City of Winter Garden

Contact: Ms Christine Hein

300 W. Plant Street
Winter Garden
United States

Tel: 407-877-5428


About City of Winter Garden

Local residents, visitors, and those from near and far travel to downtown Winter Garden to enjoy the shopping, restaurants, events, and the West Orange Trail.  We are a family oriented City, known for its charming atmosphere with brick paved streets lined with awe-inspiring trees, flowers, and nearby fountains that add to the natural beauty and enchanting character. The City prides itself on customer service excellence with a focus on making our citizens and visitors feel important. We proudly refer to that as the “Winter Garden Way."  We encourage you to visit the City’s website for information about opportunities to join our growing team of dedicated staff.  Come visit Winter Garden and experience the friendly and welcoming people who live and work here!  We would love to hear from you and welcome you to join us as we live the Winter Garden Way every day! 


Nestled on beautiful Lake Apopka about 20 minutes west of Orlando, this former citrus town, established in 1903, is home to approximately 42,000 residents and embodies a wealth of historical and natural assets.  Known as, “A charming little city with a juicy past,” Winter Garden is a community with opportunities for everyone looking to work, live, visit, and play.


On any given day a stroll down Plant Street will uncover a slice of small-town life at its best.  Winter Garden is known for its warm charm, great schools, recreational activities, special events, and superior quality of life.  The Historic Downtown, listed on the National Registry of Historic Places, is a favorite destination for West Orange residents and those traveling the award-winning West Orange Trail, which will soon be part of the 250 mile Coast to Coast (C2C) Connector Trail. 


Winter Garden’s proximity to Orlando and the theme parks has made it an ideal spot to live and work.  The City offers a diversity of housing options with a healthy mix of old and new, great schools, one of the lowest millage rates in Orange County, while enjoying a superior quality of life.  Winter Garden is the commercial and cultural capital of West Orange County, with regional amenities such as the Garden Theatre, several Museums, a new Art Center and the Downtown Pavilion, which is home to the Winter Garden Farmers Market, one of the top regional Farmers Markets in Central Florida.  Winter Garden has a thriving business community comprised mostly of small businesses, a historic downtown, and a premiere shopping district with over one million square feet known as the Winter Garden Village at Fowlers Grove.  Over 2,000 businesses call Winter Garden home. 


Winter Garden has become a local gathering place for residents within Central Florida. It is a town that exudes warmth and energy, with a relaxed charm that makes everyone feel comfortable. It is a place for growing families and businesses. It is a forward thinking community that embraces new ideas and people. The City is a greenhouse for entrepreneurs and small businesses.


Good things are happening throughout Winter Garden. Ranked as one of the fastest growing suburbs by, the City of Winter Garden continues to grow and thrive, rivaling the best small cities in Florida and the nation.




∙              Retirement pension with 5 year vesting for General Employees and 6 year vesting for Fire and Police

∙              Optional additional retirement savings with a 457(b) plan

∙              Medical insurance - 100% City paid employee-only medical coverage

∙              Partial City contribution for the cost of dependent care medical coverage

∙              Health Savings Account - A City contribution of $1,454.24 to the HSA annually

∙              City paid long term disability and life insurance benefits

∙              Vacation and sick leave banks with 10 paid holidays yearly

∙              Educational reimbursement and career development program

∙              Dental, vision, flexible spending, and dependent care accounts

∙              Employee Assistance Program

∙              Legal Shield

∙              Clothing allowance and uniforms supplied

∙              Free gym membership


34 jobs with City of Winter Garden