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Posted on: November 5, 2019

Shop Small Business Saturday

Flier with Shop Small Logo in blue and orange

Kick-off the holiday shopping season at the Downtown Winter Garden SMALL BUSINESS SATURDAY day-long event on November 30! Score unique gifts while enjoying the festive, quaint charm of historic downtown while keeping spending dollars local to make your co...

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Posted on: September 23, 2019

Photo Contest

City of Winter Garden Banner in black and white

Showcase your artwork and your love for our beautiful city. 

The City of Winter Garden will be hosting a photo contest held three times a year. Suggested themes are Movement, Landscape and Connection. Up to three photos will be selected, and the r...

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Posted on: September 17, 2019

Winter Garden - No. 10 on MONEY's Best Places to Live in 2019

Children jumping in air in front of a yellow caboose

Money has recognized what the residents and businesses have known for years – Winter Garden is a great place to live and work!

“The county has had 28.2% job growth over the past decade and Winter Garden boasts a thriving business community. The median hous...

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MONEY article link Home
Posted on: June 21, 2019

9th Street Gravity Sewer and Force Main Improvements Project

City of Winter Garden Banner in black and white

UPDATE (November 1, 2019):

The City’s contractor continues to install new water main and force main along 9th Street using a two phased road closure between E. Smith Street and E. Plant Street. 

The 1st phase of the 9th Street road closur...

Click for more information and detour maps.

Posted on: November 22, 2016

2018 Great Places in Florida Award Goes To ...


Meet Downtown Winter Garden Established in 1903, Winter Garden is a former citrus town that’s now home to over 40,000 residents and offers a wealth of historical and natural assets. Nestled on beautiful Lake Apopka and roughly twenty minutes west of Orlan...

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Florida APA Best Places in Florida Award Home
Posted on: November 28, 2018

Dillard Street Reconstruction

Artists conceptual drawing of Dillard street (cutway view showing roadways, etc AND overall aerial)

This project includes the reconstruction of South Dillard Street from Plant Street to Colonial Drive (SR 50).   The purpose of the street reconstruction is to replace underground utilities, to create a more inviting streetscape that comfortably a...

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News Flash


1 Story
Posted on: June 26, 2019

Basic Self Defense for Women Only

Winter Garden Police Logo

Free Women’s Self-Defense Class

The next available class is August 21, 2019 6-8:30 PM. The Winter Garden Police Department is hosting a basic women’s self-defense class. The class will be instructed by a police officer who is certified ...

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