Maintenance Director - Senior Living Community

Overview

If you take pride in finishing projects the right way, enjoy working with your hands, and care deeply about the people impacted by your work, Williamsburg Retirement may be the place for you.

We are seeking a Director of Maintenance who brings strong technical skill, excellent organization, and a genuine desire to improve the lives of our residents and coworkers. This role is ideal for someone who can balance hands‑on maintenance with planning, leadership, and follow‑through, ensuring projects are completed properly, promptly, and with pride in the outcome.

Williamsburg Retirement is a senior living community where details matter. The physical environment plays a direct role in resident comfort, safety, and quality of life, and this position is critical to maintaining that standard.

The Director of Maintenance / Project Manager is responsible for a wide range of maintenance and repair work throughout the community, including plumbing, basic household electrical work, drywall repair, painting, carpet cleaning, and general household and building maintenance. This role responds to maintenance requests in resident apartments and common areas, keeping spaces safe, clean, and well cared for.

Beyond day‑to‑day maintenance, this position has a strong project management focus. You will plan, coordinate, and execute maintenance and improvement projects from start to finish. This includes setting timelines, organizing materials, coordinating vendors when needed, and communicating progress clearly with leadership. Meeting deadlines and taking ownership of seeing projects through to completion are essential expectations of the role.

This position also includes leadership responsibility. The Director of Maintenance supervises and works closely with a full-time maintenance crew member. Together, you will prioritize tasks, divide responsibilities effectively, and maximize efficiency to complete projects properly and on schedule. This role requires someone who can lead by example, work collaboratively, and help build a strong, dependable maintenance team.

The ideal candidate has experience in maintenance, facilities, or skilled trades and is comfortable balancing hands‑on work with managing multiple projects ong problem‑solving skills, attention to detail, and dependability are critical. Experience in senior living, multifamily housing, hospitality, or residential maintenance is a plus but not required.

Compensation is competitive and based on experience. Williamsburg Retirement offers a comprehensive benefits package that includes paid time off, health, dental, vision, and life insurance, access to mental health resources for employees and their families, and a 401(k) retirement plan.

If you are looking for a role where your skills are valued, your leadership makes a real difference, and your work directly improves the lives of others, we would love to hear from you.