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83-85 Highland Street
Boston, MA, 02119
$2,475,000
15 Beds
6 Baths
5,748 SqFt
0.04 Acres
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MLS #73577201 image #0
Open House Sep 19, 2026
11:00 – 12:00
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
Roxbury’s Fort HillRoxburysforthill

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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

Net Operating Income
$200,700
Tax Year
2027
Taxes
$12,776

Map

Community

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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