414-416 Main St, Wakefield MA 01880
Wakefield, MA 01880
$5,900,000
$5,500,000
Est. $35,102/month
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About this home
An exceptional opportunity to acquire a landmark 42-unit commercial building at the heart of downtown Wakefield. Originally constructed by Cyrus Wakefield, the industrialist after whom the Town of Wakefield was named in 1868, this property represents a rare convergence of historical significance, stable multi-tenant income, and a compelling rent-upside story that gives a buyer an immediate, low-risk path to value creation. The building is mostly tenancy at will. Those who have walked through the Wakefield Building invariably come away with something beyond a financial impression. The craftsmanship is immediate and undeniable — the massiveness of the structure, the robust mechanical systems, the sweeping staircases, the warmth of real wood throughout. There is a soul to this building that no modern construction can replicate, and visitors feel it instinctively. It is the rare quality of something built without compromise, in an era when buildings were made to last centuries.
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Recently Sold Nearby
Property History
Market Insights
1
Price Changes
6.8%
Price Range
Property Timeline
Price Reduced
Jul 27, 2026
$5,500,000
$400,000
(-6.78%)
From $5,900,000 to $5,500,000 (-6.8%)
Listed for Sale
Apr 21, 2026
$5,900,000
Original listing
Agent: McCaul & Mounsif Real Estate Group
Office: Nadia Mounsif
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 07/27/2026 | ↓ Price Reduced | $5,500,000 | $400,000 | - | From $5,900,000 to $5,500,000 (-6.8%) |
| 04/21/2026 | 🏠 Listed for Sale | $5,900,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2025 | $85,090 | — |
Financial Details
Annual Property Tax
$85,090
Tax Year 2025
Facts & Features
Home Facts
Type
Commercial Sale
Year Built
1900
Lot Size
0.29 acres
Interior
Heating
None
Cooling
None
Flooring
None
Appliances
None
Fireplace
None
Basement
None
Laundry
None
Features
None
Exterior
Construction
None
Architecture
None
Roof
Rubber
Features
None
Pool
None
Spa
None
Fencing
None
Patio/Porch
None
Parking
Features
None
Utilities
Electric
None
Water
None
Sewer
None
Gas
None
Other
Public Water, Public Sewer
Financial
Annual Tax
$85,090
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Seller Disclosures
Rent Roll And Income/expenses Will Be Shared Upon Signature Of Nda. We Are Exploring With The Town Of Wakefield, Residential-over-commercial Conversion. Square Footage Is Approximative. All Documents Are Provided For Informational Purpose Only. Buyer And Buyer Agent To Do Due Diligence.
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Documents
None
County
Middlesex
Property Overview
Listing Type
For Sale
Year Built
1900
Floor Layout
Interactive room guide
Floor Layout
Display Options
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
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:
Laundry:
Security:
Construction & Materials
Year Built:
1900
Structure Type:
Exterior Materials:
Roof:
Rubber
Foundation:
Heating, Cooling & Utilities
Heating:
Cooling:
Hot Water:
Water Source:
Sewer:
Energy Features:
Exterior & Lot
Exterior Features:
Patio & Porch:
Fencing:
Other Structures:
Lot Features:
Road Surface:
Parking & Garage
Parking Features:
Nearby Schools
School District
Wakefield School District local
A-
School Safety
2024-25
0.5%
Low
0.5%
Suspensions
0.3%
In-School
5.0% below state avg
Elementary Schools
6 schools
St. Joseph Elementary School
0.5 mi
Grades PK-08
B+
Walton School
0.9 mi
|
#293 of 824
|
Score: 51.0
Improved 131 spots from last year
-7.3 below state avg
218 students
Less Diverse
Rising School
Grades K-04
Early Childhood Center at the Doyle School
0.9 mi
128 students
Moderate
Grades PK
A-
Woodville School
1.0 mi
|
#192 of 824
|
Score: 55.5
Improved 38 spots from last year
-2.7 below state avg
456 students
Moderate
Rising School
Grades PK-04
A
Dolbeare School
1.1 mi
|
#153 of 824
|
Score: 57.0
Improved 41 spots from last year
-1.2 below state avg
443 students
Less Diverse
Rising School
Grades K-04
A-
Greenwood School
1.6 mi
|
#194 of 824
|
Score: 55.4
Improved 55 spots from last year
-2.8 below state avg
227 students
Less Diverse
Rising School
Strong Attendance
Grades K-04
Middle Schools
1 school
A-
Galvin Middle School
0.2 mi
|
#79 of 352
|
Score: 52.1
Improved 5 spots from last year
-6.1 below state avg
1,056 students
Moderate
Strong Attendance
Grades 05-08
High Schools
4 schools
EMARC - Life Choices & Employment Services
< 0.1 mi
Grades 09-12
Nazareth Academy
0.9 mi
Grades 09-12
A-
Wakefield Memorial High School
1.3 mi
|
#79 of 346
|
Score: 62.6
Improved 16 spots from last year
+4.4 above state avg
854 students
Moderate
18 sports
• 1,930 athletes
High Graduation Rate
College Ready Curriculum
Strong Athletics
Grades 09-12
B+
Northeast Metropolitan Regional Vocational High School
1.5 mi
|
#141 of 346
|
Score: 56.5
Improved 81 spots from last year
-1.7 below state avg
1,381 students
Diverse
17 sports
• 1,818 athletes
High Graduation Rate
Rising School
Career Tech Programs
College Ready Curriculum
Grades 09-12
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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
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Including down payment
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Down: $0
%
Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$7,091
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
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+0.5% Rate
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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
414-416 Main St, Wakefield MA 01880
Wakefield, MA 01880
Listing Information
Listing Agent
McCaul & Mounsif Real Estate Group
Listing Office
McCaul & Mounsif Real Estate Group LLC
Office Phone
781-530-0753
Agent MLS ID
TM355050
Office MLS ID
AN9610
Listing Data Updated
Jul 31, 2026 3:05 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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