Maintenance Supervisor ; Parker Hill

Posted Friday, January 9, 2026 at 5:00 AM

You lead best by getting your hands dirty with your team. Your incredible customer service skills make you a great example and role model. Are you ready to step into a leadership role while maintaining high standards of any property you work on?

Winn Companies is looking for a Maintenance Supervisor I to join our team at Parker Hill
, a 90-unit residential community located in Roxbury, MA. In this role, you will oversee the maintenance operations of the property, supervise maintenance staff, and perform maintenance functions.

Please note that the pay range for this position is $35.00 - $40.00 per hour. Final salary will vary based on job responsibilities and scope, geographic location, candidate’s relevant experience, and other factors.

Please note that the selected candidate must have an EPA Universal Certification and hands-on experience with HVAC.

• Lead and manage a maintenance staff on a day-to-day basis and perform as a working supervisor when not supervising staff.
• Assist in hiring, developing, training, and holding staff accountable to operating standards.
• Conduct and participate in weekly staff meetings.
• Responsible for preparing work schedules for maintenance staff and vendors to complete service requests, maintain the preventive maintenance program, and maintain overall curb appeal.
• Complete monthly building and unit inspections to ensure property is maintained to operating standards.
• Review third-party property inspections to resolve maintenance repairs.
• 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 and emergencies.

• High school diploma or GED equivalent.
• 3-5 years of relevant work experience.
• Minimum of 1 year of supervisory experience.
• Universally HVAC certified.
• General knowledge of electrical, plumbing, and appliances.
• Experience with computer systems, particularly Microsoft Office applications.
• Solid verbal and written communication skills.
• Ability to supervise and work with a diverse group of people and personalities.

• Vocational or technical training.
• CAMT certification.

• Generous time off policies (including 11 paid holidays (12 for MA employees);
  Generous Accrued Time Off increasing with years of service; Generous paid sick time; Annual day of service; Floating Holiday)
• 401(k) plan options with a company match
• Various Comprehensive Medical, Dental, & Vision plan options
• Flexible Spending Account, Dependent Care Flexible Spending Account, Health Savings Account options with HSA annual employer contribution
• Long Term Disability and voluntary Short Term Disability;
  Basic Term Life Insurance and AD&D; optional supplemental life insurance
• Health Expense Reimbursement program (including gym memberships, equipment, and subscriptions)
• Tuition Reimbursement program and continuous training and development opportunities
• Wellbeing program (group challenges, seminars, opportunities to earn points to reduce medical premiums), Employee Assistance Program, & Commuter and Parking Reimbursement options
• Employee Corporate Discount Programs (Verizon Wireless, Home Depot Pro, Staples, and more!)
• Flexible and/or Hybrid schedules are available for certain roles
• Employee Relief Program supporting employees with unexpected hardships that place undue financial stress on them and their families

Winn Companies is a nationally recognized leader in apartment community management and development. Our team members are committed to helping people in the communities we serve and making a positive difference in their lives.

Our employees are responsible for our growth and success, and we challenge our team members to always be their best in our fast-paced, dynamic and rewarding workplace.

We offer multi-faceted leadership and learning opportunities to support our team members’ career growth and professional development.

We value teamwork, innovation, diversity…