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Salary
$80k per year
Location
In office (Medford)
Seniority
Middle · 5+ years exp

Confirmed on the employer's own hiring board on Oct 30, 2026. First seen by Alion on Jul 23, 2026. WinnCompanies scores B on the Alion truth index.

Overview
Company
Impact
Profile match
WinnCompanies is a Boston-based real estate firm that develops, owns and manages affordable, mixed-income and military housing across the US. Founded in 1971, it operates communities in around 30 states, the District of Columbia and Puerto Rico, manages family housing on Army and Air Force installations, and works alongside its nonprofit affiliate Connected Communities on resident programmes. It hires property managers, maintenance supervisors and technicians, painters, cleaners, security guards, resident services coordinators and regional compliance and operations staff.

WinnCompanies is searching for a  Maintenance Supervisor III to join our team at Mystic Place, a 465-unit market community located in Medford, MA; and Parkway Heights, a 74-unit affordable housing community located in Everett, MA. 

In this role, you will oversee the maintenance operations of multiple properties and perform maintenance functions as a working supervisor. Ensure that the physical condition of the property satisfies ownership and management objectives.

The pay for this role is $40.00 per hour dependent on experience. On call schedule is one week on every 5 weeks.

Responsibilities: 

Lead and manage a maintenance staff at the properties on a day to day basis and act as a working Supervisor when not supervising staff.  

Assists in hiring, developing, training and holding staff accountable to operating standards.  

Conduct and participate in weekly staff meetings.

Prepare and execute bid packages, RFPs, vendor coordination and management of multiple operating and capital budgets.

Assist the Property Managers in controlling maintenance expenses.

Responsible for preparing work schedules for maintenance staff and vendors to complete service requests, maintain the preventive maintenance program and overall curb appeal.

Complete monthly building inspections and review third party property inspections to resolve maintenance repairs.

Manage complex, centralized building systems including boiler plants, chiller systems, and large-scale mechanical operations associated with high-rise infrastructure.

Maintain working knowledge of all maintenance programs and capital improvement projects.

Solicit bids from contractors with approval from the Property Manager and Regional Maintenance Manager.

Participate in on call activity during off hours, emergencies and hands on maintenance activity.  

Requirements: 

High school diploma or GED equivalent.

5-8 years of relevant work experience.

5+ years of supervisory and management experience.

Strong multifamily experience ideally within large or high-rise communities.

General knowledge of electrical, plumbing, appliance, and HVAC.

A current driver's license in good standing and ability to meet the driving records standards outlined in the Company Safe Vehicular Operations Policy.

Experience with computer systems such as Microsoft Office Suite.

Past knowledge in bidding capital projects and supervising work.

EPA certification.

Prior experience using outside vendors / contractors in HVAC, electric, landscaping and painting, snow removal. 

Excellent customer service skills.

Solid verbal and written communication skills.

Availability for on-call activity during off-hours for urgent needs.

Ability to work with a diverse group of people and personalities. 

Preferred Qualifications: 

Vocational or Technical training.    

CAMT (Certificate for Apartment Maintenance Technicians), and HVAC (Heating, Ventilation, and Air Conditioning) certifications.

Experience with central plant operations.

Proven ability managing aging infrastructure and capital projects.

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