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By Sam Albuquerque |
July 21, 2025

West Orange football's Chakai Scott commits to Sacramento State

The versatile 5-foot-10, 175-pound defensive back chose to play in the California capital over a pair of FBS programs in Pitt and UMass and other FCS offers.

Sports
High Schools

By Sam Albuquerque |
February 6, 2025

Four Windermere football players sign for FCS programs

Windermere seniors QB Jack Reilly, DL Daniel Bradley, DB Micah Winslow and OL Noah Elkhander signed their national letters of intent to play in FCS this fall.

Sports
High Schools

By Gabby Baquero |
May 26, 2019

Schools need 30/30 drills, better storm preparations, says parent

A Keene’s Crossing parent is calling out what she sees as a lack of efficient preparation in order to push the district to improve school operations during 30/30s.

Southwest Orange
News

By Michael Eng |
September 24, 2025

Gymnastics USA flips into fall with Over the Moon Bash

The Parents Night Out event takes place from 6:30 to 11 p.m. Friday, Sept. 26, at the gym, 13175 W. Colonial Drive, Winter Garden.

Arts + Entertainment
Things to Do

By Annabelle Sikes |
May 16, 2022

Coin collection documents Windermere chief’s career

With more than 35 years of law- enforcement experience, more than 27 with the Orange County Sheriff’s Office in a multitude of high-ranking roles, Windermere Police Chief David Ogden's legacy is hard to quantify.

West Orange Times & Observer
News

By Liz Ramos |
January 26, 2026

OCPS kicks off district-wide reading challenge

Let's Read, OCPS! will take place from Monday, Jan. 26, to Thursday, April 30.

Observer School Zone
News

By Troy Herring |
October 22, 2019

Football schedule: Week 10 — Thursday, Oct. 24 and Friday, Oct. 25

West Orange travels to Ocoee for the big "Shield Game," while Legacy Charter kicks off the SSAC FCS tournament against Santa Fe Catholic.

Sports

By Danielle Hendrix |
April 2, 2020

Grocery, food delivery among options during coronavirus pandemic

Despite many restrictions due to the coronavirus, there are plenty of options to support local businesses while also safely obtaining your food and groceries.

West Orange Times & Observer
News

By Annabelle Sikes |
May 26, 2022

Winter Garden City Commission to meet tonight

The City Commission meets at 6:30 p.m. Thursday, May 26, at the City Hall Commission Chambers.

West Orange Times & Observer
News

By Gerhard Munster |
January 22, 2014

Gerhard Munster: From paper boy to publisher

I remember sitting at my kitchen table, pondering if I could start a weekly community newspaper in Winter Park to better serve our community the way I felt was the right way.

Winter Park - Maitland Observer
Opinion

By Steven Ryzewski |
November 24, 2017

Sports Spotlight - West Orange Times & Observer: Joseph Dooley

Joseph Dooley has become a dependable defender and a leader for the Firestorm FC Soccer League.

Sports

By Steven Ryzewski |
August 25, 2016

Local orthodontist sponsors West Orange-Foundation Academy game

The Warriors and Lions will take the field Aug. 26 for the second "Battle of Winter Garden."

Sports
High Schools

By Troy Herring |
December 4, 2020

Businesses to face fines for violating COVID-19 guidelines

An emergency executive order signed by Orange County Mayor Jerry Demings will allow the county to fine businesses $500-to-$15,000 if found violating COVID-19 guidelines.

West Orange Times & Observer
News

By Tim Freed |
March 24, 2020

Orange County mayor issues ‘Stay at Home’ order

The executive order will last two weeks starting Thursday, March 26, in an attempt to slow down the spread of the coronavirus.

West Orange Times & Observer
News

By Michael Eng |
June 19, 2024

Garden Theatre kicks off Summer Movie Series

This year’s series begins with a screening of the classic, ‘E.T. The Extraterrestrial.’

Arts + Entertainment
Things to Do

By Gabby Baquero |
November 11, 2016

W.G. commission greenlights ordinances for new elementary school

The Nov. 10 Winter Garden commission meeting authorized the second readings for three ordinances concerning the development of a new elementary school.

West Orange Times & Observer
News

By Observer Staff |
May 6, 2010

Winter Park City Talk

City news and updates

Winter Park - Maitland Observer
Opinion

By Annabelle Sikes |
May 23, 2024

Orange Code will dictate development regulations for county

West Orange and Southwest Orange residents gathered to gain insight into the regulations at a recent town hall meeting.

West Orange Times & Observer
News

By Leticia Silva |
March 13, 2026

New Vascular Access Program at Orlando Health Horizon West Hospital

The new program provides access to lifesaving dialysis care for Central Florida communities.

Southwest Orange
News

By Isaac Babcock |
September 24, 2015

Wildcats blast Colonial, Knights in trouble

That the Knights (0-3) just lost to their first FCS opponent in nearly two decades only added to the pain of the worst start since the infamous winless 2004 season.

Winter Park - Maitland Observer
Sports

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