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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 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 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 Isaac Babcock |
September 20, 2015

Knights look to recover from disastrous start

In the wake of a historic disaster loss at the Bright House, UCF now must try to recover with a first-ever Power 5 win on the road.

Winter Park - Maitland Observer
Sports

By Michael Eng |
May 21, 2025

Windermere’s Memorial Day Observance set for Monday

The town’s event will take place at 10 a.m. Monday, May 26, at Town Hall, 520 Main St. Windermere.

Arts + Entertainment
Things to Do

By Steven Ryzewski |
November 9, 2017

Firestorm FC Soccer League meeting a need in Winter Garden area

When their children aged out of the city of Winter Garden’s youth soccer league, a group of local parents decided to start their own league — Firestorm FC Soccer.

Sports

By Kristy Vickery |
January 19, 2011

Sounds of Rome

Winter Park students performed during the New Year’s Day mass at St. Peter’s Basilica for the Pope

Winter Park - Maitland Observer
Neighborhood

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

By Sam Albuquerque |
January 31, 2025

Pair of Windermere football players commit to FCS programs

Windermere Quarterback Jack Reilly and offensive lineman Noah Elkhander announce their commitments to play against one another in the Pioneer League.

Sports
High Schools

By Annabelle Sikes |
November 1, 2024

WPS students donate close to 200 costumes to children ahead of Halloween

On Oct. 25, the middle school SGA representatives from Windermere Preparatory School traveled to Hungerford Elementary School with 162 costumes to present to the children.

Southwest Orange
News

By Isaac Babcock |
June 17, 2010

Kraze feel Athletics' wrath

While the U.S. national soccer team was battling England to a historic draw on the pitch in Rustenberg, South Africa, Central Florida's top team took on Miami FC in a national tournament.

Winter Park - Maitland Observer
News

By Amy Quesinberry Price |
January 31, 2024

Palm Lake students spreading kindness on campus

Kindness Ambassadors at Palm Lake Elementary keep recognition coins on hand to give out when they see students being nice.

West Orange Times & Observer
News

By Steven Ryzewski |
September 2, 2017

Photos: The First Academy beats Foundation Academy after lengthy delay -- Observer Preps

Originally delayed in the first quarter, the game between the host Royals and visiting Lions resumed at 9:53 p.m., with The First Academy's 26-7 victory going final just before midnight.