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187 Highland St, Boston MA 02119

Boston, MA 02119 • Roxbury's Fort Hill
$1,000,000
$879,000
Est. $5,497/month
8
Beds
2
Baths
2,868
Sq Ft
$306
Price/Sq Ft
0.06
Acres
1910
Year Built
141
Days on Market
Pending Price Drop -$121,000 Listed Feb 16, 2026 • MLS# 73476890 Copied! • Updated Jul 8, 2026

About this home

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.

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Recently Sold Nearby

Property History

Market Insights

3
Price Changes
12.1%
Price Range

Property Timeline

Pending Sale
Jul 8, 2026
Offer accepted, sale pending
Price Reduced
May 30, 2026
$879,000 $60,000 (-6.39%)
From $939,000 to $879,000 (-6.4%)
Price Reduced
May 13, 2026
$939,000 $10,000 (-1.05%)
From $949,000 to $939,000 (-1.1%)
Price Reduced
Mar 19, 2026
$949,000 $51,000 (-5.1%)
From $1,000,000 to $949,000 (-5.1%)
🏠
Listed for Sale
Feb 16, 2026
$1,000,000
Original listing
Office: Thumbprint Realty, LLC

Tax History

Year Taxes Assessment
2025 $10,227 $883,200

Financial Details

Annual Property Tax
$10,227
Tax Year 2025
Assessed Value
$883,200

Facts & Features

Home Facts

Type Residential Income
Style Multi Family
Year Built 1910
Living Area 2,868 sq ft
Lot Size 0.06 acres
Bedrooms 8
Full Baths 2
Total Rooms 13

Investment Metrics

Units 2
Unit 1 Rent — · N
Unit 2 Rent — · Y
Heating None
Cooling None
Flooring None
Appliances None
Fireplace None
Basement Full
Laundry None
Features None
Construction None
Architecture None
Roof None
Features None
Pool None
Spa None
Fencing None
Patio/Porch None
Features None
Electric None
Water Public
Sewer Public Sewer
Gas None
Other None

Financial

Annual Tax $10,227
Assessed Value $883,200
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures This Transactions Needs To Be Approved By The Bankruptcy Court.
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Public Record
Documents None
County Suffolk
Total market time (incl. prior listings) 142 days

Property Overview

Property Type
Multi Family
Listing Type
For Sale
Year Built
1910
Bedrooms
8
Full Bathrooms
2
Living Area
2,868 sq ft
Total Rooms
13
Stories
3
Levels
3

Room Details

Other Floor

Bathroom1
Bedroom5
Bedroom4
Bedroom3
Dining Room
Kitchen
Bathroom2
Bedroom2
Living Room
Bathroom3
Master Bedroom
Office
Family Room
Master Bathroom

Interior Features

Flooring:
Appliances:
Interior Features:
Windows:
Basement: Full
Laundry:
Security:

Construction & Materials

Year Built: 1910
Structure Type:
Exterior Materials:
Roof:
Foundation: Stone
Stories: 3

Heating, Cooling & Utilities

Heating:
Cooling:
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features:
Patio & Porch:
Fencing:
Other Structures:
Lot Features: Easements
Road Surface:

Parking & Garage

Parking Features:
School District
Boston School District local
C-
🎓 Where Graduates Go Class of 2021
52% attend college
38% 4-Year 14% 2-Year 7% Out of State 7% Working
School Safety 2024-25
3.7% Above Average
3.2% Suspensions 0.3% In-School 0.5% Emergency
1.8% below state avg
E

Elementary Schools

3 schools
Hale Elementary
0.2 mi
C
Hale Elementary School
0.2 mi | #582 of 824 | Score: 41.7
Dropped 281 spots from last year
-16.5 below state avg
162 students Diverse
Diverse Student Body
Grades PK-06
Paige Academy
0.4 mi
Grades PK-01
M

Middle Schools

3 schools
F
Higginson/Lewis K-8 School
0.4 mi | #349 of 352 | Score: 23.6
Improved 3 spots from last year
-34.6 below state avg
213 students Diverse
Grades 03-08
Nativity Prep School
0.4 mi
Grades 05-08
Timilty Middle
0.5 mi
H

High Schools

3 schools
D
Madison Park Technical Vocational High School
0.6 mi | #323 of 346 | Score: 29.9
Improved 39 spots from last year
-28.3 below state avg
1,121 students Diverse
13 sports • 308 athletes
Early College Program Rising School Career Tech Programs
Grades 09-12
A-
O'Bryant School of Math & Science
0.6 mi | #90 of 346 | Score: 61.1
Improved 94 spots from last year
+2.9 above state avg
1,509 students Very Diverse
High Graduation Rate Rising School College Ready Curriculum Diverse Student Body
Grades 07-12
D
Fenway High School
0.6 mi | #319 of 346 | Score: 33.3
Dropped 13 spots from last year
-24.9 below state avg
362 students Diverse
13 sports • 176 athletes
Early College Program
Grades 09-12
Learn about these ratings

Monthly Payment Calculator

Monthly Payment
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Principal, interest, taxes & insurance
Loan Amount
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After down payment
Total Interest
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Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%

Monthly Payment Breakdown

Principal & Interest $0
Property Tax $852
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
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Cost $0/mo

Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

Roxbury's Fort Hill

187 Highland St, Boston MA 02119

Boston, MA 02119

Listing Information

Listing Agent Alex E. Edwards
Listing Office Thumbprint Realty, LLC
Office Phone 617-287-9000
Agent MLS ID NB115213
Office MLS ID AN2428
Listing Data Updated Jul 8, 2026 5:24 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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