187 Highland St

2,868 Sq. Ft.
$331 / Sq. Ft.
2,868
Sq. Ft.
$331
per Sq. Ft.

Description

Elevate your portfolio with a rare 8-bedroom powerhouse in the heart of Historic Fort Hill. This isn’t just a two-family; it’s a strategic asset for the visionary who refuses to settle. Unit 1 offers a solid 3-bedroom foundation. Above, Unit 2 unveils a massive 5-bedroom bi-level sanctuary spanning the top two floors, bathed in natural light. Inside, the narrative is "Modern Grit meets Timeless Soul." Cool granite countertops and stainless steel kitchens meet century-old hardwoods. The custom river-rock...Elevate your portfolio with a rare 8-bedroom powerhouse in the heart of Historic Fort Hill. This isn’t just a two-family; it’s a strategic asset for the visionary who refuses to settle. Unit 1 offers a solid 3-bedroom foundation. Above, Unit 2 unveils a massive 5-bedroom bi-level sanctuary spanning the top two floors, bathed in natural light. Inside, the narrative is "Modern Grit meets Timeless Soul." Cool granite countertops and stainless steel kitchens meet century-old hardwoods. The custom river-rock rainfall shower adds a touch of spa-level luxury that commands premium attention. Situated moments from Roxbury Community College, the demand is relentless. Most will wait for a sign; the elite will recognize this as the deal of a lifetime. In a market this tight, the door is open—but it won’t stay that way. Seize the legacy before someone else does.
  1. Listed by Alex E. Edwards • Thumbprint Realty, LLC
  2. Listed by Joanna Edwards • Thumbprint Realty, LLC

Property Details for 187 Highland Street

Town
Boston
MLS Area
Roxbury
Area
MA-Boston-Roxbury, MA-Boston
Garage Spaces
0
Open Parking Spaces
.00
Parking Spaces Total
0
LISTING UPDATED: 03/23/2026 03:07 AM

Property Details for 187 Highland Street

StatusActive
MLS #73476890
Days on Market73
Taxes$10,227 / year
HOA Fees-
Property TypeMulti Family
MLS TypeMulti-family / 2 Family
Year Built1910
CountySuffolk County

Location

Listing Courtesy of Thumbprint Realty, LLC, Alex E. Edwards; Thumbprint Realty, LLC, Joanna Edwards
Add your commute

Building Information for 187 Highland Street

Stories3Residences2Year Built1910Building Size-Lot Size0.06 AC / 2,497 SF

Payment Calculator

$5,631 per month

30 year fixed, 6.46% Interest

Principal and Interest

$4,779

Property Taxes

$852

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 187 Highland Street

General Details
Property Details
  • Building Area Units: Square Feet
  • Living Area: 2868.0
  • SqFt with Basement: No
  • Total Units: 2
  • Waterfront: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Features
Interior Features
  • Basement Features: Full
  • Num of Baths: 2.0
  • Num of Full Baths: 2
  • Num of Half Baths: 0
  • Bathrooms Total Decimal: 2.00
  • Bathrooms Total Integer: 2
  • FireplaceYN: No
  • Fireplaces: 0
  • SpaYN: No
Exterior Features
  • Lot Description: Easements
Parking Features
  • Covered Spaces: .00
  • Garage: No
Utilities
  • Sewer: City/Town Sewer
  • Water: Public
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Disclosures: This transactions needs to be approved by the bankruptcy court.
Tax Information
  • Tax ID: W:11 P:00531 S:000,3396438
  • Assessments: $883,200
  • Book: 00
  • Tax Year: 2025
  • Zoning: R2
Building / Association Information
Living Characteristics
  • Beds Total: 8
  • Total Living Levels: 3
Other Building Characteristics
  • Foundation: Stone
  • Levels: 3
Complex & Association Information
  • Adult Community: No
Unit Information
Unit 1 Description
  • Floor U1: 1
  • Lease U1: N
  • Levels U1: 1
Unit 2 Description
  • Floor U2: 2
  • Lease U2: Y
  • Levels U2: 2
Rental Info
Rental Info
  • Total Actual Rent: $.00

Property History for 187 Highland Street

DateEvent & SourcePriceAppreciation
Mar 19, 2026

Price Change

MLS PIN #73476890

$949,000—
Feb 16, 2026

Listed (Active)

MLS PIN #73476890

$1,000,000—
DateEvent & SourcePrice
03/19/2026

Price Change

MLS PIN #73476890

$949,000
02/16/2026

Listed (Active)

MLS PIN #73476890

$1,000,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 187 Highland Street

Taxable ValueLand$369,600Additions$513,600Total$883,200
Tax Record2025$10,227 ($852 / month)
Home Facts
Baths2Total Finished SqFt2,868 SqFtAbove Grade Finished SqFt2,868 SqFtStories2Lot Size2,497 SqFtStyleDuplexYear Built1910Year Renovated2018ZoningR2CountySUFFOLKAPNROXB W:11 P:00531 S:000

Schools near 187 Highland Street

This home is within Boston Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 6
Public - 3 to 8
Public - 9 to 12
Public - PK to 2
Rating
School
Distance
Hale Elementary School
PublicPK to 6

Higginson/Lewis K-8
Public3 to 8

Fenway High School
Public9 to 12

Higginson School
PublicPK to 2

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

187 Highland Street is a multi-family home for sale in Boston, MA 02119. This property was listed for sale on February 16, 2026 by Thumbprint Realty, LLC, it's currently listed at $949,000. This listing's school district is Boston Public Schools. Nearby schools include Hale Elementary School, Higginson/Lewis K-8 and Fenway High School. 187 Highland Street is a 8-bed, 2-bath, 2,868 sqft multi-family home built in 1910.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Thumbprint Realty, LLC, Alex E. Edwards; Thumbprint Realty, LLC, Joanna Edwards

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. 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., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS 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.