83-85 Highland Street, Roxbury's Fort HillBoston, MA 02119MLS Number 73577201

  • Price: $2,475,000
  • Est. Mortgage of $/month
  • 2 Days on Market
$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on Sep 10, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • 15Bedrooms
  • 0.04Acreage
  • 6Bathrooms
  • 1900Year Built
Active
83-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 0211983-85 Highland Street Boston MA 02119
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Cape Coastal Sotheby's International Realty
Cape Coastal Sotheby's International Realty
Office: 508-477-6688
540 Falmouth Road (Mashpee Rotary)
Mashpee, MA 02649
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.

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Basic Information

  • Gross Income $200,700
  • Lot Features Corner Lot
  • Mls StatusNew
  • Parcel Number 3395226
  • Rent Includes Unit 1(Water), Unit 2(Water), Unit 3(Water)

Location

  • Address83-85 Highland Street
  • Building Number83-85
  • CountySuffolk
  • NeighborhoodRoxbury's Fort Hill
  • StateMA
  • StreetHighland Street
  • SubdivisionRoxbury's Fort Hill
  • TownBoston
  • Zip02119

Exterior

  • RoofRubber

Property Information

  • Building Area Source Public Records
  • Living Area 5,748
  • Lot Size Square Feet 1,931
  • Lot Size Units Acres
  • Square Feet5,748

Other

  • Date Listed09/15/2026
  • Farm Land Area Units Square Feet
  • View Count1

Tax Information

  • Tax Assessed Value $730,000
  • Tax Year 2027
  • Taxes$12,776

Rooms

  • Bathroom6
  • Bathrooms Total Decimal 6
  • Bedrooms15
  • Full Bath6

Building

  • BasementDirt Floor
  • Building Area Units Square Feet
  • Construction Materials Brick
  • FoundationConcrete Perimeter
  • Levels 3
  • Rooms27
  • Stories3
  • Units3
  • Year Built1900
  • Year Built Details Actual
  • Year Built Source Public Records

Amenities

  • AmenitiesPublic Transportation, Shopping, Park, Public School
  • Appliances IncludedOven, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer

Parking

  • Open Parking YN Yes
  • Parking Features On Street
  • Parking Spaces

Basic Information

  • List Price$2,475,000
  • MLSPIN 73577201
  • Modification Date09/15/2026
  • Property SubType3 Family

Property

  • Acreage0.04

Interior

  • Flooring Wood, Hardwood
  • Interior Features
    • Bathroom With Tub
    • Bathroom with Shower Stall
    • Kitchen
    • Living Room
    • Open Floorplan
    • Smart Thermostat
    • Stone/Granite/Solid Counters
    • Storage

Utilities

  • Cooling Central Air, Window Unit(s)
  • Cooling YN Yes
  • Heat SystemYes
  • Heating Natural Gas
  • Sewer Public Sewer
  • Water Source Public

Driving Directions

Listed by Mission Realty Advisors of Compass

Roxbury's Fort Hill Boston, MA Demographics

There is no data available

Roxbury's Fort Hill Boston, MA Real Estate Market Data

There is no data available

Roxbury's Fort Hill Boston, MA Schools

School NameDistanceTypeGrades

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. 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 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. MLSPIN 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.

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