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By Annabelle Sikes |
July 22, 2022

Winter Garden initiates action against Orange County over PureCycle

The city has initiated conflict-resolution procedures with Orange County regarding its approval of PureCycle Technologies.

West Orange Times & Observer
News

By Eric Gutierrez |
October 17, 2018

Winter Garden Commissioners deny new Dollar General plans

City staff cited code and safety concerns in their recommendation to deny a site plan for a Dollar General store in East Winter Garden.

West Orange Times & Observer
News

By Michael Eng |
July 14, 2021

Foundation reschedules Basketball Skills Camp

The camp now will take place from 9 a.m. to noon Monday, July 26, and Tuesday, July 27.

Sports

By Brittany Gaines |
October 29, 2017

PHOTOS: Windermere High "Truck"-or-Treat

The Windermere High's PTO hosted a trick-or-treat event on Thursday, Oct. 26

Southwest Orange
Neighborhood

By Michael Eng |
May 21, 2025

Woodlawn to honor war dead at 75th Memorial Day Service

The service takes place at 10 a.m. Monday, May 26, at the cemetery, 400 Woodlawn Cemetery Road, Gotha.

Arts + Entertainment
Things to Do

By Michael Eng |
July 23, 2025

Cars and Coffee to celebrate third anniversary

The party will take place from 8 to 1030 a.m. Saturday, July 26, at 3118 Daniels Road, Winter Garden.

Arts + Entertainment
Things to Do

By Annabelle Sikes |
May 17, 2022

Ocoee fashion designer gears up for second S&M Custom Design World Tour Fashion Show

The show will kick off at 6 p.m. on Saturday, June 18, at the DoubleTree by Hilton Hotel Orlando at SeaWorld.

West Orange Times & Observer
News

By Observer Staff |
April 20, 2011

Calendar and Family Calendar

Learn about snake farming, edible gardens and ballroom dancing

Winter Park - Maitland Observer
Neighborhood

By Jennifer Nesslar |
August 31, 2016

What you can expect when Cinépolis opens

The Hamlin luxury movie theater is scheduled to open in fall 2017.

Southwest Orange
Real Estate

By Annabelle Sikes |
July 31, 2024

MEET THE CANDIDATES: Dan Helm, Orange County Supervisor of Elections

Dan Helm is one of five candidates vying for the Orange County Supervisor of Elections seat.

West Orange Times & Observer
News

By Isaac Babcock |
October 13, 2010

Wildcats still undefeated

Brandon Brown-Dukes and Sam Richardson lead Winter Park to a stunning win over Timber Creek

Winter Park - Maitland Observer
Sports

By Observer Staff |
December 11, 2013

Maitland City Talk

The Maitland City Council met on Monday, Dec. 9, at 6:30 p.m. in the City Hall Council Chambers. Below is a synopsis of that meeting.

Winter Park - Maitland Observer
Opinion

By Amy Quesinberry Price |
March 26, 2024

Easter activities planned in West Orange County

Ocoee, Windermere and Hamlin are hosting fun Easter events Saturday, March 30.

West Orange Times & Observer
News

By Observer Staff |
May 29, 2015

WEEKEND BEST BET: Eco-Movie Matinee

West Orange Times & Observer
Neighborhood

By Josh Garrick |
January 19, 2011

Culture worthy of your calendar

Plays, musicals, poems, and art — about love!

Winter Park - Maitland Observer
Neighborhood

By Annabelle Sikes |
November 11, 2021

DBi Services’ abrupt closure leaves locals unemployed

Winter Garden employees were among the thousands who were jobless when the nationwide company closed Oct. 22.

West Orange Times & Observer
News

By Steven Ryzewski |
May 3, 2018

West Orange High's Elijah Jackson has shot up rankings for shot put | Observer Preps

West Orange High School senior Elijah Jackson’s shot-put throw of 16.15 meters (53 feet) at the regional meet has him entering the FHSAA Track & Field State Championship meet this weekend in Jacksonville as the top-seeded thrower in Class 4A.

Sports

By Megan Bruinsma |
April 8, 2026

Athlete of the Week: Hervins Chervil, Ocoee High track-and-field

Ocoee track-and-field athlete Hervins Chervil already has broken two personal records and one school record in his junior year.

Sports
Athlete of the Week

By Steven Ryzewski |
November 9, 2017

Sports Spotlight - Windermere Observer: Caroline Hwang

Olympia High School freshman golfer Caroline Hwang placed 12th at state last weekend.

Sports

By Sam Albuquerque |
March 20, 2025

Cure All-Star boys, girls basketball game rosters announced

The senior all-star game at Dr. Phillips High features plenty of players from West, Southwest Orange teams.

Sports
High Schools

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