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187 Highland St, Boston MA 02119

Boston, MA 02119 • Roxbury
$1,000,000
Est. $6,109/month
8
Beds
2
Baths
2,868
Sq Ft
$349
Price/Sq Ft
0.06
Acres
1910
Year Built
Multi Family
Type
5
Days on Market
Active Open House Listed Feb 16, 2026 • MLS# 73476890 Copied!

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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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

Open House Schedule

22
Feb
Sunday, February 22
1:00 PM - 2:00 PM EST

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

Interior

Heating None
Cooling None
Flooring None
Appliances None
Fireplace None
Basement Full
Laundry None
Features None

Exterior

Construction None
Architecture None
Roof None

Parking

Features None

Utilities

Electric None
Water Public
Sewer Public Sewer
Gas None
Other None

Financial

Annual Tax $10,227
Assessed Value $883,200

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

Parking & Garage

Parking Features:

Location

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Neighborhood

Roxbury

187 Highland St, Boston MA 02119

Boston, MA 02119

Walkability

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Nearby Schools

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

10 schools
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
F
Ellis Elementary School
0.5 mi | #817 of 824 | Score: 24.7
Dropped 57 spots from last year
-33.5 below state avg
391 students Moderate
Grades PK-06
Parkside Christian Academy/Cross Factor Academy
0.6 mi
Grades PK-12
F
Trotter Elementary School
0.6 mi | #794 of 824 | Score: 29.2
Dropped 6 spots from last year
-29 below state avg
352 students Diverse
Grades PK-06
C-
Mendell Elementary School
0.6 mi | #674 of 824 | Score: 37.2
Dropped 147 spots from last year
-21 below state avg
309 students Very Diverse
Diverse Student Body
Grades PK-06
C
John F Kennedy School
0.6 mi | #633 of 824 | Score: 39.2
Dropped 58 spots from last year
-19 below state avg
399 students Diverse
Grades PK-06
C-
Hernandez Elementary School
0.7 mi | #692 of 824 | Score: 36.2
Dropped 88 spots from last year
-22 below state avg
372 students Moderate
Grades PK-06
F
Hennigan Elementary School
0.7 mi | #811 of 824 | Score: 26.0
Improved 2 spots from last year
-32.2 below state avg
472 students Diverse
Grades PK-06
C+
Bridge Boston Charter School
0.7 mi | #241 of 352 | Score: 37.2
Dropped 80 spots from last year
-21 below state avg
329 students Diverse
Grades PK-08
F
Tobin K-8 School
0.7 mi | #344 of 352 | Score: 25.1
Dropped 8 spots from last year
-33.1 below state avg
364 students Diverse
Grades PK-08
M

Middle Schools

10 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
Mother Caroline Academy
1.2 mi
Grades 05-08
Dearborn Middle School
1.3 mi
A
Uncommon Schools - Roxbury Preparatory Dorchester Campus Middle School
1.3 mi | #4 of 16 | Score: 41.9
Improved 187 spots from last year
-16.3 below state avg
1,126 students Diverse
Rising School College Ready Curriculum
Grades 05-08
Middle School Academy
2.3 mi
Epiphany School
2.5 mi
Grades 05-08
C
Ohrenberger School
5.1 mi | #265 of 352 | Score: 34.9
Improved 20 spots from last year
-23.3 below state avg
477 students Diverse
Rising School Diverse Student Body
Grades 03-08
Timilty Middle
0.5 mi
Frederick Pilot Middle
1.4 mi
H

High Schools

10 schools
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
B
Dearborn STEM Academy
0.7 mi | #13 of 25 | Score: 31.7
Improved 356 spots from last year
-26.6 below state avg
565 students Diverse
10 sports • 242 athletes
Early College Program Rising School
Grades 07-12
A+
Boston Latin Academy
0.7 mi | #2 of 25 | Score: 63.9
Improved 214 spots from last year
+5.7 above state avg
1,693 students Very Diverse
17 sports • 1,298 athletes
High Graduation Rate Rising School Strong Athletics Diverse Student Body
Grades 07-12
Meridian Academy
0.9 mi
Grades 06-09
A+
Boston Latin School
1.1 mi | #19 of 346 | Score: 73.3
Improved 61 spots from last year
+15.1 above state avg
2,424 students Very Diverse
18 sports • 2,006 athletes
Strong AP Program High Graduation Rate Rising School Strong Athletics
Grades 07-12
D
English High School
1.4 mi | #324 of 346 | Score: 29.7
Improved 34 spots from last year
-28.5 below state avg
720 students Moderate
8 sports • 332 athletes
Rising School Career Tech Programs
Grades 07-12
B-
Margarita Muniz Academy
1.5 mi | #14 of 25 | Score: 31.3
Improved 349 spots from last year
-26.9 below state avg
428 students Less Diverse
Strong AP Program Rising School
Grades 07-12
Cathedral High School
1.7 mi
9 sports • 430 athletes
Grades 07-12
Newman School
2.1 mi
Grades 07-12
C
Quincy Upper School
2.3 mi | #268 of 346 | Score: 44.6
Improved 4 spots from last year
-13.6 below state avg
557 students Very Diverse
12 sports • 208 athletes
High Graduation Rate Diverse Student Body
Grades 06-12
Learn about these ratings
School data provided by BMN Schools

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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
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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.

Property History

Property Timeline

🏠
Listed for Sale
Feb 16, 2026
$1,000,000
Original listing
Office: Thumbprint Realty, LLC

Price & Status History

Date Event Price Change
Feb 16, 2026 New Listing Added $1,000,000 —

Market Statistics

Days on Market
5 days
Price per Sq Ft
$349

Tax History

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

Financial Details

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

Listing Information

Listing Agent Alex E. Edwards
Listing Office Thumbprint Realty, LLC
Agent MLS ID NB115213
Office MLS ID AN2428
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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Steven Novak

Steven Novak

BMN Boston Real Estate

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