187 Highland St, Boston MA 02119
Boston, MA 02119 • Roxbury's Fort Hill
$1,000,000
$879,000
Est. $5,497/month
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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
Status: Active under contract
Aug 21, 2026
Active → Active Under Contract
Pending Sale
Aug 19, 2026
Offer accepted, sale pending
Back On Market
Aug 10, 2026
Active
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
$879,000
Original listing
Agent: Alex E. Edwards
Office: Thumbprint Realty, LLC
Listed for Sale
Feb 16, 2026
$879,000
Original listing
Agent: Alex E. Edwards
Office: Thumbprint Realty, LLC
Listed for Sale
Feb 16, 2026
$1,000,000
Original listing
Office: Thumbprint Realty, LLC
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 08/21/2026 | 📋 Status: Active under contract | - | - | - | Active → Active Under Contract |
| 08/19/2026 | ⏳ Pending Sale | - | - | - | Offer accepted, sale pending |
| 08/10/2026 | • Back On Market | - | - | - | Active |
| 07/08/2026 | ⏳ Pending Sale | - | - | - | Offer accepted, sale pending |
| 05/30/2026 | ↓ Price Reduced | $879,000 | $60,000 | - | From $939,000 to $879,000 (-6.4%) |
| 05/13/2026 | ↓ Price Reduced | $939,000 | $10,000 | - | From $949,000 to $939,000 (-1.1%) |
| 03/19/2026 | ↓ Price Reduced | $949,000 | $51,000 | - | From $1,000,000 to $949,000 (-5.1%) |
| 02/16/2026 | 🏠 Listed for Sale | $879,000 | - | - | Original listing |
| 02/16/2026 | 🏠 Listed for Sale | $879,000 | - | - | Original listing |
| 02/16/2026 | 🏠 Listed for Sale | $1,000,000 | - | - | Original listing |
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
Stories
3
Bedrooms
8
Full Baths
2
Total Rooms
13
Investment Metrics
Units
2
Unit 1 Rent
— · N
Unit 2 Rent
— · Y
Interior
Heating
None
Cooling
None
Flooring
None
Appliances
None
Fireplace
None
Basement
Full
Laundry
None
Features
None
Exterior
Construction
None
Architecture
None
Roof
None
Features
None
Pool
None
Spa
None
Fencing
None
Patio/Porch
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
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Lead Paint
Unknown
Seller Disclosures
This Transactions Needs To Be Approved By The Bankruptcy Court.
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Sq Ft Source
Public Record
Documents
None
County
Suffolk
Total market time (incl. prior listings)
166 days
Property Overview
Property Type
Multi Family
Listing Type
Sale Pending
Year Built
1910
Bedrooms
8
Full Bathrooms
2
Living Area
2,868 sq ft
Total Rooms
13
Stories
3
Levels
3
Floor Layout
Interactive room guide
Floor Layout
Finished Area
2,868 sq ft above grade
Display Options
Room Markers
OOffice (1)
KKitchen (1)
BRBedroom (5)
BABathroom (4)
DDining (1)
LLiving (2)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
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:
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
Elementary Schools
3 schools
Hale Elementary
0.2 mi
C
Hale Elementary School
0.2 mi
|
#589 of 825
|
Score: 41.3
Dropped 288 spots from last year
-16.9 below state avg
167 students
Diverse
Diverse Student Body
Grades PK-06
Paige Academy
0.4 mi
Grades PK-01
Middle Schools
3 schools
F
Higginson/Lewis K-8 School
0.4 mi
|
#349 of 352
|
Score: 23.2
Improved 3 spots from last year
-35 below state avg
246 students
Diverse
Grades 03-08
Nativity Prep School
0.4 mi
Grades 05-08
Timilty Middle
0.5 mi
High Schools
3 schools
D
Madison Park Technical Vocational High School
0.6 mi
|
#324 of 346
|
Score: 31.9
Improved 38 spots from last year
-26.3 below state avg
1,024 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: 61.6
Improved 94 spots from last year
+3.4 above state avg
1,518 students
Very Diverse
High Graduation Rate
Rising School
College Ready Curriculum
Diverse Student Body
Grades 07-12
C-
Fenway High School
0.6 mi
|
#310 of 346
|
Score: 36.6
Dropped 4 spots from last year
-21.6 below state avg
358 students
Diverse
13 sports
• 176 athletes
Strong AP Program
Early College Program
Grades 09-12
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Monthly Payment Calculator
Monthly Payment
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Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
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
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Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
Payment Over Time
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
Sep 3, 2026 8:48 AM 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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