Road Closure Notice -July 2, 2025
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Job Openings

Below is a list of positions for which we are currently accepting applications. In order to be considered for employment with the Town, you must fully complete the Town’s application form and return it, along with a Resume and Cover Letter, by email or by mail, unless otherwise specified in the Job Announcement. Click here to see the Town’s application form.

We accept applications via email. Applications can be emailed to thall@townofwinchester.org or mailed to us at Attn: Town Manager’s Office, Winchester Town Hall, 338 Main Street, Winsted, CT 06098. Please note that we only accept applications for employment when a position has been posted; we do not maintain general interest resumes.

Recreation Program Coordinator-part time
Due Date:
May 30, 2025
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Job Type:
On-site
Commitment:
Part-time
Job Description
JOB OPENING
 TOWN OF WINCHESTER
RECREATION PROGRAM COORDINATOR-part-time
$20.00 hr.
 
The Town of Winchester is seeking applications for a part-time Program Coordinator. Applicants must possess a  bachelor’s degree in recreation, physical education, or a related field with two years of experience in a municipal or group recreation administration capacity, a portion of which should be in a supervisory capacity; or any combination of education & experience.
 
Complete job description and application available from the Town Manager's Secretary in the Town Hall, 338 Main Street, Winsted, CT 06098 or online at www.townofwinchester.org/our-town/pages/job-postings
 
Please send resume and completed application to thall@townofwinchester.org by Friday, May 30, 2025, or by mail to the Town Managers Office, 338 Main Street, Winsted, CT 06098 with “PROGRAM COORDINATOR” clearly marked on the envelope or the subject line if emailed.
EEO/AA/M/F/D/V
 
Housing Authority-Executive Director
Due Date:
June 6, 2025
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Job Type:
On-site
Commitment:
Full-time
Job Description
The Housing Authority of the Town of Winchester seeks a dynamic and visionary leader to serve as its Executive Director. This pivotal role offers the exciting opportunity to shape and re-energize the future of housing within our community.
The ideal candidate will possess strong skills and experience in:


●     Strategic planning and execution
●     Financial management and budgeting
●     Public housing regulations and compliance (HUD, DECD, CHFA)
●     Communications with local municipal officials to comply with safety regulations 
●     Property management and maintenance
●     Team leadership and development
●     Communication and interpersonal skills
●     Stakeholder engagement and relationship building
●     Problem-solving and decision-making

Candidates must possess one or more of the following:


●     A bachelor’s degree in Public Administration plus demonstrated experience.
●     Five (5) years of experience as an Executive Director of a housing authority.
●     Seven (7) years of progressively responsible experience in the management of public housing, preferably at a top supervisory level in housing management, building maintenance, or a related field.
●     A combination of experience and education demonstrating proficiency in managing large organizations, work with state, local, and federal regulations, and building relationships with people

Police Officer
Due Date:
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Job Type:
On-site
Commitment:
Full-time
Job Description

 The Town of Winchester is accepting applications for entry level police officers to fill full time positions. Candidates must be 21 years of age and possess a valid Connecticut Driver License and a high school diploma or equivalent.  All candidates must pass the CPCA Written exam prior to submitting a completed application to the Town of Winchester and will be required to successfully complete written and oral examinations, physical wellness exam including drug screening, background investigation, polygraph examination, psychological examination, and Police Chief’s interview. Entry level candidates must provide proof of passing the CHIP Physical Abilities Assessment prior to the written test being given. The salary range is $55,944 to $74,362.  Deadline for application is.  To submit an application or view a more complete job announcement go to www.PoliceApp.com/WinchesterCT
The Town of Winchester is an Equal Opportunity/Affirmative Action Employer.
 
Board Clerks
Due Date:
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Job Type:
Remote & On-site
Commitment:
Contractor
Job Description
The Town of Winchester, CT has  openings for Board Clerks. Salary is a stipend for the production of each set of meeting minutes:
1-60 Minute Meeting: $45.00
An additional $25 is provided to the Board Clerk for each additional hour the meeting lasts thereafter.
 
Complete job description and application available from the office of the Town Manager, Town Hall, 338 Main Street, Winsted, CT 06098 or online at 
 
Applications will be accepted until filled. Applications can be emailed to Thall@townofwinchester.org  or mailed to the Town of Winchester, 338 Main Street, Winsted CT 06098 Att: Town Manager’s office.  EEO/AA/M/F/D/V
Part Time School Crossing Guard
Due Date:
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Job Type:
On-site
Commitment:
Part-time
Job Description
PART TIME ALTERNATE SCHOOL CROSSING GUARD
TOWN OF WINCHESTER, CT
Salary  $15.69/hr.  
 
The Town of Winchester, CT is seeking candidates to be considered for part time School Crossing Guard for the Winsted Police Department.  Job description and application available from the Town Manager's office, Town Hall, 338 Main Street, Winsted, CT 06098 or at https://www.townofwinchester.org/job-openings
Completed applications can be dropped off at the Police Department, 338 Main Street, Winsted, CT 06098 open until filled.  EEO/AA/M/F/D/V