$2,475,000
83-85 Highland Street
Boston, MA, 02119
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
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
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Multi Family in Boston as of Sep 16, 2026
416
Multi Family Listed
130
Avg DOM
459
Avg $ / SqFt
$1,968,688
Avg List Price
Community
- Address83-85 Highland Street Boston MA
- CityBoston
- CountySuffolk
- Zip Code02119
Subdivisions in Boston
- Adams Village
- Allston
- Ashmont Hill / Carruth Area
- Bellevue Hill
- Bellevue Hill/ Roxbury Latin
- Boston
- Brighton
- Brighton-Oak Square
- Carruth’s Hill
- Charlestown
- Dorchester
- Fairmount Hill
- Farlow Hill
- Fort Hill Highland Park
- Harbor View-Orient Heights
- Harborview
- Hyde Park
- Jamaica Plain Moss Hill
- Lower Mills
- Lowermills
- Mattapan
- Melville Park
- Mission Hill – Longwood Medical
- Moss Hill
- Moss Hill, across from Emerald Necklace & Jamaica Pond
- Moss Hill, Jamaica Plain
- Orient Heights
- Peak Hill Neighborhood
- Pondside/Monument Square Historic District
- Readville
- Roslindale Village
- ROXBURY
- South End
- St Botolph
- Stonybrook Village
- Thomas Park / Dorchester Heights
- Thompson Square
- Tommy’s Rock
- Well Respected Hyde Park Neighborhood Area of Boston.
- West Roxbury
- West Roxbury’s Bellevue Hill
- West Side
- Woodbourne Historic District
- Woodbourne in JP/Roslindale
Similar Listings Nearby
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 Pegasus Realty LLC agent at 781-858-3505.
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

































