For Sale
Price CutPrice Drop: $25K (10/14)
House for sale at 83-85 Highland St, Boston, MA 02119 | MLS# 73577201 | Listing updated on 2026-10-18
Photo 1 of House for sale at 83-85 Highland St, Boston, MA 02119 | MLS# 73577201 | Listing updated on 2026-10-18
Photo 2 of House for sale at 83-85 Highland St, Boston, MA 02119 | MLS# 73577201 | Listing updated on 2026-10-18
Photo 3 of House for sale at 83-85 Highland St, Boston, MA 02119 | MLS# 73577201 | Listing updated on 2026-10-18
Photo 4 of House for sale at 83-85 Highland St, Boston, MA 02119 | MLS# 73577201 | Listing updated on 2026-10-18
27+
Beds Icon

Street View

$2,450,000

Monthly Est:$12,195

  • Beds Icon15 Beds
  • Beds Icon
    6 Baths
  • Beds Icon5,748sqft

83-85 Highland St, Boston, MA 02119

$12,195/moEst:

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  • Triplex

  • Built in 1900

  • $-- HOA

  • 0.04 acre lot

  • $426/sq.ft

Description

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.

  • Houzeo last checked: 13 minutes ago
  • Listing updated: October 18, 2026 at 7:07 am
  • Listing Provided by: Mission Realty Advisors (617) 942-1609 | Compass (617) 752-6845
  • Source: MLS Property Information Network-MA | MLS#: 73577201 MLS Property Information Network-MA

Property Details

  • Status

    Active

  • Type

    Multi Family

  • No. of Stories

    3

  • County

    Suffolk County

  • City

    Boston

  • Neighborhood

    Roxbury

  • Year Built

    1900

  • HOA Fees

    -

  • Finished Area

    5,748 sqft

  • Lot Size

    0.04 acre lot

  • Basement Area

    - sqft

  • MLS Name

    MLS Property Information Network

  • MLS Number

    73577201

  • MLS Status

    Active

  • Days on Market

    46

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 15

    Bathrooms: 6

Interior

  • Sewer

    Public Sewer

  • Interior Features

    Storage, Stone/granite/solid Counters, Bathroom With Shower Stall, Bathroom With Tub, Smart Thermostat, Open Floorplan, Living Room, Kitchen

  • Flooring

    Wood, Hardwood

  • Heating

    Natural Gas

  • Appliances

    Oven, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer

  • Cooling

    Central Air, Window Unit(s)

Construction

  • Year Built

    Year Built: 1900

  • Home type

    Triplex

  • Foundation Details

    Concrete Perimeter

  • Construction Materials

    Brick

  • Roof

    Rubber

Utilities & Energy

  • Basement

    Dirt Floor

  • Parking Features

    On Street

  • Water Source

    Public

Other Features

  • Disclosures

    Buyer To Own Due Diligence.

  • Lot Features

    Corner Lot

  • Community Features

    Public Transportation, Shopping, Park, Public School

Price History

DateEventPrice

10/14/2026

Source: mls_logoMLS Property Information Network-MA #73577201

Price Decreased

$2,450,000 -1.01%

$426/sqft

09/15/2026

Source: mls_logoMLS Property Information Network-MA #73577201

Listed for Sale

$2,475,000

$431/sqft

Roxbury Ranks #82 in Boston, MA

Homes for sale
150

Homes

Rental prices
$661

Rental Prices

Median Home Price
$589K

Median Home Price

Roxbury, Boston, MA neighborhood guide

Nearby Homes

Based on information provided to and compiled by MLS Property Information Network, Inc. covering through Nov 01, 2026, 08:00AM. 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 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 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, or as to the accuracy of any of the Images, set forth herein. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified. © 2026 MLS Property Information Network, Inc. All Rights Reserved.

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