Skip to content
1 / 31
ActiveListed 34 days ago

$2,450,000

83-85 Highland Street, Roxbury, Boston, MA 02119

15
beds
6
baths
5,748
sqft
Lot sizeThe land that comes with the home, as reported to the MLS.
1,931 sqft
Year builtThe year the building was originally built, as reported by the listing agent.
1900
On the marketDays since the home was listed. New listings tend to move fastest.
34 days ago
Property type
3 Family
Price per sqftList price divided by interior living area — handy for comparing homes of different sizes.
$426
ParkingSpaces that come with the home, as reported to the MLS.
0 spaces
Annual taxesLast annual property tax bill reported to the MLS. A new owner's bill can differ.
$12,776

What’s Special

  • Central Air

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.

Listing courtesy of Mission Realty Advisors, Compass · MLS PIN #73577201

Facts & Features

Status
Active
Active status flag
Active
Bedrooms
15
Bathrooms
6 full
Living area
5,748 sqft

Interior

8
  • Storage
  • Stone/Granite/Solid Counters
  • Bathroom with Shower Stall
  • Bathroom With Tub
  • Smart Thermostat
  • Open Floorplan
  • Living Room
  • Kitchen

Parking

1
  • On Street

Heating

1
  • Natural Gas

Cooling

2
  • Central Air
  • Window Unit(s)

Appliances

7
  • Oven
  • Dishwasher
  • Disposal
  • Microwave
  • Refrigerator
  • Washer
  • Dryer

MLS PIN #73577201 · Listed September 15, 2026

Location

83-85 Highland Street, Roxbury, Boston · All Roxbury homes

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.

$2,450,000

83-85 Highland Street

44 Mozart Street1 / 42
Active

$2,675,000

14 bd · 8 ba · 4,608 sqft · Multi-Family

44 Mozart Street

Jamaica Plain, Boston, MA 02130

Listing courtesy of Mission Realty Advisors, Compass · MLS PIN #73573477

20-22 Ashford St1 / 34
Active

$2,700,000

14 bd · 6 ba · 4,156 sqft · Multi-Family

20-22 Ashford St

Allston, Boston, MA 02134

Listing courtesy of Josh Bryan, EDGE Realty Advisors · MLS PIN #73530082

20-22 Highgate St1 / 36
Active

$2,400,000

16 bd · 6 ba · 5,010 sqft · Multi-Family

20-22 Highgate St

Allston, Boston, MA 02134

Listing courtesy of Waypoint Realty Group, Coldwell Banker Realty - Boston · MLS PIN #73529505

57 Notting Hill Road1 / 21
Active

$2,499,000

15 bd · 8 ba · 5,480 sqft · Multi-Family

57 Notting Hill Road

Brighton, Boston, MA 02135

Listing courtesy of Gregory McCarthy, Riverfront REALTORS® · MLS PIN #73583758

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.