Rarely available at this scale, this substantial Fort Hill three-family offers 15 bedrooms, 6 bathrooms, nearly 5,750 square feet of rentable living area, strong in-place income, and a current 6.76% cap rate in one of Boston’s most strategically located rental markets. Each of the three expansive residences features 5 bedrooms and 2 full bathrooms, with renovated kitchens and 2 full bathrooms and the added convenience of in-unit laundry. Fully leased through August 31, 2027, the property currently generates $16,725 per month and $200,700 in annual gross rental income, providing immediate, stabilized cash flow with a projected 7.28% cap rate by September 1, 2027. Ideally positioned in historic Fort Hill, the property combines neighborhood character with exceptional access to some of Boston’s largest employment, educational, and medical centers. Located between the Jackson Square and Roxbury Crossing Orange Line stations, with additional public transportation nearby, the property offers convenient connectivity throughout Boston and is close to Northeastern University, Wentworth, MassArt, and the Longwood Medical and Academic Area. Longwood, just down the road, is home to Brigham and Women’s Hospital, Boston Children’s Hospital, Beth Israel Deaconess Medical Center, Dana-Farber Cancer Institute, Harvard Medical School, and numerous other healthcare, research, and academic institutions. With three large 5-bedroom residences, renovated interiors, in-unit laundry, strong existing income, long-term leases, and proximity to transit, universities, and Longwood, this is a compelling opportunity to acquire a stabilized, high-capacity income-producing asset in a well-connected Boston neighborhood.
Property Details
Price:
$2,475,000
MLS #:
73577201
Status:
Active
Beds:
15
Baths:
6
Type:
Multi Family
Subtype:
3 Family
Neighborhood:
roxburysforthill
Listed Date:
Sep 15, 2026
Finished Sq Ft:
5,748
Total Sq Ft:
5,748
Lot Size:
1,931 sqft / 0.04 acres (approx)
Year Built:
1900
Units:
3
See this Listing
Schools
Interior
Above Grade Finished Area
5748
Appliances
Oven, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
Bathrooms
6 Full Bathrooms
Cooling
Central Air, Window Unit(s)
Flooring
Wood, Hardwood
Heating
Natural Gas
Interior Features
Storage, Stone/Granite/Solid Counters, Bathroom with Shower Stall, Bathroom With Tub, Smart Thermostat, Open Floorplan, Living Room, Kitchen
Levels
3
Exterior
Community Features
Public Transportation, Shopping, Park, Public School
Construction Materials
Brick
Lot Features
Corner Lot
Open Parking YN
1
Parking Features
On Street
Roof
Rubber
Stories
3
Financial
Tax Year
2027
Taxes
$12,776
Map
Community
- Address83-85 Highland Street Boston MA
- CityBoston
- CountySuffolk
- Zip Code02119
Subdivisions in Boston
- Adams Village
- Ashmont Hill
- Ashmont Hill / Carruth Area
- Back Bay
- Bay Village
- Beacon Hill
- Bellevue Hill
- Boston
- Brighton-Oak Square
- Charlestown
- Chestnut Hill
- Chestnut Hill /Brookline line
- Chestnut Hill Park Condominium
- Clam Point Neighborhood
- Eight Streets Neighborhood
- Ellis South End Neighborhood
- Fairmount Hill
- Fields Corner
- Gas Light District
- Golf Course Neighborhood
- Harbor View
- Harborview
- Highland
- Hyde Park
- Jamaica Plain
- Lower Mills
- Melville Park
- Metropolitan Heights Area
- Metropolitan Hill
- Mission Hill – Longwood Medical
- Oak Square
- Parkway neighborhood
- Roslindale
- Roslindale – WC Bates
- roslindale village
- Roxbury’s Moreland Street Historic District
- Savin Hill: Minutes to Carson Beach/UMass Boston T-Stop
- South Boston
- Suffolk County
- Sumner Hill
- Thomas Park
- Woodbourne
Market Summary
Current real estate data for Multi Family in Boston as of Sep 18, 2026
412
Multi Family Listed
129
Avg DOM
456
Avg $ / SqFt
$1,923,282
Avg List Price
Property Summary
- 83-85 Highland Street Boston MA is a Multi Family for sale in Boston, MA, 02119. It is listed for $2,475,000 To schedule a showing of MLS#73577201 at 83-85 Highland Street in Boston, MA, contact your Cornerstone Real Estate agent at 617-238-7400.
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Courtesy of Compass. 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.
83-85 Highland Street
Boston, MA

