buyers or investors seeking a stable, high-performing asset with long-term appreciation potential. Full pro forma and unit breakdown available on request.
— MLSPIN #: 73435766Map of 27 Dudley St, Boston, MA 02119
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| List Price: | $3,700,000 |
|---|---|
| Status: | New |
| MLS ID: | 73435766 |
| 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: | 2025-09-25 |
| 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: | Please see attached proforma for current and projected rents. The seventh unit is being finished now, owners will guarantee the rent on the unit. |
| 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 |
| 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: | $3,700,000 |
| 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 September 26, 2025 12:50 AM
Property Last Updated: September 25, 2025 12:53 PM
Listing Courtesy of: Compass
Listing Agent: Mission Realty Advisors
