Commercial Sale at 414-416 Main St, Wakefield MA 01880
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$5,500,000

414-416 Main St, Wakefield MA 01880
Wakefield, MA 01880
Listed by McCaul & Mounsif Real Estate Group
Bedrooms
N/A
Bathrooms
N/A
Living area
N/A
Year built
1900

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.

Property details

MLS
MLS Property Information Network
MLS #
73504805
Property type
Commercial Sale
Subdivision
N/A
Status
Active
Days on market
183
On market date
April 21, 2026
Stories
N/A
Total bathrooms
N/A
Garage spaces
N/A
Parking spaces
N/A
Lot size
0.29 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Walton
0.89 mi away · Grades 0-4
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
216
Student:teacher ratio
15.4:1
District
Wakefield
Middle
Galvin Middle School
0.25 mi away · Grades 5-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,061
Student:teacher ratio
11.9:1
District
Wakefield
High
Wakefield Memorial High
1.07 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
846
Student:teacher ratio
11.0:1
District
Wakefield

Walkability

Blended score for Wakefield's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

93
Highly walkable
out of 100
EPA National Walkability Index
17.5 / 20 -- Most walkable
Google Places amenity density
100 / 100
Restaurants & cafes20
Grocery stores6
Parks11
Schools14
Transit stops20
Pharmacies4

Market position

How this listing compares to current activity in Wakefield, from live MLS data.

On the market 183 days -- 108 more days than Wakefield's current average of 75 days.
For reference, the median list price across 173 active listings in Wakefield right now is $639,999.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$33,272/mo
$1,100,000 down
$4,400,000 loan
Principal & interest$28,538
Property tax (est.)$4,583
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated July 31, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.