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By Amy Quesinberry Price |
October 23, 2023

Register for Tour de Chamber

The Chamber of Commerce’s second bike ride is Nov. 2.

West Orange Times & Observer
News

By Michael Eng |
August 26, 2025

SAVE THE DATE: Windermere High Fall Bash set for Sept. 17

Attendees will enjoy drinks, food, music and a silent auction — all to raise funds for faculty and club grants for the school.

Arts + Entertainment
Things to Do

By Amy Quesinberry Price |
September 4, 2024

Teens invited to play midnight basketball with WGPAL

The Winter Garden Police Athletic League will host the event every Friday starting Sept. 6.

West Orange Times & Observer
News

By Sam Albuquerque |
September 27, 2024

Windermere Prep to host presentation on college athletics recruiting process

In partnership with NCSA College Recruiting, the event aims to help families understand college recruitment.

Sports
High Schools

By Annabelle Sikes |
April 29, 2022

Family, friends remember Lucas Cawthorn

On Friday, April 15, Lucas’ light was extinguished, when he died in a motorcycle accident on Stoneybrook Parkway.

West Orange Times & Observer
News

By Observer Staff |
June 4, 2020

West Orange-area teachers offer Class of 2020 messages of encouragement

Without graduation ceremonies, many teachers didn't get a proper chance to say goodbye to their seniors.

West Orange Times & Observer
Neighborhood

By Steven Ryzewski |
January 27, 2016

College retires jersey of Ocoee High softball alum

In recognition of Cat Floyd’s impressive career as a pitcher at Polk State College, Eagles coach Jeff Ellis had her No. 11 jersey retired Jan. 16.

Sports

By Danielle Hendrix |
February 3, 2016

ATHLETE OF THE WEEK: Anastasia Stults

West Orange High senior Anastasia Stults placed first in the 101-pound weight class at the Class 2A, Region 5 Meet Jan. 21 and will move on to the state level Feb. 6.

Sports

By Danielle Hendrix |
May 6, 2020

Influencer of the Week: Cherith Walton, The First Academy

Cherith Walton teaches fourth grade at The First Academy.

West Orange Times & Observer
News

By Troy Herring |
February 26, 2021

Influencer of the Week: Drew Siegel, Windermere High

A senior at Windermere High, Drew Siegel serves a variety of roles at the school — including president of the NHS.

Southwest Orange
News

By Troy Herring |
September 18, 2019

West Orange Observer: Sports Spotlight — Brooke Larweth

In just her first year as a Laker, Brooke Larweth already has set a Windermere Prep record in the 100-meter backstroke

Sports

By Troy Herring |
June 5, 2019

Sports Spotlight: Jackson Simmes

At the age of 9, Jackson Simmes is already winning tournaments left and right.

Sports

By Tim Freed |
November 13, 2019

Windermere resident lands head job at Strasburg Rail Road

Tony Gebbia was hired as the general manager for one of the oldest railroads on the planet.

Southwest Orange
News

By Brittni Larson |
August 15, 2012

Threshold Center for Autism fills in the gaps

Threshold Center for Autism in Winter Park has been helping families and children for more than 30 years.

Winter Park - Maitland Observer
Neighborhood

By Troy Herring |
September 5, 2017

Popping with passion

A lifelong love of popcorn fuels Pipoca Gourmet Popcorn, which offers more than 30 different flavors of the classic snack.

Baldwin Park Living

By Amy Quesinberry Price |
May 17, 2023

WOHS FFA adviser leaving ag department for math

Kristy Lightbody has decided to give up the agriscience program and return to her love of numbers at West Orange High School.

West Orange Times & Observer
News

By Eric Gutierrez |
June 6, 2018

Winter Garden artist triumphs over homelessness, racial discrimination

Jason Swaby has suffered through homelessness, racial discrimination and even injury. But he never gave up on his art.

West Orange Times & Observer
News

By Amy Quesinberry Price |
March 17, 2021

David Raizor adapts to fit screen roles

The Windermere actor revels in the chance to be someone new with each film or stage character.

Southwest Orange
News

By Annabelle Sikes |
September 5, 2024

Thor’s Sanctuary provides safe space for nerds, families

The Thor’s Sanctuary group hosts different events around town, including themed nights involving video games, Pokemon or Dungeons & Dragons.

Southwest Orange
News

By Observer Staff |
June 7, 2016

LETTER TO THE EDITOR: Teacher retires after 27 years

Debbie Nostro thanks the citizens and business leaders of Ocoee.

West Orange Times & Observer
Opinion

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