Nestled in the heart of Isle of Wight County, Windsor, Virginia, is a community rich in history, tradition, and small-town charm. Founded in the late 19th century as a railroad town, Windsor has grown into a vibrant and welcoming community that values public service, civic engagement, and quality of life. Today, the Town serves a population of approximately 2,950 residents and continues to enjoy steady growth while maintaining the character and close-knit atmosphere that make Windsor a desirable place to live, work, and raise a family.
The Town of Windsor is seeking an exceptional leader to serve as its next Chief of Police following the retirement of the current Chief on July 1, 2026. The retiring Chief leaves behind a strong foundation built through the support of Town Management, the Council, dedicated staff, and engaged citizens. The opening is a unique opportunity for a strong leader to guide this professional law enforcement agency into its next chapter.
The Windsor Police Department is a fully staffed, accredited agency consisting of seven full-time positions, including the Chief of Police, along with one part-time officer and one auxiliary officer. The only vacancy within the department is the Chief's position. This allows the successful candidate the advantage of inheriting a dedicated, solid, experienced, and cohesive team.
The Town is financially sound and remains committed to providing the resources necessary for the Department to continue delivering high-quality police services to the community. The department actively participates in numerous community-oriented programs and events, including the annual Toy Drive and National Night Out, reinforcing the strong relationship between the agency and the citizens it serves.
This is a “Working Chief” position. While responsible for the administration, leadership, and strategic direction of the department, the Chief also remains actively involved in daily operations and will occasionally respond to and handle calls for service. The ideal candidate will embrace both the leadership and hands-on aspects of policing in a small-town environment.
Professional development is a cornerstone of the department's culture. As an accredited agency, the Windsor Police Department encourages its personnel to pursue training, education, and professional growth opportunities that enhance both individual careers and organizational excellence.
If you are a leader who values community engagement, professional policing, and the opportunity to make a meaningful impact in a supportive and progressive town, we encourage you to consider this rewarding challenge. If you are seeking a position that is both professionally fulfilling and personally rewarding, consider applying to become the next Chief of Police for the Town of Windsor, Virginia.
Please send letters of intent AND resume’s to wsaunders@windsor-va.gov
Important information:
Applicants must possess a current Virginia Law Enforcement Certification at the time of application. This is a mandatory requirement for this position.
The Town pays 100% of employee health insurance and partial payments for a plus 1 and family plans
Overview of benefits:
The town budget for FY27 can be found here:
Windsor Police Department link: https://www.windsor-va.gov/police/index.php
Please submit the official town of Windsor Police Application as part of your package: WPD_ApplicationPackage_2.pdf
FIRST REVIEW July 20, 2026 9:00am
Note: Applicants must possess a current Virginia Law Enforcement Certification at the time of application. This is a mandatory requirement for this position.