HomeBoston3 Family83-85 Highland Street, Boston MA 02119
83-85 Highland Street, Boston MA 02119 — photo 1 of 311 / 31
$2,475,000
83-85 Highland Street, Boston MA 02119
3 units · 15 bd · 6 ba · 5,748 sqft · $825,000/unit
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Signal Score pending — we haven't seeded market rents for this ZIP (02119) yet.

About this property

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

Units3
Living area5,748 sqft
Lot size1,931 sqft
Year built1900
Price / sqft$431
CountySuffolk
MLS #73577201

Listing status

Days on market0 days
Listed onSeptember 15, 2026

Taxes & financials

Annual property tax$12,776
Tax year2027
Assessed value$730,000
Zoning0013
Gross income (actual)$200,700/yr
Net operating income (actual)$200,700/yr
Total actual rent$16,725/mo

Building & lot

Stories3
Total rooms27
Lot size0.04 acres
Garage spaces0
Parking spaces0
ParkingOn Street
BasementDirt Floor
FoundationConcrete Perimeter
RoofRubber
ConstructionBrick
FlooringWood, Hardwood

Utilities & systems

HeatingNatural Gas
CoolingCentral Air, Window Unit(s)
SewerPublic Sewer
WaterPublic
AppliancesOven, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer

Location

More about investing in Boston

Listing courtesy of a MLS PIN member office. Listing data © MLS PIN.

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Questions & answers

Auto-generated from the listing data — richer AI answers coming with the live site.

How many units does 83-85 Highland Street, Boston MA 02119 have?

It is a 3-unit multi-family property with 5,748 sqft of living area, built in 1900.

How long has 83-85 Highland Street, Boston MA 02119 been on the market?

83-85 Highland Street, Boston MA 02119 has been listed for 0 days (since September 15, 2026).

What is the price per unit?

At a list price of $2,475,000 across 3 units, that works out to roughly $825,000 per unit.

What are the property taxes on 83-85 Highland Street, Boston MA 02119?

Annual property taxes are $12,776 (2027), on an assessed value of $730,000.

What is the price per square foot?

At $2,475,000 for 5,748 sqft, that's about $431 per square foot.

Where is this property located?

83-85 Highland Street, Boston MA 02119 is in Boston, Suffolk County, MA 02119.

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Justin Rollo, Broker Associate at Signal Real Estate
Justin RolloBroker Associate, Signal Real Estate · MA Lic. #9534264

Justin Rollo is a Broker Associate with Signal Real Estate (MA Lic. #9534264) and a lifelong Massachusetts resident. Over 14 years and hundreds of transactions, he has worked investment properties — multi-families and house-hacking — across Greater Boston full-time. Away from real estate, Justin is a proud dad, youth coach and local school-committee member — and a former professional poker player who still loves golf and following local sports.

📞 978-790-4381📍 25 Braintree Hill Park, Suite 200, Braintree, MA 02184
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