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83-85 Highland St, Boston, MA 02119
83-85 Highland St, Boston, MA 02119
83-85 Highland St, Boston, MA 02119
83-85 Highland St, Boston, MA 02119
83-85 Highland St, Boston, MA 02119
83-85 Highland St, Boston, MA 02119
83-85 Highland St, Boston, MA 02119

83-85 Highland St Boston, MA 02119

$2,450,000

ACTIVE
Beds
15
Baths
6
Sqft
5,748
Acres
0.04
Year
1900
Days on Site
8 Days
Property Type
Residential Income
Sub Type
3 Family
Per Square Foot
$426
Date Listed
Sep 15, 2026

Description of 83-85 Highland St, Boston, MA 02119

Listing details for 83-85 Highland St, 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.
Listing Updated : 10-18-2026 at 3:25 AM EDT
Source

MLS PIN, MLS#: 73577201

Property History

DateEventPrice
10/14/2026
Price Change
$2,450,000 -1%
$426/sqft
Source:MLS PIN #73577201
9/15/2026
Listed for sale
$2,475,000
$431/sqft
Source:MLS PIN #73577201
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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. The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.
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