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Maintenance Supervisor III (Halstead Milford Green)

$77k to $81k

Milford, MA, United StatesLeadPosted Nov 3, 2026

Against the United States typical range

Job description

At Winn. Companies, our work starts with people — the residents who call our communities home, the neighborhoods we help strengthen, and the 4,600+ team members across 30 states, Washington, D.C., and Puerto Rico who make it all possible. As an award-winning owner, developer, and manager of high-impact, mixed-income apartment communities, we are proud to be one of the nation’s leading managers of multifamily housing and one of the largest operators of affordable housing communities.

We bring together people who care about quality housing, meaningful service, and making a difference every day. Through our innovative resident services platform and commitment to exceptional communities, we offer career opportunities for individuals who want their work to create lasting impact. Interested in learning more?

Visit Winn. Companies to explore our benefits , mission, communities, and career opportunities. About the Opportunity Winn. Companies is searching for a Maintenance Supervisor III to join our team at Halstead Milford Green , a 304-unit residential community located in Milford, MA. In this role, you will oversee the maintenance operations of the property, supervise and develop maintenance staff, perform hands-on maintenance functions, and ensure the physical condition of the property meets ownership and management objectives.

You will also oversee preventive maintenance, building and unit inspections, service requests, vendors, and capital improvement projects. Please note that the pay range for this position is $37.00 - $39.00 per hour, depending on experience.

Responsibilities

Lead and supervise maintenance team members, ensuring high-quality work, productivity, and adherence to operating standards. Assist with hiring, training, developing, and holding maintenance staff accountable, and participate in weekly staff meetings. Prepare maintenance staff and vendor schedules to ensure timely completion of service requests and maintenance activities.

Manage preventive maintenance programs, building and unit inspections, and curb appeal to maintain property standards. Review third-party property inspections, coordinate required maintenance repairs, and perform hands-on maintenance activities as needed. Maintain working knowledge of maintenance programs and capital improvement projects, and solicit contractor bids with appropriate approvals.

Participate in on-call activity and respond to after-hours maintenance emergencies as needed.

Requirements

High school diploma or GED equivalent. 5-8 years of apartment, property, facilities, or building maintenance experience. 3-5 years of supervisory or leadership experience. General knowledge of electrical, plumbing, appliances, and HVAC (Heating, Ventilation, and Air Conditioning). Certified Apartment Maintenance Technician (CAMT) certification.

Experience with computer systems, particularly Microsoft Office. Strong customer service, verbal and written communication, and supervisory skills, with the ability to work effectively with diverse groups of people and personalities. Availability to participate in on-call activity during off-hours for urgent maintenance needs.

Preferred Qualifications

Vocational or technical training. HVAC, asbestos, or lead-based paint certification.

Benefits

& Perks Eligible full-time U.S. employees enjoy a competitive benefits package, including: Generous paid time off, paid holidays, sick time, a floating holiday, and a day of service Medical, dental, and vision coverage, plus HSA, FSA, and dependent care savings options 401(k) with company match and company-paid life, AD&D, and long-term disability insurance Tuition reimbursement, professional development opportunities, and career growth resources Wellness programs, employee assistance resources, commuter benefits , and employee discount programs Flexible work options for eligible positions Learn more about our benefits at https://www.

winnbenefits.com . If you are a California Resident, please see our Notice of Collection here . It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

Salary will vary based on job responsibilities and scope, geographic location, candidate’s relevant experience, and other factors. Internal candidates, please apply here: Internal Careers Hub

Description copied from Winn's careers page. Read the full posting before you apply.

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